ProAg

Title: Executive Underwriter - Specialty Location: Remote - USA time type: Full time job requisition id 2026-5 Job Description: Grow with Confidence Are you a dynamic negotiator with a passion for driving business growth? ProAg is seeking an Executive Underwriter – Specialty to lead the charge in building relationships and expanding our market presence. In this role, you’ll be the go-to resource for agents, helping them grow their book of business while serving as a trusted partner to our sales team and supporting our underwriting teams forward. You’ll play a critical role in facilitating the underwriting process, driving profitable growth, and shaping the future of our underwriting discipline. In This Exciting Opportunity You Will: - Develop business plans with agencies that improve book performance for profitability, retention, premium growth, and new business production. - Evaluate new and renewal policy applications and related documents to classify and assess each risk, determine acceptability, assign rating, indicate endorsements and limits, and determine appropriate pricing. - Cultivate relationships with internal and external contacts to facilitate the underwriting process, promote business development, and to remain abreast of industry trends. Serve as a resource to other departmental staff. - Serve as a resource to other departmental staff with regards to underwriting procedures and other departmental guidelines. - Utilize knowledge of automated underwriting and/or processing systems to develop information for new or renewal policies. - Adhere to all company underwriting authority directives, underwriting guidelines, and other applicable company policies and procedures. What You Will Bring: - Approximately six years of relevant and progressive professional experience. - At least two years of leadership experience, guiding teams to meet their goals. - Previous agriculture or crop insurance industry experience but is not required. - Bachelor’s degree in Administration, Accounting, Business Administration, or a related field, or the equivalent education and/or experience. - Ability to negotiate to enable business outcomes that support ProAg's strategic goals - Utilize with a data-centered approach when making business and tactical decisions. - Solid written and verbal communication skills with an emphasis on confidentiality, tact, and diplomacy to communicate effectively, both orally and in writing. - Knowledgeable of industry changes, legal updates, and technical developments related to applicable area of the Company's business to proactively respond to changing business environment. What We Believe In: - Ensures Accountability. Takes personal responsibility and ownership of successes and challenges. - Communicates Effectively. Actively seeks out and communicates with key stakeholders in all situations. - Resourcefulness. Determines how to meet customer and employee needs and finds the resources to get it done. - Customer Focus. Every interaction is a customer and is handled with empathy and seriousness. - Instills Trust. Makes intentions clear and meets shared challenges together, showing respect for the relationship and the team. Pay Transparency The pay range for this position is $120,000 - $170,000, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer You do not need to disclose your criminal history or participate in a background check until a conditional job offer is made to you. After making a conditional offer and running a background check, if the Company is concerned about a conviction that is directly related to the job, you will be given the chance to explain the circumstances surrounding the conviction or challenge the accuracy of the background report. The Company will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws, such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e))(the “VCCLEA”), which restricts financial institutions and insurers such as TMHCC from employing individuals with certain types of criminal convictions. Where the hiring and employment of individuals is not restricted by the foregoing, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law such as the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance, the San Diego Fair Chance Ordinance, and the San Francisco Fair Chance Ordinance.] Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. #LI-MK1

Role Description ProAg is looking for an Associate Underwriter or Underwriter to join our team who is innovative, builds strong relationships, and thrives in a fast-paced environment. This position is responsible for reviewing annual policy documents to ensure adherence to federal and company guidelines. Our underwriting staff builds meaningful, long-lasting relationships with agents and serves as a subject matter expert for internal and external customers. In this Exciting Opportunity, You Will: - Review policy information for crop insurance coverage, proper rating, and other information to determine if application is acceptable for the available program or selected coverage. - Contact and respond to verbal and written inquiries from brokers within designated timeframe to provide appropriate information and serve as an underwriting resource. - Verify rates of policies or check previously rated policies for proper rating using the tools available such as the Risk Management Agency (RMA) and ProAg quoting applications. - Utilize knowledge of automated underwriting and/or processing systems to develop information for new or renewal policies. - Prepare quotations for agents and answer questions from agents, policyholder, or prospects. - Adhere to all company underwriting authority directives, underwriting guidelines, and other applicable company policies and procedures. - Request additional documentation necessary for the processing of an application, endorsement, or cancellation. - Approve or deny within given authority or recommend approval or denial to higher authority. - Review requests for cancellation, endorsements, etc. - Analyze and research detailed policy information related to Federal Crop Insurance Corporation (FCIC) error resolution and resolve any uncleared items. - Read and interpret FCIC documents. - Analyze and revise acreage reports. - Respond to common inquiries from RMA and RSOs. - Ensure compliance with