Head of Engineering, Enterprise

Wispr Flow; San Francisco, Northern (CA, KY); Hybrid; USD 210,000 - 320,000; Full time

Job summary

Wispr is an AI research and product company building the voice interface for computing. We’re hiring a head of Enterprise engineering to lead the team responsible for Wispr’s Enterprise product. You’ll work directly with customers and GTM, and shape the roadmap to unlock large-scale deployments.

You will stay technically hands-on enough to guide architecture, unblock the team, and maintain credibility in high-stakes conversations with IT leaders and buyers.

Qualifications

• Experience leading an enterprise software engineering org.
• Proven track record turning complex requirements into scalable product capabilities.
• Ability to work with IT leaders and Fortune 500 buyers.
• Strong technical depth to guide architecture while delivering customer value.

Responsibilities

• Build and lead a high-throughput Enterprise engineering team.
• Own and ruthlessly prioritize the roadmap across admin, security, platform, and new products.
• Work directly with IT leaders and buyers to uncover the real problem behind each request.
• Turn urgent deal blockers into durable product capabilities.
• Represent Wispr with technical depth and authority in high-stakes customer conversations.
• Stay close enough to the code to set direction, unblock the team, and earn technical trust.

Skills

Enterprise leadership

Roadmap prioritization

Customer engagement

Technical credibility

Team building

Hiring engineers

Job description

About Wispr

Wispr is an AI research and product company building the voice interface for computing. AI can now reason, code, and act. Yet, humans still do the work of the interface. We think that’s backwards. Our first products are Flow, which lets you speak naturally in any application, and Notetaker, which builds context across conversations. We’re building toward an interface that can perceive, understand, and take action with earned trust. That means solving hard problems across models, systems, and product - and caring about the final human experience as deeply as the technology underneath it.

We’re a talent-dense team that holds strong opinions, tests them quickly, and builds technology that sparks joy. Our goal is to build the first voice interface used every day by a billion people.

About the role

You’ll build and lead the engineering team responsible for Wispr’s Enterprise product. You’ll work directly with customers and GTM, decide what belongs on the roadmap, and turn complex requirements into capabilities that unlock major deployments without compromising the broader product.

What you’ll do

• Build and lead a high-throughput Enterprise engineering team

• Own and ruthlessly prioritize the roadmap across admin, security, platform, and new products

• Work directly with IT leaders and buyers to uncover the real problem behind each request

• Turn urgent deal blockers into durable product capabilities

• Represent Wispr with technical depth and authority in high-stakes customer conversations

• Stay close enough to the code to set direction, unblock the team, and earn technical trust

You may be a fit if

• You’ve taken an enterprise product from early adoption to broad deployment

• You’ve personally worked with Fortune 500 buyers, IT teams, and top-tier sales organizations

• You’ve owned both what gets built and the engineering team that builds it

• You can push back on a customer request while offering a better path forward

• You’ve recruited exceptional engineers who would choose to work with you again

• You still build and lead through technical credibility

Consumer growth, ML, voice, and experience with every enterprise platform are not required.

Get to know us

• Our Series B

• Advancing HCI

• Introducing Wispr Advanced Interfaces Lab

• Technical challenges behind Flow

Logistics

We sponsor H1B, O1, EB1, L1, STEM OPT, and more. We can't guarantee sponsorship for every role, but if we make you an offer we'll make every reasonable effort, with help from our immigration law firm. We're rethinking how humans interact with AI, and doing that well demands diversity of perspective and experience. We're committed to a fair and accessible interview process. If you need any accommodations or adjustments, please let us know.