VP of Engineering

Help Scout
United StatesPosted 3 April 2026

Job Description

VP of Engineering WHO WE ARE At Help Scout, we’re on a mission to help businesses delight more customers. We’ve been on this journey since 2011, and today more than 10,000 companies use our platform to provide outstanding customer support. We’ve been fully remote https://articles.helpscout.com/blog/remote-culture/ from the beginning, and have a team of 130+ people all over the world. We love crafting beautiful products and growing a business together, but we're also trying to do something bigger. We're building a company that brings out your best and leaves the world a better place — a company that seeks balance between profit and purpose. That's why we've been a Certified B Corporation https://www.bcorporation.net/ since 2019 and have pledged 1% https://www.helpscout.com/for-good/ of our equity back to the community. Help Scout’s success hinges on hiring talented, high-accountability people who want to be part of creating a culture where we all feel challenged and supported to do our best work. We hope that excites you to join us! IMPACT Your mission is to lead the world-class engineering organization (~50 people) that enables Help Scout to deliver innovative products and delight customers. You will helm our technical vision, develop our Engineering leaders, and define and execute an AI strategy that allows us to achieve ambitious product and business goals. ABOUT THE ROLE This role reports to Chief Product Officer, Scott Rocher https://www.linkedin.com/in/scottrocher/. You’ll be part of two leadership teams at Help Scout: SLT (Senior Leadership Team) and XLT (Experience Leadership Team). The latter includes leaders from Product, Engineering, and Design. We’ll all be working together to craft a product people love. You’ll own: - Technical strategy: Your job is to deliver a product that’s performant, secure, and reliable for customers. You'll define and execute an AI strategy that allows us to achieve an ambitious product vision centered around intelligence, while leveraging AI to unlock new capabilities across Help Scout. You’ll also be focused on code modernization efforts to ensure the team can deliver product improvements at a high velocity. - Organizational Leadership: The organization is roughly 50 people. We have two departments: Product and Platform. Your top priority is to attract, hire, and empower the most talented engineers we can find. At Help Scout, commitment to excellence and craft is table stakes. You’ll be accountable for maintaining that standard across the board, raising that standard in critical areas for the business, and quantifying its impact on the business. - Cross-Functional Leadership: You’ll be responsible for communicating the Engineering strategy with teammates inside and outside of the organization. It’s important that everyone knows what we’ve accomplished, how it impacts the business, and where we’re headed next. You’ll bring technical expertise to crucial business conversations at the executive level, and you’ll help our engineering teams advocate for their work across the business. - Engineering Investments: You'll be accountable for the largest people and platform investments at Help Scout. That means owning the Engineering P&L, partnering closely with our strategic finance team to forecast and manage costs, and communicating clearly about where we're investing and why. You make smart tradeoffs and can defend them. - Roadmap execution: Engineering, Product, and Design operate in a shared ownership model where the three disciplines make decisions together. Alongside your partners on XLT, your collective goal is to deliver great products that drive business results. Delivering a product at our scale and continuously innovating is a huge challenge. Ultimately, it's your job to show up as a partner, make clear agreements with company stakeholders, and either meet them or renegotiate them. ABOUT YOU - You are an inspiring leader. You have an innate ability to paint the vision for ... (truncated, view full listing at source)
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