organization policies and government regulations including all deadlines associated with sales closing dates (SCDs), acreage reporting dates (ARDs), production reporting dates (PRDs), accounting cutoffs, and fund designations. - Cultivate relationships with internal and external contacts to facilitate the underwriting process, promote business development, and to remain abreast of industry trends. - Serve as a resource to other departmental staff with regard to underwriting procedures and other departmental guidelines. - Develop understanding of various factors that affect and influence policy rating and risk. - Assist with data entry as needed. - Attend required training sessions. Qualifications - A minimum of two years of relevant and progressive professional experience. - Previous agriculture or crop insurance industry experience preferred. - A bachelor’s degree in Agriculture, Business Administration, or a related field, or the equivalent education and/or experience. - Solid written and verbal communication skills with an emphasis on confidentiality, tact, and diplomacy to communicate effectively, both orally and in writing. Benefits - Competitive salary and comprehensive benefit package. - Strong learning culture with ongoing development opportunities. - Opportunities for growth and career advancement. - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment. - Basic life and disability insurance. - 401(k) plan with 6% company match. - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off. - Paid parental leave. - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription. - Student loan matching program. - Employee discount program. - An opportunity to do meaningful work and love what you do. Company Description ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things.

Job Title: Associate Underwriter Job Description: time type Full time job requisition id 2026-381 Location: USA - Remote Reports To: Underwriter Supervisor Employment Type: Full Time Job Requisition ID: 2026-381 Role Overview ProAg is looking for an Associate Underwriter or Underwriter to join our Eastern Underwriting team who is innovative, builds strong relationships, and thrives in a fast-paced environment. This position is responsible for reviewing annual policy documents to ensure adherence to federal and company guidelines. Our underwriting staff builds meaningful, long-lasting relationships with agents and serves as a subject matter expert for internal and external customers. In this Exciting Opportunity, You Will: - Review policy information for crop insurance coverage, proper rating, and other information to determine if application is acceptable for the available program or selected coverage. - Contact and respond to verbal and written inquiries from brokers within designated timeframe to provide appropriate information and serve as an underwriting resource. - Verify rates of policies or check previously rated policies for proper rating using the tools available such as the Risk Management Agency (RMA) and ProAg quoting applications. - Utilize knowledge of automated underwriting and/or processing systems to develop information for new or renewal policies. - Prepare quotations for agents and answer questions from agents, policyholder, or prospects. - Adhere to all company underwriting authority directives, underwriting guidelines, and other applicable company policies and procedures. - Request additional documentation necessary for the processing of an application, endorsement, or cancellation. - Approve or deny within given authority or recommend approval or denial to higher authority. - Review requests for cancellation, endorsements, etc. - Analyze and research detailed policy information related to Federal Crop Insurance Corporation (FCIC) error resolution and resolve any uncleared items. - Read and interpret FCIC documents. - Analyze and revise acreage reports. - Respond to common inquiries from RMA and RSOs. - Ensure compliance with organization policies and government regulations including all deadlines associated with sales closing dates (SCDs), acreage reporting dates (ARDs), production reporting dates (PRDs), accounting cutoffs, and fund designations. - Cultivate relationships with internal and external contacts to facilitate the underwriting process, promote business development, and to remain abreast of industry trends. - Serve as a resource to other departmental staff with regard to underwriting procedures and other departmental guidelines. - Develop understanding of various factors that affect and influence policy rating and risk. - Assist with data entry as needed. - Attend required training sessions. What You Bring - A minimum of two years of relevant and progressive professional experience. - Previous agriculture or crop insurance industry experience preferred. - A bachelor’s degree in Agriculture, Business Administration, or a related field, or the equivalent education and/or experience. - Solid written and verbal communication skills with an emphasis on confidentiality, tact, and diplomacy to communicate effectively, both orally and in writing. What We Offer - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $49,500 - $80,000, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer You do not need to disclose your criminal history or participate in a background check until a conditional job offer is made to you. After making a conditional offer and running a background check, if the Company is concerned about a conviction that is directly related to the job, you will be given the chance to explain the circumstances surrounding the conviction or challenge the accuracy of the background report. The Company will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws, such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e))(the “VCCLEA”), which restricts financial institutions and insurers such as TMHCC from employing individuals with certain types of criminal convictions. Where the hiring and employment of individuals is not restricted by the foregoing, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law such as the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance, the San Diego Fair Chance Ordinance, and the San Francisco Fair Chance Ordinance.] Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances.

