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Remote opportunity atTremendous

Engineering Manager

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Published
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1Application actions
9 Oct 2026Apply before
Opportunity details

About this role.

AI Summary

Tremendous is seeking an Engineering Manager to launch and lead its Prepaid Cards team as the company expands card products into new countries. The role combines people management, technical leadership, product judgment, and ownership of engineering quality across architecture, code reviews, and team standards. The manager will coach engineers, partner closely with a product manager, and operate effectively in an async-first, high-documentation remote culture. Candidates need 8+ years of software engineering experience, at least two years of management or technical leadership experience, and the ability to guide responsible AI adoption.

Role DNA

A quick view of the complexity, pace, ownership and collaboration implied by the job description.

Job Complexity

5/5
EasyHard

Pace & Pressure

4/5
RelaxedFast-paced

Autonomy Level

5/5
GuidedFull ownership

Communication Load

5/5
IndependentCollaborative
AI insightThis is a senior leadership role responsible for building a new team around a high-volume payments-related product category while maintaining technical quality and developing engineers. Success requires strong judgment across people leadership, product trade-offs, cross-functional alignment, and scalable systems.

Salary analysis

Estimated compensation compared with the broader US market for similar roles.

Estimated job medianHighly competitive
$275,000
US market range$220k–$320k
AI insightThe disclosed base-salary range is USD 250,000 to USD 300,000 yearly, with a midpoint of USD 275,000. This is competitive for a US-based Engineering Manager leading a product team in a remote fintech/payments environment; the estimated US market base-salary range is USD 220,000 to USD 320,000, excluding equity and benefits.

Core skills

Skills and capabilities most closely associated with this opportunity.

Sample interview questions
How would you approach forming and leading a new Prepaid Cards engineering team?

I would first align with product and stakeholders on customer outcomes, operational constraints, and the near-term roadmap. I would establish clear ownership boundaries, hire or organize for complementary strengths, and define lightweight operating practices for planning, decision records, reviews, and incident learning. I would then use regular one-on-ones and measurable delivery and quality signals to develop the team over time.

Describe how you make a significant architecture decision when requirements are incomplete.

I clarify the decision to be made, document known constraints and assumptions, and identify a small set of viable options. I evaluate them against reliability, security, maintainability, delivery speed, and future flexibility, involving relevant engineers early. I then write down the decision and its trade-offs, define validation milestones, and revisit assumptions as new evidence emerges.

How do you coach an engineer whose performance is inconsistent without reacting only to recent events?

I look for patterns across expectations, work quality, collaboration, and delivery rather than centering one incident. In a direct but supportive conversation, I share specific examples, understand root causes, agree on a development plan, and provide regular feedback and resources. Progress should be observable through clear milestones and sustained behavior over multiple weeks or months.

How would you promote AI adoption while preserving engineering quality?

I would encourage AI use for tasks such as exploration, drafting, testing, and documentation, while making accountability for correctness explicit. The team would retain code review, testing, security checks, and architectural standards regardless of how code was produced. I would also share effective workflows, measure where AI improves cycle time or quality, and address misuse quickly.

How do you communicate complex technical trade-offs to cross-functional stakeholders?

I start with the user or business decision, then explain the available options in plain language with their cost, risk, timing, and expected impact. I recommend a path while being transparent about uncertainties and what would change the recommendation. Written decision briefs and concise asynchronous updates help stakeholders respond effectively without unnecessary meetings.

This analysis is generated from the job description. Salary estimates, role characteristics and sample answers are guidance, not employer-provided facts.

Tremendous is the global platform built for businesses to send thousands of payouts to anyone, anywhere, for free. We’re trusted by 20,000 organizations like Atlassian, MIT, and United Way to deliver gift cards and money to millions of recipients worldwide.

Our customers (researchers, marketers, HR teams, nonprofits, and platform businesses) rave about how fast and easy Tremendous is to use. Check out our ratings on G2.

Tremendous is profitable and growing without outside investors. We’re a fully remote, high-documentation, low-meeting culture, which means more time for what matters in both your professional and personal life. The team agrees– our employee NPS is in the high 80s.

What you’ll do

  • Lead our new Prepaid Cards team. Prepaid cards are one of Tremendous’s largest catalog categories, already processing millions of cards a year. We’re expanding into new card types and new countries, and need an EM to build and lead the team as we do so.

  • Grow your engineers’ careers through 1:1s, thoughtful feedback, and coaching.

  • Own technical quality — through code reviews, architecture decisions, and setting standards your team is proud of.

  • Report to our Director of Engineering, Chloe

How we manage at Tremendous:

  • We coach developmentally, not reactively. Growing our engineers is a multi-month effort, not a response to the last incident. We address patterns, not one-offs.

  • Fix what’s broken. You and your PM decide how your team works. If the process isn’t serving you, change it — you don’t need permission.

  • Async-first, low-meeting culture. We default to writing things down. You will not be stuck in back-to-back meetings.

  • Stable ground to build on. Our infrastructure is reliable, we rarely have incidents, and our tech debt is under control. You’ll be leading a team that ships — not one stuck firefighting.

What you’ll bring

  • 8+ years of experience in software engineering, including at least 2 years leading a team as a manager or tech lead.

  • Great technical judgment. You are consistently right on technical approaches, and can explain why.

  • Strong communication skills. You can write technical briefs and explain technical concepts to cross functional stakeholders.

  • Solid product intuition. You generally have a good sense of what to build and can articulate product initiatives to engineers on the team.

  • Lead on AI adoption. You use AI heavily in your own work and help your team do the same — without lowering the bar on quality. “I used AI” is never an excuse for slop, and you’ll hold your team to that.

  • A magnet for talent. Other engineers and teammates love working with you.

  • High empathy. You care about your teammates and our users. You can put yourself in their shoes.

  • Our stack: Ruby on Rails; Typescript + React; PostgreSQL; Google Cloud. Tech stack knowledge is a plus, but not required.

What’s cool about the role

  • We invest in your tools. Everyone has a $5k/month budget for AI tools. Use it.

  • Competitive pay and equity. The base salary for this role is $250,000 to $300,000.

  • Fully remote. Work from anywhere in the Americas.

  • Great culture. Read more about how we work in our public handbook.

Apply now >

This job listing has been manually reviewed by the Jobicy Trust & Safety Team for compliance with our posting guidelines, including verification of the company's legitimacy, accuracy of job details, clarity of remote work policy, and absence of misleading or fraudulent content.

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