Director of Engineering

Great Question is the all-in-one customer research platform for understanding your customers. Our platform enables teams to recruit participants, run research, and share insights – all in one place. Backed by world-class investors and trusted by industry-leading teams like Gusto, Experian, Canva, and Brex, we’re building the future of customer research.

We believe AI is a multiplier for creativity, speed, and scale. Everyone on the team is encouraged to lean into AI, not just to be more efficient, but to push boundaries and unlock new possibilities. Whether you’re writing, designing, coding, or analyzing, we expect you to explore how AI can elevate your craft.

Our culture is built on high trust, high agency, and high emotional intelligence. If you’re looking for a place where your voice matters, where work is fun, and where you're empowered to do your best - join us in redefining user research 🚀

At Great Question, we’re building more than just a product, we're building a culture grounded in values that drive how we work:

• Solve for the customer: Everything we do, from product decisions to marketing strategies, starts with a simple question: does this serve our customers’ needs?

• Quality matters: We balance speed with intention, aiming to build a product that people trust and love.

• We ship: Speed is part of our DNA. We prioritize getting valuable work into the hands of customers early and often.

• Continuous improvement: Feedback is fuel. We thrive on learning from peers, customers, and each other.

And we believe the best work happens in an environment that supports trust, creativity, and ownership:

• Froth: We leave room for fun. Work should be energizing, not draining.

• Disagree and commit: Healthy debate is welcomed. Once a path is chosen, we unite and move forward together.

• Sign your name: We take pride in our work and follow through on our commitments with excellence and accountability.

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 - 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

• A culture of customer obsession and curiosity

• Opportunity to shape and scale a critical business function

• Remote-first culture with high trust and high autonomy

• Annual team retreats and virtual events

• Opportunity to work on cutting-edge AI integrations that matter

• Competitive compensation & equity

• Generous PTO, health benefits, and learning stipend

Great Question is committed to providing a workplace free from discrimination or harassment. We expect every member of the Great Question community to do their part to cultivate and maintain an environment where everyone has the opportunity to feel included, and is afforded the respect and dignity they deserve.

Decisions related to hiring, compensating, training, evaluating performance, or terminating are made fairly, and we provide equal employment opportunities to all qualified candidates and employees. We examine our unconscious biases and take responsibility for always striving to create an inclusive environment that makes every employee and candidate feel welcome.