Title: Lead Software Engineer Location: Remote - Florida Job Description: ProAg has an exciting opportunity for a Lead Software Engineer to join our team. Are you looking for an opportunity to apply your technical expertise and innovative mindset to change an industry? Join us in an Agile environment where your creativity helps “to help make crop insurance easy” for our farmers, agents, and insureds. When viewed from 30,000 feet, the Lead Software Engineer role serves the product team, the scrum team, and architecture team. It does so by providing sizings to product owners and technical leadership to a scrum team. Your mission will be to ensure that your team is always sprinting. This position will be in ProAg’s Maple Grove, MN office. Employees report to the office Monday – Thursday, with Friday being an optional remote day. In This Exciting Opportunity You Will: - Provide Level of Effort estimates (sizings), document risks and assumptions and complete a prototype if needed. - Design your scrum team’s technical solutions. - Work with the DevOps team to release your team’s products. - Enforce industry standards and best practices for your team. - Collaborate with our Solutions Architecture team. What You’ll Bring: - 6 years significant, relevant, and progressive professional experience - At least a bachelor’s degree in Computer Science, or a related field, or the equivalent education and/or experience. - Minimum of 4 years’ experience in leadership, including strategic planning and setting technical direction. - Experience in .NET (framework and core), C#, Javascript, React, Postgress, SQL Server, and Microservice and Event-Driven Architecture. - Demonstrated Design and Development Experience - Experience with the following: software modeling, data modeling, performance tuning, and application monitoring. - Excellent written and verbal communications skills with an emphasis on confidentiality, tact, and diplomacy. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an A++ AM Best rating. With more than 90 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. What We Represent: - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Tokio Marine HCC Group of Companies offers a competitive salary and employee benefit package. We are a successful, dynamic organization experiencing rapid growth and are seeking energetic and confident individuals to join our team of professionals. The salary for this role is: $130,000 - $145,000 Who We Are While our nation weathers economic storms, ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer. We’re known for our quick response and fast, accurate claims settlement. We understand how important this is because many of us are farmers and ranchers ourselves. With more than 90 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty and Customer Service.

