# Engineering Manager, Payments

**Company:** [Fleetio](https://hotfix.jobs/companies/fleetio)
**Location:** Remote
**Role:** Engineering Management
**Experience:** 5+ years
**Skills:** Ruby on Rails, React, Stripe, Recurly, Chargify, Payments, Billing, Fintech, SaaS
**Posted:** 2026-07-30

> Lead the Payments engineering team at Fleetio, guiding development of reliable, high-stakes payment and billing systems. Requires 2-3+ years managing engineering teams in SaaS, experience in fintech/payments domains, strong Ruby on Rails and leadership skills.

## Job Description

## Your impact

- Lead the Payments engineering team in delivering reliable, high-quality web application experiences.
- Partner with Product and Engineering leadership to prioritize roadmap work tied to payments, billing, and related customer/business outcomes.
- Guide the team through complex technical tradeoffs involving reliability, maintainability, risk, and delivery speed.
- Develop and mentor engineers through regular 1:1s, feedback, coaching, and performance conversations.
- Work with senior technical leaders to ensure the team produces well-tested, maintainable, and performant code.
- Help the team navigate existing system complexity and identify opportunities to improve reliability and scalability.
- Communicate progress, risks, tradeoffs, and decisions clearly to relevant stakeholders.
- Recruit and hire strong engineering talent as the team scales.
- Foster a positive, accountable, and high-quality engineering culture.

## Your experience

- 2–3+ years of experience leading engineering teams as an Engineering Manager or technical people leader.
- Experience managing web application engineering teams in a SaaS environment.
- Experience working in payments, billing, financial systems, fintech, subscription platforms, or similarly complex/high-stakes domains.
- Experience with payment processing or billing platforms such as Stripe, Recurly, Chargify, or similar.
- Experience with Ruby on Rails strongly preferred; React or comparable web application frameworks also helpful.
- Track record of leading teams through delivery of roadmap initiatives and measurable outcomes.
- Strong judgment around technical quality, risk, system complexity, and customer/business impact.
- Strong passion and track record for attracting, developing, and retaining engineering talent.
- Excellent written and verbal communication skills.

## Benefits

- Multiple health/dental coverage options (100% coverage for employee, 50% for family)
- Vision insurance
- Incentive stock options
- 401(k) match of 4%
- PTO - 4 weeks (increases at year two!)
- 12 company holidays + 2 floating holidays
- Parental leave - birthing parent (16 weeks paid) non-birthing (4 weeks paid)
- FSA & HSA options
- Short and long term disability (short term 100% paid)
- Community service funds
- Professional development funds
- Wellbeing fund - $150 quarterly
- Business expense stipend - $125 quarterly
- Mac laptop + new hire equipment stipend
- Fully stocked kitchen with tons of drinks & snacks (BHM only)
- Remote working friendly since 2012

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**Canonical:** https://hotfix.jobs/jobs/3e783b70-de39-4f2f-89f5-a6d08ddfcd8f