Role Description We’re helping them hire three Senior Technical Product Managers to join their growing team. This is a build-and-transform environment - not maintenance, and not a traditional product role. You will not be writing requirements and handing them off. You will actively prototype solutions using AI tools, test them with users, and iterate quickly. The focus is on rethinking how systems, workflows, and data interact, and applying AI to modernize legacy processes. Employment Type: Full-Time Permanent Location: Remote, but MUST be physically located in the US or Canada. Compensation: USD $100,000-150,000 What You'll Do: - Own technical product areas end-to-end - from discovery through delivery. - Build functional prototypes using AI tools (LLMs, copilots, automation frameworks) to validate ideas before full development. - Work directly with engineers to review outputs, test integrations, and unblock delivery in real time. - Translate business workflows into technical solutions, working closely with engineering teams. - Drive AI-enabled product development, identifying where automation and intelligence can improve speed, accuracy, and output. - Build and iterate on early-stage (v1) solutions, continuously refining based on real-world usage. - Operate in fast sprint cycles - shipping, learning, and improving quickly (days/weeks, not months). - Work across multiple initiatives simultaneously, balancing quick wins with longer-term platform improvements. - Partner with engineering to evaluate APIs, integrations, and system design decisions. - Collaborate with business stakeholders to deeply understand operational workflows and pain points. - Contribute to a broader digital transformation agenda, influencing how products evolve over time. Qualifications - 3-8 years in Technical Product Management. - Recent experience in the commercial insurance or fintech space. - Hands-on experience building and iterating on real solutions using AI tools (e.g., LLMs, automation tools, AI copilots), not just exposure or strategy-level understanding. - Strong exposure to fast-paced, startup-style environments, with experience building or iterating on early-stage (v1) products. - Experience operating as a hands-on builder - creating prototypes, testing workflows, and refining solutions directly. - Comfortable working with APIs, integrations, and system workflows, able to evaluate and guide technical decisions alongside engineers. - Exposure to systems involving data flows, underwriting/pricing logic, or transaction workflows. - Ability to translate messy, real-world workflows into structured, scalable technical solutions. - Builder mentality - you don’t wait for perfect requirements. Benefits - Employee Ownership Program - eligible employees share in the financial rewards as the company grows. - Professional Development Opportunities – access to learning and career growth initiatives. - Owner Referral Program. - Work-from-Home Reimbursement. - Digital Health & Wellness Platform - online fitness and wellbeing resources. - Canary Emergency Financial Assistance Program. - Comprehensive Medical, Dental, and Vision Coverage. - Life and AD&D Insurance. - Confidential Employee Assistance Program (EAP). - Health Savings Account (HSA). - Short-Term Disability Coverage. - Voluntary Benefits - supplemental accident, critical illness, and hospital insurance. - Employee Discounts. - 401(k) Plan with company matching contributions. - Paid Time Off Programs. - 11 Company-Paid Holidays.