Role Details Job Title: Area Claims Supervisor Location: Remote - Ohio Reports To: Dustin Tubbs Employment Type: Full Time Job Requisition ID: 2026- Requisition Begin Date: 04/07/2026 Requisition End Date 05/07/2026 (Posting may close earlier if filled or business needs change.) Role Overview ProAg is looking for a dynamic Area Claims Supervisor to lead and support Crop Insurance Adjusters across Ohio to ensure timely, accurate, and compliant claims handling. This role oversees adjuster performance, training, workload distribution, and expense management while maintaining strong knowledge of federal and state crop insurance regulations, company policies, and industry standards. Working closely with Claims Management, Compliance, Marketing, and Underwriting, the Area Claims Supervisor serves as a key escalation point for complex claims and agent concerns and plays an active role in developing talent and supporting business strategies. The position requires frequent travel and the ability to effectively lead and support a remote, field-based team. In this Exciting Opportunity, You Will: - Manage, coach, train, and evaluate Crop Insurance Adjusters across Ohio, including conducting performance reviews, succession planning, and day-to-day field support. - Oversee claims handling to ensure accuracy, timeliness, and compliance with ProAg procedures, federal and state regulations, and RMA standards. - Assign claims, review and approve work, assist with reserve setting, and serve as the primary escalation point for complex, sensitive, or disputed claims. - Partner with Claims Management, Compliance, and Underwriting to support business objectives, resolve field issues, and address regulatory or operational concerns. - Monitor Loss Adjuster Expenses (LAE), manage staffing and workload distribution, and adjust claims structure to meet changing market or territory needs - Act as a key point of contact for agent inquiries and concerns, ensuring responsive communication and effective issue resolution. - Develop and delivery adjuster training, promote best practices, and support the effective use of claims systems and internal tools. - Model ProAg’s core values, maintain clear and consistent communication, and uphold professionalism in all internal and external interactions. What You Bring - A bachelor’s degree in agriculture, a related field, or the equivalent education and/or experience preferred. - Current Claim Adjuster Proficiency Program (CAPP) certification - A minimum of three years of relevant and progressive crop insurance experience in Claims or Compliance - A thorough knowledge of adjusting practices, standard, procedures, and proper use of necessary adjusting equipment - Exceptional organizational and analytical skills with the ability to manage multiple tasks simultaneously What We Offer - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $80,000 - $95,000 which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law. Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. #LI-MK1

Role Details Job Title: Crop Insurance Adjuster Location: Remote - IL Reports To: Area Claims Supervisor Employment Type: Full Time Job Requisition ID: 2026- Requisition Begin Date: 04/07/2026 Requisition 05/07/2026 (Posting may close earlier if filled or business needs change.) Role Overview ProAg is looking for an experienced Crop Adjuster to join our team in Illinois! Working under close supervision, this position conducts field inspections, reviews maps and aerial imagery, measures acres, inspects storage, and documents claim findings in accordance with federal crop insurance regulations and company procedures. This role is well suited for individuals interested in agriculture and insurance who enjoy working independently in the field and building strong relationships local with producers and agents. The position requires physical activity, frequent travel, and a strong commitment to customer service, accuracy, and regulatory compliance, while offering hands‑on training and development within the crop insurance industry. In this Exciting Opportunity, You Will: - Conduct field inspections to asses crop damage or loss, including measuring fields, reviewing maps and aerial imagery, and inspecting storage facilities. - Collect, document, and enter accurate claim information using company systems and tools. - Determine cause and extent of loss in accordance with MPCI, Crop Hail, and applicable federal and state regulations. - Communicate professionally with producers, agents, and internal partners throughout the claims process. - Manager assigned claim workload to meet quality, timeliness, and customer service standards. - Apply adjusting guidelines, company procedures, and regulatory requirements with attention to detail and compliance. - Participate in required training and ongoing development to build technical and regulatory knowledge. - Present the organization in the field with professionalism, integrity, and a strong customer service focus - Perform additional duties and special projects as assigned What You Bring - High School Diploma or GED - Crop insurance experience in claims or compliance or any ag-related experience and background - Analytical skills and attention to detail - Basic computer and internet applications - Communication, negotiation, and conflict resolution skills - Reliable means of transportation and the willingness to travel - Completion of your Claim Adjuster Proficiency Program (CAPP) certification and/or any applicable licenses required by State agencies preferred. What We Offer - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $44,200 - $89,300, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law. Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances.

