At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products. We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact. This position is for an existing vacancy. Roofr is growing our Implementation Team, and we’re looking for an experienced Onboarding or Customer Success Specialist to help design, deliver, and continuously improve a scalable customer onboarding experience that drives fast time-to-value and long-term product adoption. We onboard hundreds of new customers every month across multiple products, supporting them as they grow and expand their use of Roofr. This role is ideal for a customer-centric, results-driven professional who thrives in high-volume environments and believes great onboarding is the foundation for retention, expansion, and customer advocacy. Time-to-value, adoption, retention, and churn prevention are the name of the game, always with the customer’s best interest at heart. What You'll Get to Do: - Own and manage multiple concurrent customer onboardings in a high-volume environment, balancing 1:1 training with scalable, group-based enablement - Guide customers through their onboarding journey, ensuring they understand how to use Roofr effectively and see value quickly - Deliver high-quality customer interactions that drive product adoption and confidence across Roofr’s platform - Execute engaging Roofr training sessions through live online demonstrations, workshops, and group education sessions - Partner cross-functionally with Product, Account Management, and other Revenue teams to ensure a seamless and consistent customer experience - Track and manage key onboarding metrics tied to product adoption, retention, churn reduction, and customer advocacy - Contribute to the design, documentation, and continuous improvement of a scalable onboarding journey that supports growth - Identify opportunities to introduce and position additional Roofr products that help customers succeed and expand their usage over time - Act as a trusted onboarding partner, helping customers prioritize, make informed decisions, and build sustainable workflows in Roofr What You'll Bring to the Role: - 2+ years of experience in customer onboarding, customer success, or enablement within an SMB, B2B, or SaaS environment - Experience working in a fast-paced, high-growth startup environment - Strong communication and presentation skills across live calls, video meetings, email, and webinars - Ability to build rapport quickly and adapt your approach based on customer goals, maturity, and engagement level - Proven ability to manage customer needs while making thoughtful, outcome-driven recommendations - Comfort demonstrating product value and guiding customers toward broader adoption and better business outcomes - High ownership mentality with the ability to work autonomously, manage competing priorities, and follow through consistently - Exceptional organization, time management, and attention to detail to deliver a reliable, high-quality onboarding experience Bonus Points: - Experience in construction technology, roofing, or a roofing-adjacent industry - Experience working with roofing software, construction technology, or CRM platforms - Spanish fluency Who You Are: - A true customer advocate - Highly organized and results-oriented - Detail-obsessed (in the best way) - Always looking for ways to improve and scale what works - Tech-savvy and comfortable learning new tools quickly Compensation Band: $77,000.00 - $85,000.00 CAD Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate’s experience, seniority, and demonstrated impact. 🏠 What we offer (US + Canada) When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career: 🏝️ Vacation/Paid Time Off: - 1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2! - 1 Friday off per month (we call those our laundry days!) - Company wide paid shutdown for the week between Christmas and New Years - Flexible time off - 80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada - RRSP/401k match - Generous Parental Leave policy 🤝 Perks: - We host an annual company retreat with great team building activities - Ample learning and development opportunities to continue growing your career - Home office setup stipend - Internet and phone allowance - Remote first culture - Weekly Friday paydays! 🤖 AI Notice At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you. Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users 👀). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too. And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️ ⚠️ Important Notice We’ve been made aware of an individual impersonating Roofr using a fraudulent domain: roofrr.com (note the extra “r”). Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls. To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers. If you receive any suspicious messages or have questions, reach out to us at talent@roofr.com. Your safety and security are important to us — thank you for your vigilance! Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.