Role Description We’re helping our client hire three Senior Technical Product Managers to join their growing team. This is a build-and-transform environment - not maintenance. The focus is on rethinking how systems, workflows, and data interact, and applying AI to modernize legacy processes. If you thrive in 0-1 or 1-n product environments, enjoy working at pace, and like turning messy operational workflows into clean, scalable solutions - this role is designed for you. What You'll Do: - Own technical product areas end-to-end - from discovery through delivery. - Translate business workflows into technical solutions, working closely with engineering teams. - Drive AI-enabled product development, identifying where automation and intelligence can improve speed, accuracy, and output. - Build and iterate on early-stage (v1) solutions, continuously refining based on real-world usage. - Operate in fast sprint cycles - shipping, learning, and improving quickly (days/weeks, not months). - Work across multiple initiatives simultaneously, balancing quick wins with longer-term platform improvements. - Partner with engineering to evaluate APIs, integrations, and system design decisions. - Collaborate with business stakeholders to deeply understand operational workflows and pain points. - Contribute to a broader digital transformation agenda, influencing how products evolve over time. Qualifications - 3-8 years in Technical Product Management. - Recent experience in the commercial insurance or fintech space. - Strong exposure to fast-paced, startup-style environments, with experience building or iterating on early-stage (v1) products. - Hands-on experience using AI tools (e.g., LLMs, automation tools, AI copilots), and ability to apply AI to real workflows, not just theoretical understanding. - Comfortable working with APIs, integrations, and system workflows, able to evaluate and guide technical decisions alongside engineers. - Exposure to systems involving data flows, underwriting/pricing logic, or transaction workflows. - Strong problem-solver who can break down complex workflows. - Builder mentality - you don’t wait for perfect requirements. Benefits - Employee Ownership Program - eligible employees share in the financial rewards as the company grows. - Professional Development Opportunities – access to learning and career growth initiatives. - Owner Referral Program. - Work-from-Home Reimbursement. - Digital Health & Wellness Platform - online fitness and wellbeing resources. - Canary Emergency Financial Assistance Program. - Comprehensive Medical, Dental, and Vision Coverage. - Life and AD&D Insurance. - Confidential Employee Assistance Program (EAP). - Health Savings Account (HSA). - Short-Term Disability Coverage. - Voluntary Benefits - supplemental accident, critical illness, and hospital insurance. - Employee Discounts. - 401(k) Plan with company matching contributions. - Paid Time Off Programs. - 11 Company-Paid Holidays.

Role Description We are looking for a product leader who deeply understands what it takes to craft a great product management organization in the areas of Product Leadership, People Management, and Product Performance & Execution. The Product Manager will take part in defining a product platform which brings together a collection of focused, sophisticated, data-heavy software applications backed by expert tax professionals. The platform will be used by a spectrum of businesses, from SMBs to large multinationals, across a variety of market segments, and is comprised of a portfolio of products, which will need to be reconciled with the currently available suite of Ryan software products. Ultimately, the goal of the platform is to serve as the hub for all things tax, providing access to a network of complementary products and services. This role is perfect for a product manager who: - Is obsessed with solving for user needs - Has an extreme attention to detail - Concise in communicating complex concepts - Possesses great business and analytical skills - Is excited about the craft of product management To be successful in this role, you need to have a bias for action, and be comfortable guiding decision-making based on a combination of hard data and incomplete or ambiguous information. You understand how to balance long-term bets with quick wins. Duties and responsibilities: - Support development of product strategy and roadmaps working in conjunction with Senior Managers and Directors of Product and product team - Build hypotheses and MVP scope to meet product goals, with emphasis on reusable platform capabilities and scalable shared services - Analyze product and business data to create data-driven insights and drive iterative development - Create a positive team member experience - Be responsible for direct interaction with business stakeholders, including, but not limited to, eliciting comprehensive business requirements, use cases, and recommending appropriate solutions - Acts as a product subject matter expert for sales and sales support - Create user stories, requirements and functional specifications for development - Collaborate with User experience team to design user interface and user flows - Drive Platform consistency and service reuse across teams and products - Work closely with engineering and architecture to define scalable platform services, APIs, and shared service integrations - Support Customer Operations and client training as needed - Work with development team to estimate work and execute against plan - Work with Development, QA, and Production Support teams to communicate, verify, and