Job Title: Senior District Sales Manager Location: Remote - Ohio Reports To: Regional Vice President of Sales Employment Type: Full Time Job Requisition ID: 2026-308 Requisition Begin Date: 04/06/2026 Requisition End Date: 05/06/2026 (Posting may close earlier if filled or business needs change.) Experience a Career at ProAg When you join ProAg, you join a welcoming, dynamic, flexible, and engaging culture that truly cares about each other, our agents and our policyholders. Here, you’ll learn and grow as we help you as you create a career that’s meaningful to you. ProAg, a member of Tokio Marine HCC group of companies, is looking for a dynamic, ambitious Senior District Sales Manager. This is an individual contributor role that offers an immense opportunity to develop strategic relationships with current and potential producers of profitable business within Ohio and Pennsylvania. In This Exciting Opportunity, You Will: - Develop a strategic territory plan by identifying and meeting with prospective agents regarding ProAg’s insurance offerings. Drive additional business through a variety of means including agency visits, social events, trade shows, and correspondence. - Meet or exceed sales goals for both existing and new business within Ohio and Pennsylvania, along with developing and maintaining a database of current and prospective agents. - Serve as a primary relationship owner, trusted advisor, and point of contact for assigned agent accounts to help them grow and manage their business. - Become a subject-matter expert on ProAg’s products, business, and applications, as well as staying up-to-date on industry trends. Gain and maintain a clear understanding of Crop Insurance and ProAg’s Standard Reinsurance Agreement. - Monitor competitor and industry trends to identify trends and changes in the marketplace - Collaborate with internal resources as necessary to prepare for and deliver necessary training or educational events with regional training staff on ProAg programs, products, and technology. - Ensure compliance with organizational policies and government regulations. - Perform other relevant duties and projects assigned. What You’ll Bring: The ideal candidate for the District Sales Manager will have demonstrated success in the primary areas of focus and responsibility. - Experience – Ideally, the successful candidate will have at least two years of sales experience, crop insurance experience preferred. - Communication – Must be an exceptional communicator with the ability to facilitate cross-functionally to ensure clear and expeditious communication. - Knowledge of industry changes, legal updates, and technical developments related to applicable area of the Company’s business to proactively respond to changing business environment. - Required to travel outside normal work location, travel is up to 75% - Must have the ability to work independently, focusing on achieving organizational goals and tasks with drive and energy to succeed. - The ability to build trust and relationships with key constituencies. What We Offer: - Competitive Salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network memberships, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $90,000 - $110,000, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law. Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. #LI-MK1

Role Details Job Title: Systems Trainer Location: Maple Grove, MN / Lenexa, KS / West Des Moines, IA / Fresno, CA / Amarillo, TX / Remote Reports To: Director of Strategy and Project Management Employment Type: Full Time Job Requisition ID: 2026-274 Requisition Begin Date: 03/24/2026 Requisition End Date: 05/24/2026 (Posting may close earlier if filled or business needs change.) Role Overview ProAg is seeking a strategic, collaborative Systems Trainer to join our team and play a key role in strengthening operational performance across the organization. In this role, you’ll partner closely with stakeholders throughout operations, sales, and other internal departments to design, develop, and deliver training programs that support product launches, system enhancements, and ongoing business needs. Your work will directly influence system adoption, user confidence, and organizational effectiveness. As a trusted training expert, you will create learning materials, facilitate both in‑person and virtual training sessions, support new and existing customers on key systems, and ensure that training initiatives align with business goals. This role requires strong communication skills, instructional agility, and the ability to manage multiple projects simultaneously. This position may report to any of ProAg’s offices but can be fully remote as well. Dependent on location, travel may be required up to 10% of the time. In this Exciting Opportunity, You Will: - Leverage problem-solving skills to ensure training delivers on intent and maintain key documentation - Forge relationships with key stakeholders to ensure the delivery of commitments and work as a team member with operations, sales, and other internal departments - Identify ways to improve and streamline the training process - Prepare/modify the delivery setting to ensure the environment is conducive to learning - Facilitate classroom and virtual learning aligned with learning materials - Apply training/instructional methods and procedures appropriate to the audience and topic - Modify instructional strategies as needed during delivery to achieve learning goals - Provide post-session follow-up and learner support as