VP of Engineering

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. Learn more at greatquestion.co.

Great Question is growing fast — and we’re ready to bring on our first VP 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 - optimise 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 organisational 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 IC's into EMs, and EM's 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; our last all-company off-site was in Mexico City.

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:

1. Initial phone screen for shortlisted candidates.

2. Interview with Co-Founder & CTO, PJ Murray

3. Technical Interview

4. Cross-functional collaboration interview

5. Final leadership interview with Co-Founder & CEO, Ned Dwyer

6. 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. 

Note, we will only ever contact you over email using a greatquestion.co email address.