[Hiring] VP of Engineering @Help Scout

Role Description

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. 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.

• Technical strategy: Deliver a product that’s performant, secure, and reliable for customers. 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. Focus on code modernization efforts to ensure the team can deliver product improvements at a high velocity.
• Organizational Leadership: Attract, hire, and empower the most talented engineers. Maintain and raise standards of excellence and craft across the board, quantifying its impact on the business.
• Cross-Functional Leadership: Communicate the Engineering strategy with teammates inside and outside of the organization. Bring technical expertise to crucial business conversations at the executive level and help engineering teams advocate for their work across the business.
• Engineering Investments: Own the Engineering P&L, partner closely with our strategic finance team to forecast and manage costs, and communicate clearly about where we're investing and why.
• Roadmap execution: Work in a shared ownership model with Engineering, Product, and Design to deliver great products that drive business results.

About you

• You are an inspiring leader with an innate ability to paint the vision for your teams through your actions.
• You excel at creating alignment and fostering a culture of accountability, inclusivity, and motivation among all team members.
• You are an engineer by trade and can operate in the details when it matters.
• You have a bias towards action and have led teams before, knowing how to bring out their best.
• You are a talent magnet, attracting great engineers who have the ownership, context, and support to produce outcomes they are proud of.
• You have a point of view on AI and understand where it creates real leverage in engineering.
• You are scrappy and creative, seeing constraints as opportunities to move faster and out-execute the competition.
• You are an outstanding collaborator, bridge-builder, and communicator.
• You have a growth mindset, always asking questions, looking at data, and experimenting with new ideas.

Company values

• Happy to Help: We show up for each other because we’re invested in the team’s collective success.
• Craft over Convention: Our success relies on the quality and craft of the work we put into the world.
• Progress not Perfection: We create a culture of curiosity and openness, allowing for mistakes and learning.
• Own the Outcome: Take full responsibility for the results of your work, reflecting a mindset of accountability.

Benefits

• Competitive salary and an internal, transparent salary formula based on market data.
• Flexible time off – you choose the holidays and vacations that make sense for you.
• 12 weeks of fully paid parental leave for all new parents, including adoption and foster care.
• A home office stipend to help you get set up and productive.
• A co-working stipend up to $300 a month if you choose to work out of your house.
• A yearly professional development stipend of $1,800 to help you grow in your craft.
• Top tier health insurance for you and your dependents if you’re in the U.S. or Canada.