Job Opening: Head of Engineering

Applications closed

Thanks for your interest in working at Tuple! We're no longer accepting new applications for this role.

You can always tell us why we should hire you anyway or get notified when we post new openings.

Full-time. Remote.


We're looking for a Head of Engineering to lead our small but mighty engineering team (currently 6 folks).

Our ideal candidate is technically sharp, empathetic and warm, and has experience leading teams of engineers.

This position is open because after five years of excellent work, our founding CTO Spencer has decided to step down from his leadership role to become a part-time individual contributor.

Who we are

Tuple is an app that lets developers pair program while working remotely. Think of it a bit like super-powered Zoom screen-sharing, used by developers who are writing code together in real-time from the comfort of home.

Folks switch to Tuple because the screen-sharing is extremely high quality (important when viewing source code together) and the remote control is seamless and low-latency (important when controlling someone else's computer via the Internet).

We founded the company five years ago because we disliked the existing pairing tools, and believed that by focusing on this particular use-case, we could create something developers would love.

Turns out we were pretty much right: we've grown to millions in ARR and tens of thousands of paid users in five years without any outside funding or full-time sales help.

Tech stack

(Don't worry: we're not expecting you to be familiar with these technologies! While we'd love to see you level up on them over time, we're hiring more for leadership, management, and cultural fit.)

As Tuple is a persistently-connected desktop application for real-time communication, our stack is a bit atypical. Much of this stems from our choice to optimize for low latency and first-class integration with the host operating system above most other concerns.

Real-time communication is handled by a cross-platform engine written in C++. We offer native clients for Mac and Linux that wrap this engine. These clients rely on the engine for heavy lifting while integrating with OS-level APIs. The Mac client is mostly Swift and Objective C, and the Linux client is C++.

Billing, user management, and other supporting features are provided by a Rails backend. Persistent connections and call negotiation are handled by a service written in Go.

Role overview

We believe a Head of Engineering has three primary responsibilities:

  1. Manage the engineering team.
  2. Ensure technical excellence.
  3. Act as engineering's conduit to the rest of the company.

Team management

Today, we have an engineering team of 6, and we'll expect you to manage those folks. We're big believers in the power of employee retention, and we'll want you to invest substantial effort into ensuring folks stay at Tuple a long time.

Your team is likely to expand over time, but not particularly fast. We prefer to hire slowly, let folks get fully integrated, and not hire again until we have a specific pain or highly-promising opportunity we can't pass up. Your team may eventually double in size, but likely over the course of a few years.

When we do hire in Engineering, you will lead that process. You'll get the final say over which candidates we hire, so you should be excellent at screening and interviewing. If someone isn't working out, you'll be responsible for managing that situation as well.

Hiring, managing, and firing are hugely important levers, and we'll need you to pull them well.

Ensure technical excellence

As a small startup, our primary advantage is agility. To thrive, we must ship quickly and well. As our Head of Engineering, you are where the buck stops for speed and quality. Missed deadlines, bugs, downtime, reliability issues, and security problems all fall under your ambit. You will need to monitor these areas, proactively look for issues, decide which ones need fixing now, and lead efforts to improve them.

(Good news: this isn't a rescue mission! Our average call quality rating is a 4.6 out of 5. We have excellent uptime and the app rarely crashes. We work with Latacora to regularly improve our security posture. Overall, the engineering org is performing well, and you get to make it even better.)

Importantly, you'll always remember that the point of all this technical excellence is to make a product our customers can love and rely on. That idea should energize you more than generic engineering prowess.

Act as engineering's conduit to the rest of the company

As Head of Engineering, you are the human API between engineering and the rest of the company.

For example…

  • When our CEO Ben is creating our product roadmap, you will work with him to ensure it is well-sequenced, tightly-scoped, and manages trade-offs well. You'll advocate for a good balance of bug fixes, refactoring, and new development. You'll help set reasonable deadlines and decide between cutting scope or letting them slip when needed.
  • When our Head of Success reports a hot issue affecting a customer, you'll make the tricky decision of which engineer to interrupt to go investigate.
  • When the leadership team (CEO, COO, and you) meets (quarterly, in person) to make difficult decisions around hiring and product strategy, you'll weigh in thoughtfully, balancing engineering's interests with those of our users and the rest of the company.

A note on our outgoing CTO

This position is available because our current CTO Spencer has decided he’d prefer to be a part-time individual contributor at Tuple. This transition is happening amicably, and Spencer is excited to hand off his engineering leadership duties to someone who can take that team to the next level.

As an owner, Spencer will occasionally provide high-level guidance to the executive team as part of our “board”, but will be fully giving up his day-to-day leadership responsibilities.


  • Experience leading and managing a team of developers
  • Warmth and kindess
  • Deep technical wisdom honed over years
  • Excellent interpersonal skills (empathy, confidence, conflict resolution)
  • Extremely strong communication and writing skills


  • Proximity to the Eastern Time time zone
  • Experience with RTC or native desktop apps
  • Deep experience with pair programming

How to apply

Please demonstrate your excellent writing skills by writing a tightly-edited pitch for yourself. When you're done, email it to