At Roofr, we’re obsessed with our customers. We constantly gather feedback to shape, prioritize, and launch the products they truly need. That’s what makes Roofr’s CRM special. We started by building essential sales tools like aerial roof measurements and digital sales proposals. But when our customers asked for a simple, affordable way to manage and scale their entire businesses, we listened. So, we created a CRM that connects these solutions—along with payments, material ordering, and more—into a seamless, powerful platform. With a clear roadmap ahead, we’re excited to continue expanding and leading the market with innovative products. We have an amazing culture, strong financials, and best-in-class company metrics. It’s an exciting time to be part of an extraordinary startup that is already successful, yet still early enough to offer its team significant growth, equity, and the opportunity to make a real impact. This position is for an existing vacancy. Roofr is growing our Implementation Team, and we’re looking for an experienced Onboarding or Customer Success Specialist to help design, deliver, and continuously improve a scalable customer onboarding experience that drives fast time-to-value and long-term product adoption. We onboard hundreds of new customers every month across multiple products, supporting them as they grow and expand their use of Roofr. This role is ideal for a customer-centric, results-driven professional who thrives in high-volume environments and believes great onboarding is the foundation for retention, expansion, and customer advocacy. Time-to-value, adoption, retention, and churn prevention are the name of the game, always with the customer’s best interest at heart. What You'll Get to Do: - Own and manage multiple concurrent customer onboardings in a high-volume environment, balancing 1:1 training with scalable, group-based enablement - Guide customers through their onboarding journey, ensuring they understand how to use Roofr effectively and see value quickly - Deliver high-quality customer interactions that drive product adoption and confidence across Roofr’s platform - Execute engaging Roofr training sessions through live online demonstrations, workshops, and group education sessions - Partner cross-functionally with Product, Account Management, and other Revenue teams to ensure a seamless and consistent customer experience - Track and manage key onboarding metrics tied to product adoption, retention, churn reduction, and customer advocacy - Contribute to the design, documentation, and continuous improvement of a scalable onboarding journey that supports growth - Identify opportunities to introduce and position additional Roofr products that help customers succeed and expand their usage over time - Act as a trusted onboarding partner, helping customers prioritize, make informed decisions, and build sustainable workflows in Roofr What You'll Bring to the Role: - 2+ years of experience in customer onboarding, customer success, or enablement within an SMB, B2B, or SaaS environment - Experience working in a fast-paced, high-growth startup environment - Strong communication and presentation skills across live calls, video meetings, email, and webinars - Ability to build rapport quickly and adapt your approach based on customer goals, maturity, and engagement level - Proven ability to manage customer needs while making thoughtful, outcome-driven recommendations - Comfort demonstrating product value and guiding customers toward broader adoption and better business outcomes - High ownership mentality with the ability to work autonomously, manage competing priorities, and follow through consistently - Exceptional organization, time management, and attention to detail to deliver a reliable, high-quality onboarding experience Bonus Points: - Experience in construction technology, roofing, or a roofing-adjacent industry - Experience working with roofing software, construction technology, or CRM platforms - Spanish fluency Who You Are: - A true customer advocate - Highly organized and results-oriented - Detail-obsessed (in the best way) - Always looking for ways to improve and scale what works - Tech-savvy and comfortable learning new tools quickly Compensation Band: $77,000.00 - $85,000.00 CAD Our compensation ranges are built using multiple market benchmarks and reflect both the scope of the role and current market data. While many hires fall within the beginning to midpoint of the band to allow for growth over time, we tailor offers based on each candidate’s experience, seniority, and demonstrated impact. 🏠 What we offer (US + Canada) When you join our team, you’re not just accepting a job. You’re making a career move. Here’s how we’ll support you in doing some of the most impactful work of your career: 🏝️ Vacation/Paid Time Off: - 1st week of employment is mandatory PTO! Start your journey with Roofr by decompressing and recharging - we will see you in week 2! - 1 Friday off per month (we call those our laundry days!) - Company wide paid shutdown for the week between Christmas and New Years - Flexible time off - 80% employer-paid benefits in the U.S. and 100% employer-paid premiums for Extended Healthcare and Dental in Canada - RRSP/401k match - Generous Parental Leave policy 🤝 Perks: - We host an annual company retreat with great team building activities - Ample learning and development opportunities to continue growing your career - Home office setup stipend - Internet and phone allowance - Remote first culture - Weekly Friday paydays! 🤖 AI Notice At Roofr, we’re big fans of AI. It helps us write job descriptions that don’t put you to sleep, takes notes during interviews so we can actually listen, and even helps us track down awesome humans like you. Feel free to use AI to prep, research, or get pumped up for your interview (we see you, ChatGPT power users 👀). But when it’s time to chat, we’d love to meet you, not your AI alter ego. Bring your real, unfiltered self, we promise we will too. And don’t worry, a real, live human is behind every part of our process. Every application is reviewed by a real person, and you’ll always speak with real humans throughout the interview process. No bots, just good people ☺️ ⚠️ Important Notice We’ve been made aware of an individual impersonating Roofr using a fraudulent domain: roofrr.com (note the extra “r”). Our company takes the security and privacy of job applicants very seriously. We will never ask for payment, bank details, or personal financial information as part of the application process. All our legitimate job postings can be found on our official career site. Please be cautious of job offers that come from non-company email addresses, instant messaging platforms, or unsolicited calls. To ensure your application is legitimate, please apply directly through our official careers page: https://roofr.com/careers. If you receive any suspicious messages or have questions, reach out to us at talent@roofr.com. Your safety and security are important to us — thank you for your vigilance! Roofr is proud to be an equal opportunity employer. We are committed to equal employment opportunity in the workplace regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or veteran status.

