Great Question is on a mission to help businesses build better products by making customer research fast, easy, and scalable. We’re a Series A B2B SaaS company backed by top-tier investors and trusted by leading brands like Gusto, Miro, Brex, and Canva.
Our all-in-one research platform enables teams to recruit participants, run interviews and surveys, and analyze insights, all in one place. As we enter the era of AI, we’re pioneering automated qualitative analysis to help teams turn customer feedback into actionable insights faster than ever.
We’re a remote-first, customer-obsessed team committed to helping product teams deeply understand and serve their users.
Great Question is growing fast, and we’re ready to bring on our first Director of Engineering to help scale our team, systems, and technical foundation for what’s next. You’ll help turn a strong product and ambitious roadmap into a durable, high-performing org.
You’ll work closely with our CTO to turn vision into execution at scale, while building a high-trust, high-impact environment that supports both rapid growth and technical excellence.
Own the systems that power engineering delivery across all teams, from roadmap execution to internal alignment:
- Lead delivery across 4+ squads and 20+ engineers with consistent velocity, quality, and accountability
- Evolve the release process for scale: coordinated launches, post-release ownership, rollback playbooks
- Improve efficiency through cost awareness, tooling strategy, and cross-functional workflows
- Build and maintain visibility across squads without heavy process overhead; optimize for the teams time on tools
Uphold strong engineering standards while empowering teams to move fast with clarity and confidence:
- Define and scale technical quality across the org (instrumentation, testing, SLAs, postmortems)
- Partner with the CTO and shape architectural direction and platform investment
- Ensure strategic technical decisions are reviewed, documented, and socialized org-wide
- Advocate for right-fidelity development: when to build for speed vs. stability vs. scale
Design and lead a high-performing engineering organization that can scale with the company:
- Align headcount and engineering investment with organizational priorities
- Structure teams to match product surface area, revenue contribution, platform ownership, and growth goals
- Attract and retain top-tier talent; maintain a strong hiring bar across all levels
- Develop ICs into EMs, and EMs into Directors
- Define career frameworks that support high performance, tenure and equity
Be the connective tissue between Engineering and the rest of the business:
- Partner with Product, Success, and Design to align roadmaps and solve the right problems
- Create shared planning and prioritization processes that improve focus and reduce thrash
- Translate engineering investments into business impact, and help others across the org do the same
- Set expectations across departments around timelines, trade-offs, and capacity
Scale engineering culture intentionally, without losing autonomy, quality, or accountability:
- Model calm, clear decision-making and foster a high-trust, low-drama environment
- Connect engineers to customer outcomes and business rationale
- Partner closely with the CTO to operationalize long-term vision, enabling the CTO to focus on technical differentiation and innovation
- Contribute meaningfully to exec-level planning, headcount strategy, and product direction
- Proven success leading engineering teams in high-growth B2B SaaS environments, ideally having scaled from Series A to Series B/C and beyond
- Experienced org builder; can scale systems and teams through ambiguity and change
- Deeply credible with senior engineers; understands architectural trade-offs at scale.
- Proven track record of hiring, coaching, and retaining high-performing leaders and ICs.
- Trusted partner to Product, Success, and Design; translates technical decisions into business impact.
- Low-ego, high-accountability. Balances urgency and empathy. Trusted by engineers and execs alike.
- Passionate about the opportunity around AI
- Competitive salary, equity and a benefits package
- High-impact work on meaningful, challenging projects, with the opportunity to lead and scale a fast-growing team in a dynamic environment
- Fully remote by default, with optional in-person meetups in your area if that’s your thing
- Generous time off: Four weeks of PTO, public holidays, parental leave and regular team events
We endeavor to deliver a great candidate experience, including notifications of your status in the hiring process throughout.
The hiring process includes the following steps and typically happens across 2-4 weeks from first interview:
- Initial phone screen for shortlisted candidates.
- Interview with Co-Founder & CTO, PJ Murray
- Technical Interview
- Cross-functional collaboration interview
- Final leadership interview with Co-Founder & CEO, Ned Dwyer
- Reference checks with a past manager and a person you have managed.
Note: Each interview is sequential, so you’ll only move to the next round if you pass the previous one. After each interview, we’ll aim to notify you if you’re progressing within 3 days of your interview taking place.
If this sounds like the opportunity you’ve been waiting for, we’d love to hear from you! Please submit your resume, making sure it’s a concise representation of your previous work experience.