test the desired functionality changes Qualifications - Bachelor’s degree in Business Administration, Information Systems, Finance, Computer Science or a related field - Minimum of 3 years of direct work experience in a product management or business analyst capacity - Experience with Agile software delivery methodologies is required - Experience with corporate tax (indirect tax, property tax, etc.) is a plus Requirements - Experience defining and managing platform capabilities or internal products used by multiple teams - Proficiency with modern AI tooling (e.g., LLMs, copilots, prompt-based workflows) and a track record of applying them to product discovery, requirement generation, analysis, and operational efficiency - Anticipates and proactively delivers expected results for team members - Effectively solves problems - Demonstrates initiative and provides complete follow-through on areas of responsibility - Advanced written, visual and verbal communication skills - Superior attention to detail - Demonstrates accuracy and thoroughness - Demonstrates willingness to be flexible and adaptable to changing priorities - Thrives working both independently and in a team-based environment - Strong multitasking and organizational skills Benefits - Hybrid Work Options - Award-Winning Culture - Generous Personal Time Off (PTO) Benefits - 14-Weeks of 100% Paid Leave for New Parents (Adoption Included) - Monthly Gym Membership Reimbursement OR Gym Equipment Reimbursement - Benefits Eligibility Effective Day One - 401K with Employer Match - Tuition Reimbursement After One Year of Service - Fertility Assistance Program - Four-Week Company-Paid Sabbatical Eligibility After Five Years of Service Work Environment - Standard indoor working environment - Occasional long periods of sitting while working at computer - Position requires regular interaction with employees and clients both in person and via e-mail and telephone - Independent travel requirement: up to 10% Compensation Pay Transparency - For certain California based roles, the base salary hiring range for this position is $130,000.00 - $178,750.00 - For other California based roles, the base salary hiring range for this position is $119,000.00 - $163,900.00 - For Colorado based roles, the base salary hiring range for this position is $114,000.00 - $156,750.00 - For Illinois based roles, the base salary hiring range for this position is $119,000.00 - $163,900.00 - For other Illinois based roles, the base salary hiring range for this position is $114,000.00 - $156,750.00 - For Maryland based roles, the base salary hiring range for this position is $114,000.00 - $156,750.00 - For Massachusetts based roles, the base salary hiring range for this position is $119,000.00 - $163,900.00 - For other Massachusetts based roles, the base salary hiring range for this position is $114,000.00 - $156,750.00 - For New Jersey based roles, the base salary hiring range for this position is $130,000.00 - $178,750.00 - For New York based roles, the base salary hiring range for this position is $130,000.00 - $178,750.00 - For other New York based roles, the base salary hiring range for this position is $108,000.00 - $148,500.00 - For Washington based roles, the base salary hiring range for this position is $119,000.00 - $163,900.00

Role Description The Technical Product Owner plays a key role in driving the technical direction of digital products, ensuring strong alignment between business needs and engineering execution. This role bridges product and technology, guiding teams on architecture, technical requirements, and delivery priorities. You’ll have the opportunity to influence product strategy while shaping scalable, high-quality solutions. - Partner with stakeholders to recommend technology solutions that align with business goals - Drive technical direction by translating product needs into clear architecture and design requirements - Lead collaboration between engineers, architects, and product teams to deliver high-quality solutions - Own and prioritize technical backlogs, balancing functional enhancements and technical improvements - Define and document non-functional requirements, including performance, scalability, and security - Guide sprint planning by clarifying technical scope and removing blockers for development teams - Support product roadmaps by researching, proposing, and implementing forward-looking solutions - Mentor team members and contribute to continuous improvement through feedback and performance frameworks Qualifications - Bachelor’s degree in Business Administration, Finance, Information Technology, or related field (or equivalent experience) - 8+ years of experience in information technology, including software development and product ownership - 3+ years of experience in a technology leadership or team guidance role Requirements - Hands-on development experience with Python, C#, and SQL - Experience with AWS and enterprise system integration - Ability to conduct code reviews and mentor developers, including offshore teams - Familiarity with AI development tools and Agile methodologies Benefits - Retirement savings including both 401(k) and Pension plans - Paid time off to volunteer in your community - Opportunities to connect with others through our diversity-focused Colleague Resource Groups - Competitive salaries with professional development and advancement opportunities - Bonus benefits including well-being programs and incentives, parental leave, an employee stock purchase plan, military benefits and much more - Personal banking, loan, investment and insurance benefits