About the Role: Join our team as a Vacation Planning Specialist supporting clients by organizing customized vacation plans and coordinating itinerary arrangements in a remote environment. In this role you will assist individuals and families as they prepare for upcoming vacations by coordinating reservations, organizing travel timelines, and maintaining clear itinerary documentation. Vacation planning often includes coordinating accommodations, transportation arrangements, and scheduled experiences that must remain aligned within a structured timeline. Your role will focus on maintaining organized planning systems that keep every detail accessible and easy to manage. You will assist with reviewing reservation confirmations, organizing itinerary updates, and maintaining planning documentation so travel details remain accurate and clearly structured throughout the planning process. Monitoring itinerary timelines and following up on outstanding reservations helps ensure vacation plans remain complete. Strong organization and attention to detail help ensure clients receive clear travel plans and well-structured itineraries. Responsibilities: Assist clients with organizing vacation plans and itinerary details Coordinate reservations and travel scheduling Maintain organized planning documentation Track itinerary timelines and booking confirmations Communicate planning updates clearly Support structured planning workflows Qualifications: Strong communication and organizational skills Attention to detail and dependable follow-through Comfortable working independently remotely Ability to manage multiple planning timelines Familiarity with booking tools is helpful What We Offer: Flexible remote scheduling Performance-based pay structure Structured training and onboarding Ongoing mentorship and professional support Clear systems and workflows designed for success

Leidos’ Payroll Services team is seeking a customer service-oriented Lead Time & Labor Specialist to support time and labor processing, compliance initiatives, and process improvement projects within the Domestic Payroll organization. The Lead Time & Labor Specialist acts as a key backup and strong support to the Time, Labor, and Compliance Manager, assisting with daily operations, special projects, and audit readiness. We are looking for a strong candidate with prior team lead or supervisory responsibilities, highly organized, comfortable guiding junior team members, and proactive in researching and resolving issues independently. You should also be able to manage deadlines effectively, adhere to established processes, and recognize when escalation is necessary. This role does not include direct supervisory responsibility but provides leadership and mentorship to team members through project coordination, peer guidance, and process improvements. Primary Responsibilities: - Perform advanced timesheet and Costpoint administration and reviews to ensure all submissions and approvals meet company and federal requirements. - Serve as a primary escalation point for complex or sensitive timesheet and labor charging issues. Leads the research, analysis, and resolution of any complex time and labor issues. Documenting new controls to handle automated decisions or preventative measures. - Support the Time, Labor, and Compliance Manager with compliance activities, audit support, reporting, and process improvement initiatives. Will have responsibility to bring recommendations for process improvement initiatives and for execution/implementation. - Lead and participate in team projects related to system enhancements, automation, and efficiency improvements. - Provide mentorship, training, and day-to-day guidance to Time & Labor Specialists. Will have delegate authority for general workload and special projects - Research, validate, and process large or complex timecard corrections and adjustments in Costpoint. - Collaborate with HR, Payroll, and Compliance partners to ensure timekeeping accuracy and adherence to company policy and Federal Labor Laws. - Generate and analyze time and labor reports to identify trends, discrepancies, and opportunities for optimization. - Assist with documenting procedures, testing system changes, and ensuring consistent operational standards. - Serve as acting backup for the Time, Labor, and Compliance Manager during absences or high-volume periods. - Support and participate in special projects and other duties as assigned. Required Qualifications: - High School Diploma and 6+ years of relevant payroll or time keeping experience. - Prior experience in a government contracting environment. - In-depth knowledge of timekeeping systems such as Deltek Costpoint, SAP, or PeopleSoft - Strong understanding of federal labor laws and compliance requirements. - Demonstrated ability to perform root cause analysis and recommend process improvements. - Excellent problem-solving and analytical skills with a high degree of accuracy and attention to detail. - Strong written and verbal communication skills. - Proficiency in Microsoft Office Suite (Excel, Outlook, Word, Teams). - Ability to manage multiple priorities and work effectively under deadlines. - Ability to work overtime when required. - US citizenship is required and able to obtain security clearance as needed Desired Qualifications: - Experience with reporting tools such as Toad, OAC, or Cognos. - Experience participating in system testing, robotics, or automation initiatives. - Demonstrated leadership in process improvement or project coordination. If you're looking for comfort, keep scrolling. At Leidos, we outthink, outbuild, and outpace the status quo — because the mission demands it. We're not hiring followers. We're recruiting the ones who disrupt, provoke, and refuse to fail. Step 10 is ancient history. We're already at step 30 — and moving faster than anyone else dares. Original Posting: April 10, 2026 For U.S. Positions: While subject to change based on business needs, Leidos reasonably anticipates that this job requisition will remain open for at least 3 days with an anticipated close date of no earlier than 3 days after the original posting date as listed above. Pay Range: Pay Range $52,000.00 - $94,000.00 The Leidos pay range for this job level is a general guideline only and not a guarantee of compensation or salary. Additional factors considered in extending an offer include (but are not limited to) responsibilities of the job, education, experience, knowledge, skills, and abilities, as well as internal equity, alignment with market data, applicable bargaining agreement (if any), or other law.