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Head of Engineering, Enterprise

Wispr Flow wisprflow.ai Open · verified Oct 24, 2026
On-site San Francisco Full-time Director Engineering Leadership

At a glance

Director-level Engineering Leadership role at Wispr Flow. San Francisco · full-time · $320,000–$400,000 base.

SalaryStated by Wispr Flow
$320,000 – $400,000
Base salary for this role, in USD per year, as published in the posting.
This role, from Wispr FlowOur estimate for the market: $260,000–$333,000Median $305,000
Above the market median of $305,000 for lead engineering leadership roles in San Francisco.
Worked out from 53 postings that stated pay, median $305,000. Last updated Oct 24, 2026.
RoleEngineering Leadership
SeniorityDirector
LocationSan Francisco
WorkplaceOn-site
EmploymentFull-time
Base pay$320,000–$400,000
PostedJun 22, 2026 · 4mo ago
Role brief

techroles summary, based on the employer's posting.

What you'll do

  • Build and lead the engineering group for the Enterprise product, keeping its work moving at a high pace
  • Set priorities across administration, security, platform work and new product areas
  • Talk with IT leaders and buyers to understand the problems behind requests and shape the roadmap
  • Convert urgent sales obstacles into lasting product features, without weakening the wider product
  • Guide technical decisions, clear team blockers and earn trust in consequential customer discussions

What you bring

  • You have led an enterprise product from initial uptake through wider deployment
  • You have worked directly with Fortune 500 buyers, IT teams and leading sales organizations
  • You have owned both product-building decisions and the engineering team delivering them
  • You can challenge customer requests while proposing a stronger alternative, and have hired engineers who would work with you again

Who this fits

This director-level role suits a hands-on engineering leader who remains close to the code while leading a team. It is based onsite in San Francisco. Wispr offers immigration sponsorship for several visa categories, though sponsorship is not guaranteed for every role.

From the employer

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

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 strongly encourage you to apply even if you don't meet every qualification. The strongest candidates we meet rarely do, so don't exclude yourself prematurely. 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.

Opportunity

Engineering Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Engineering Leadership$320k+

Find me work

By the team behind techroles.

Find me work
Opportunity

Engineering Leadership work from LinkedIn, X, Reddit and Upwork, in one list.

Each morning you get everything that fits, strongest first.

Find me work

By the team behind techroles.