About Us

At Leap, we’re on a mission to transform the home improvement industry - and we want you to be part of that journey. We’re proud to be recognized on the Inc. 5000 and Inc. Regionals lists for 5+ consecutive years, reflecting sustained growth driven by innovation, strong execution, and an incredible team. We build technology that helps contractors work smarter, scale faster, and deliver better experiences to their customers.

When you join Leap, you’ll work alongside curious minds, bold innovators, and thoughtful risk-takers who care deeply about doing great work - and doing it together. Our culture is transparent, supportive, and grounded in approachable leadership. We actively listen to our employees through semi-annual engagement surveys, maintain a strong eNPS score, and consistently act on feedback to improve what’s working and where we can do better. We believe great work happens when people are supported outside of work, which is why we offer comprehensive benefits and wellness resources for you and your family.

Take the Leap today and help shape what’s next.

Position Overview

As Senior Payments & Compliance Analyst at Leap, you will own compliance, risk, and operational execution across our SaaS platform and our embedded payments product (Leap Pay). You will ensure Leap remains compliant with all relevant regulations (fintech, privacy, payments, and security) while driving critical Leap Pay initiatives - including leading the RFP process for new payment providers, managing vendor integrations, API onboarding, and ongoing optimization of payments economics and risk posture. This is a high-impact analyst role that balances broad platform-wide compliance responsibilities with deep, hands-on ownership of Leap Pay operations.

You will partner closely with the Head of FinTech, Legal, Engineering, Product, and the Finance team to reduce risk, improve margin, and accelerate the Leap Pay roadmap while maintaining strong compliance across the entire SaaS business. We are looking for a detail-oriented, analytical operator who thrives on turning complex regulatory and technical requirements into clear execution plans. Success in this role requires strong process discipline, analytical rigor, and the ability to influence across Legal, Engineering, Finance, and Product teams.

Reporting Line

Reports to: Head of FinTech
Dotted line / shared reporting to: CFO / Finance function

Responsibilities

Own day-to-day compliance for Leap’s SaaS platform and Leap Pay, including PCI-DSS, SOC 2, GDPR/CCPA, state money transmitter licensing, BSA/AML, and other relevant regulations
Monitor regulatory changes and proactively implement updates across the core SaaS platform and embedded payments workflows
Lead end-to-end RFP processes for new payment processors, gateways, -as-a-Service providers (in parallel with our existing JustiFi relationship)
Manage vendor onboarding, API integration, sandbox testing, Level 3 data submission, Same-Day ACH configuration, and technical documentation for Leap Pay
Build and maintain compliance documentation, risk assessments, vendor scorecards, policies, and operational playbooks
Create and own key payments and compliance dashboards (BPS, effective rates, ACH cap impact, Amex pass-through, attrition sensitivity, compliance metrics, etc.)
Partner with Engineering and Product to support integration of new payment capabilities and phased platform migrations
Identify risks, dependencies, and opportunities early; coordinate with Legal, Finance, Marketing, Sales, and Customer Success to resolve or mitigate them
Support board-level and executive reporting on overall compliance posture, vendor performance, and Leap Pay financial/operational impact

Time to First Order Activation Rate Orders / Contractor GMV / Contractor

Qualifications

5 – 7 years of experience in compliance, payments operations, embedded payments, or SaaS compliance/operations
Strong understanding of payment processing (card, ACH, high-ticket CNP, interchange, Level 3 data, Same-Day ACH, PayFac models)
Proven experience leading vendor RFPs, due diligence, contract negotiations, or complex integrations
Excellent analytical and modeling skills (advanced Excel/Google Sheets required; SQL or BI tools a plus)
Detail-oriented with strong process and project management skills
Ability to translate complex regulatory and technical concepts into clear, actionable plans for engineering and business teams
Low-ego collaborator who can influence Legal, Engineering, Product, and Finance partners
Comfort using modern tools (including AI) to accelerate research, documentation, and analysis
Experience in home improvement, home services, or construction tech is a strong plus
Bachelor’s degree in business, Finance, Information Systems, or related field preferred

Benefits

We believe in supporting our employees holistically - your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

Affordable Health & Wellness Coverage– comprehensive and competitive benefits package, starting the first of the month following your hire date.
Invest in Your Future– 401(k) company match to help you build financial security.
Time to Recharge– We believe time to rest and recharge matters. Leap offers a Flexible Time Off (FTO) policy, 10 paid sick days, and 8 paid company holidays.

Comprehensive Employee Assistance Program (EAP)– resources to support your mental health, financial well-being, and everyday challenges.
Exclusive Discounts withLifeMart(via ADP)– save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
MoveSpringWellness App– stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
Culture & Team-Building Activities– we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Leap is an Equal Employment Opportunity and Affirmative Action Employer. We are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs.