Head of Experience

About the Role<br>This is a role with three dimensions. You'll lead our design team across product and brand, setting direction and creating the conditions for a small group of senior, autonomous designers to do their best work. You'll drive 0-to-1 product thinking in greenfield, ambiguous spaces, defining what Poolside should build and how it should work. Over time, you'll shape how we show up in the world, helping us cut through the noise of the AI landscape through our public presence and community. You'll work closely with leadership, Product, and partner tightly with our Product Engineering teams.<br>Mission<br>To define and deliver a product experience worthy of frontier intelligence, and to make sure the world knows about it.<br>Responsibilities<br>Own product vision in 0-to-1 spaces, defining what Poolside should build and translating ambiguous problems into clear, buildable product direction.<br>Lead projects focused on research, experimentation, and proof‑of‑concepts, exploring what's next for developer tools and feeding insight back into Poolside's product direction.<br>Partner with leadership and engineering to make product decisions that hold up at both the strategic and the granular level.<br>Shape Poolside's external product presence, including our website and how developers first encounter our work.<br>Build the foundations of our developer marketing and evangelism function over time, helping us build community and excitement around what we're shipping.<br>Scale the design team as the company grows, hiring thoughtfully and keeping the bar high.<br>Lead and grow the design team across product and brand, providing feedback, direction, and the space for senior designers to operate autonomously.<br>Skills & Experience<br>A technical background (computer science or similar) combined with a designer's identity and instincts. You think like an engineer but you're drawn to the craft of product.<br>Deep experience designing for developer tools specifically, not general consumer or enterprise products.<br>A track record of building things in your own time. You hack, prototype, and ship side projects because you can't help it.<br>Comfort writing code. You don't need to be shipping production code, but you need to be able to get your hands dirty.<br>Strong product intuition and active curiosity about what's moving in the market, particularly in AI and developer tooling.<br>Experience operating at multiple altitudes: from vision‑level conversations with founders and leadership down into the details of a specific flow or interaction.<br>Proficiency with modern design tools (we use Figma, but specific tooling isn't the point).<br>Credibility with both designers and engineers. People on both sides of the table trust your judgment.<br>Experience leading senior, autonomous teams. You know how to set direction without micromanaging.<br>AI is woven into how you work. You spend significant time every week using AI to build, prototype, and explore, and you have strong opinions about what's good and what isn't.<br>Process<br>Intro calls with our Co‑Founders<br>Team interview(s) with members of the design team<br>Team fit call with the People team<br>Final interview<br>Benefits<br>Fully remote work & flexible hours<br>37 days/year of vacation & holidays<br>Health insurance allowance for you & dependents<br>16 weeks of flexible, full‑pay parental leave<br>Well‑being, always‑be‑learning & home office allowances<br>Company‑provided equipment<br>Frequent team get‑togethers<br>Diverse & inclusive people‑first culture<br>#J-18808-Ljbffr Salary: GBP 80000 - 100000 per year

Back to blog

Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...