Regional Director, Mid-Market, SF

Factory
San Francisco, CA
On-siteCareer-pivot friendly

Who this role is best for

Best suited to mid-market sales leaders with technical product expertise who thrive in player-coach roles and office-building initiatives.

Best fit for

  • Technical sales leader with proven quota attainment and team-building experience.
    — “a player-coach role for someone who has carried a bag, hit the number, and then built the team”
  • Candidate with experience selling to engineering buyers in complex sales cycles.
    — “selling to engineering organizations under 1,500 employees”
  • Leader capable of anchoring and scaling new office locations.
    — “anchor and help scale our San Francisco & New York City offices”

Things to consider

  • Requires in-person presence in SF or NYC offices five days weekly.
    — “Willingness to work onsite 5 days/week in SF or NYC”
  • Must have direct experience coaching technical product evaluations.
    — “the technical aptitude to coach evaluations and demos for DevEx and engineering buyers”

How to stand out

  • Demonstrate specific examples of building sales teams from early stages.
    — “Experience building or scaling a team or office from an early stage”
  • Highlight quantifiable improvements in POC-to-close conversion rates.
    — “refine the outbound motion, POC-to-close conversion”
  • Showcase existing network connections with mid-market engineering leaders.
    — “An existing network among mid-market engineering leaders”
Pace · Fast PacedCollaboration · HighAutonomy · HighDecision Impact · CompanyLevel · Senior

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • revenue growth
  • team performance improvement
Typical background
6+ years in B2B SaaS sales

Skills & requirements

Required

Sales LeadershipTeam ManagementTechnical Sales CyclesForecastingPipeline Management

Preferred

AI Sales Tools

Stack & domain

Sales ManagementAccount ManagementTechnical SalesMulti-stakeholder NegotiationForecastingPipeline ManagementTeam BuildingOffice ScalingLeadershipCoachingProblem SolvingCommunicationTeam ManagementStrategic PlanningSales

About the role

Original posting from Factory via Ashby

ABOUT FACTORY

Our mission is to create a world where software builds and improves itself.

We build the platform for self-improving software development, helping the world's largest enterprise engineering teams turn their organizations into autonomous software factories. Customers including Nvidia, Blackstone, Royal Bank of Canada (RBC), Palo Alto Networks, Adobe, and T-Mobile run Factory to ship code, review PRs, run tests, and deploy continuously - getting smarter with every cycle.

In 2026, we raised $200M at a $5B valuation, bringing our total funding to over $400M. We are backed by world-class investors and operators including Khosla Ventures, Sequoia, Blackstone, Ali Ghodsi (CEO of Databricks), and Frank Slootman (Former CEO of Snowflake).

ABOUT THE ROLE

You will lead one of the pioneer Mid-Market sales teams from the front. You own a team of Account Executives selling to engineering organizations across the Americas, and you carry the number for the region. You will also anchor and help scale our San Francisco & New York City offices, hiring, ramping, and building the culture of the first and second GTM hubs.

You will lead a team of Mid-Market Account Executives who run technical, multi-stakeholder sales cycles into engineering organizations, selling Factory's Droids to CIOs, CTOs, engineering leaders, and procurement. This is a player-coach role for someone who has carried a bag, hit the number, and then built the team that does it repeatedly. You coach deals daily, run a tight forecast, and raise the bar on talent.

WHAT YOU WILL DO AND ACHIEVE

  • Own Mid-Market team revenue. Hit and exceed quarterly new-logo and expansion targets with the majority of reps hitting quota.
  • Lead a team of 6-8 Mid-Market AEs. Hire, onboard, ramp, coach, and performance-manage.
  • Coach end-to-end Mid-Market cycles: pipeline generation, technical evaluations and POCs, multi-stakeholder navigation across CIOs, CTOs, engineering leaders, and procurement, commercial negotiation, and close.
  • Run an accurate weekly forecast and a healthy, inspected pipeline. No surprises.
  • Help build/scale the playbook: refine the outbound motion, POC-to-close conversion, and the path from self-serve to enterprise.
  • Anchor the SF & NYC offices. Establish the in-person sales culture, rituals, and bar for the first and second hubs.
  • Partner with the CEO, Sales Engineering, Product, Engineering, Marketing, and RevOps to customize solutions, drive expansion and renewal, and compound pipeline.
  • Model the work. Get in deals, talk to engineering leaders, and stay fluent in how Factory creates value.

QUALIFICATIONS

  • 6+ years in B2B SaaS sales, with 2+ years leading a quota-carrying team as a first-line manager, ideally in Mid-Market with complex, multi-stakeholder cycles.
  • A track record of personally carrying and exceeding quota before moving into leadership.
  • Proven success selling technical products to engineering buyers (developer tools, DevOps, infrastructure, or platform software strongly preferred).
  • Experience building or scaling a team or office from an early stage. You have hired and ramped reps, not just inherited them.
  • Command of forecasting, pipeline inspection, and sales process. You run on data.
  • A coaching instinct and the technical aptitude to coach evaluations and demos for DevEx and engineering buyers. Your reps get better because of you.

Nice to Have

  • Experience selling AI or agentic products to technical buyers.
  • Early-stage or founding GTM experience (Series A/B).
  • An existing network among mid-market engineering leaders.

This is an in-office position (5 days/week) in San Francisco (walking distance to Caltrain)

Source: Factory careers (Ashby)

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