About The Role
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.
Scope & Priorities
Org-Wide Delivery & Operational 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
Technical Leadership & Platform Architecture
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 investmentEnsure strategic technical decisions are reviewed, documented, and socialized org-wideAdvocate for "right-fidelity" development : when to build for speed vs. stability vs. scalePeople Leadership & Org Design
Design and lead a high-performing engineering organization that can scale with the company :
Align headcount and engineering investment with organizational prioritiesStructure teams to match product surface area, revenue contribution, platform ownership, and growth goalsAttract and retain top-tier talent; maintain a strong hiring bar across all levelsDevelop IC's into EMs, and EM's into DirectorsDefine career frameworks that support high performance, tenure, and equityCross-Functional Execution
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 problemsCreate shared planning and prioritization processes that improve focus and reduce thrashTranslate engineering investments into business impact and help others across the org do the sameSet expectations across departments around timelines, trade-offs, and capacityCulture, Strategy & Executive Partnership
Scale engineering culture intentionally without losing autonomy, quality, or accountability :
Model calm, clear decision-making and foster a high-trust, low-drama environmentConnect engineers to customer outcomes and business rationalePartner closely with the CTO to operationalize long-term vision, enabling the CTO to focus on technical differentiation and innovationContribute meaningfully to exec-level planning, headcount strategy, and product directionAbout You
Proven success leading engineering teams in high-growth B2B SaaS environments, ideally having scaled from Series A to Series B / C and beyondExperienced org builder; can scale systems and teams through ambiguity and changeDeeply 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 AIBenefits
Competitive salary, equity and a benefits packageHigh-impact work on meaningful, challenging projects with the opportunity to lead and scale a fast-growing team in a dynamic environmentFully remote by default, with optional in-person meetups in your area if that's your thingGenerous time off : Four weeks of PTO, public holidays, parental leave and regular team eventsHiring Process
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 MurrayTechnical InterviewCross-functional collaboration interviewFinal leadership interview with Co-Founder & CEO, Ned DwyerReference 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.
How to Apply
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.