needed to enable learning transfer - Execute two or more learning delivery projects simultaneously - Manage logistics and scheduling for virtual and traditional classroom learning - Oversee learning program announcements, preparation, and launch - Monitor enrollments, maintain waitlists, and record completions/no-shows/scores through the LMS to conduct ongoing research and analyze how each system can best benefit internal and external stakeholders - Conduct User Acceptance Testing from a sales perspective, provide timely feedback and positive potential solutions on issues and results - Lead demonstrations of systems and processes - Ability to identify gaps in project portfolios and determine and recommend a course of action to be taken utilizing ProAg’s process Perform frequent checks for learner understanding - Act as a gatekeeper for Sales and provide troubleshooting assistance for both internal and external users of ProAg system platforms and see problems through to resolution What You Bring - Approximately 5 years of Systems Training experience - Experience working in the Crop Insurance Industry - A Bachelor’s degree in Agriculture or related field, or the equivalent education and/or experience - Excellent written and verbal communication skills, including the ability to develop and deliver content - Fantastic ability to communicate issues and recommendations effectively to stakeholders What We Offer - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $62,200 - $125,500, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law. You do not need to disclose your criminal history or participate in a background check until a conditional job offer is made to you. After making a conditional offer and running a background check, if the Company is concerned about a conviction that is directly related to the job, you will be given the chance to explain the circumstances surrounding the conviction or challenge the accuracy of the background report. The Company will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws, such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e))(the “VCCLEA”), which restricts financial institutions and insurers such as TMHCC from employing individuals with certain types of criminal convictions. Where the hiring and employment of individuals is not restricted by the foregoing, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law such as the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance, the San Diego Fair Chance Ordinance, and the San Francisco Fair Chance Ordinance.] Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. #LI-MK1!

Job Title: Crop Adjuster Trainee Location: Remote - Ohio Reports To: Area Claims Supervisor Employment Type: Full time Job Requisition ID: 2026 Requisition Begin Date: 03/19/2026 Requisition End Date: 03/24/2026 Role Overview ProAg has an exciting opportunity for a Crop Adjuster Trainee to join our team in Central and South Ohio. Imagine joining a team that’s part of an organization that shares your passion for American Agriculture. A team that understands the challenges ag producers face and the disproportionate financial risks they shoulder. How do you know this team has that passion and understanding? Because many of us at ProAg still farm and ranch ourselves or were raised on the farm or ranch. It’s in our blood. As a ProAg Crop Adjuster, you will make first contact with our policy holder on the farm or ranch that has just experienced a loss. You will work with our customer to complete field inspections, read maps and aerial photos, measure fields and storage bins, collecting production records of farm commodities, all the while assessing damage or loss. You’ll stick with each claim for each grower until the work is done and the claim is settled. Reporting to the Area Claims Supervisor, you will work regularly in the field on the farms, climbing grain bins, walking over rough terrain for long distances, etc. You will apply your good judgment, common sense and understanding of ProAg's adjusting guidelines and policy provisions for a variety of Multi-Peril Crop Insurance, Crop Hail, and Named Peril policies. In this position, you will work from home and cover a territory that includes Ohio. This position will require travel of up to 75%, occasionally even beyond your assigned territory. In This Exciting Opportunity, You Will: - Perform fact-finding to determine cause(s) and percentage of loss, exercising your best independent judgment in the handling of claims. Escalate any issues or problems that you can’t resolve to the Area Claims Supervisor. - Convey regulations and interpretation of procedure to claimants, agents, and industry people on claim situations. - Effectively communicate our position on developing industry topics such as new specialty crops or expanding coverage programs. - Continuously expand your knowledge of RMA rules and regulations and ProAg procedures for applying all MPCI, Crop Hail, and Federal Crop Insurance regulations. What You’ll Bring: - High school diploma - Crop insurance experience in claims or compliance or any ag-related experience and background - Analytical skills and attention to detail - Basic computer and internet applications - Communication, negotiation, and conflict resolution skills - Reliable means of transportation and the willingness to travel - Completion of your Claim Adjuster Proficiency Program (CAPP) certification and/or any applicable licenses required by State agencies preferred. What We Offer - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do What We Believe In: - Ensures Accountability. Take personal responsibility and ownership of successes and challenges. - Communicates Effectively. Actively seek out and communicate with key stakeholders in all situations. - Resourcefulness. Determine how to meet customer and employee needs and finds the resources to get it done. - Customer Focus. Every interaction is a customer and is handled with empathy and seriousness. - Instill Trust. Make intentions clear and meet shared challenges together, showing respect for the relationship and the team. What We Represent: A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares. - Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world. - Personal connections: We are built on strong relationships and appreciation of your individuality. - A team who cares: We look out for each other personally and professionally because we care about each other. - Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture. - The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC. The Company: ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A++. With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service. Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things. Pay Transparency The pay range for this position is $16.97 - $24.04 per hour , which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws. Disclaimer As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law. You do not need to disclose your criminal history or participate in a background check until a conditional job offer is made to you. After making a conditional offer and running a background check, if the Company is concerned about a conviction that is directly related to the job, you will be given the chance to explain the circumstances surrounding the conviction or challenge the accuracy of the background report. The Company will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws, such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC § 1033(e))(the “VCCLEA”), which restricts financial institutions and insurers such as TMHCC from employing individuals with certain types of criminal convictions. Where the hiring and employment of individuals is not restricted by the foregoing, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law such as the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance, the San Diego Fair Chance Ordinance, and the San Francisco Fair Chance Ordinance.] Equal Opportunity Employer TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances. #LI-MK1

Role Description ProAg has an exciting opportunity for a Crop Adjuster to join our team in the San Joaquin Valley (Fresno-Bakersfield, California area). Imagine joining a team that’s part of an organization that shares your passion for American Agriculture. A team that understands the challenges ag producers face and the disproportionate financial risks they shoulder. As a ProAg Crop Adjuster, you will: - Make first contact with our policy holder on the farm or ranch that has just experienced a loss. - Work with our customer to complete field inspections, read maps and aerial photos, measure fields and storage bins, collecting production records of farm commodities, all the while assessing damage or loss. - Stick with each claim for each grower until the work is done and the claim is settled. - Report to the Area Claims Supervisor and work regularly in the field on the farms, climbing grain bins, walking over rough terrain for long distances, etc. - Apply your good judgment, common sense and understanding of ProAg's adjusting guidelines and policy provisions for a variety of Multi-Peril Crop Insurance, Crop Hail, and Named Peril policies. - Work from home and cover a territory of the San Joaquin Valley, requiring travel of up to 75%, occasionally even beyond your assigned territory. Qualifications - High school diploma - Crop insurance experience in claims or compliance or any ag-related experience and background - Analytical skills and attention to detail - Basic computer and internet applications - Communication, negotiation, and conflict resolution skills - Reliable means of transportation and the willingness to travel - Completion of your Claim Adjuster Proficiency Program (CAPP) certification and/or any applicable licenses required by State agencies preferred. Requirements - Perform fact-finding to determine cause(s) and percentage of loss, exercising your best independent judgment in the handling of claims. - Escalate any issues or problems that you can’t resolve to the Area Claims Supervisor. - Convey regulations and interpretation of procedure to claimants, agents, and industry people on claim situations. - Effectively communicate our position on developing industry topics such as new specialty crops or expanding coverage programs. - Continuously expand your knowledge of RMA rules and regulations and ProAg procedures for applying all MPCI, Crop Hail, and Federal Crop Insurance regulations. Benefits - Competitive salary and comprehensive benefit package - Strong learning culture with ongoing development opportunities - Opportunities for growth and career advancement - Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment - Basic life and disability insurance - 401(k) plan with 6% company match - 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off - Paid parental leave - Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription - Student loan matching program - Employee discount program - An opportunity to do meaningful work and love what you do