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Pioneer Square Labs

Startup studio and early-stage venture investor

Founder / CEO - Metergraph, PSL Studio Spinout

Business & StrategyConfirmed live in the last 24 hours
Full-timeSeattle, WA, USANo salary listed

About the Job

Requirements

  • 7+ years in commercial leadership at infrastructure, developer tools, or software-as-a-service companies selling to technical buyers.
  • A track record of personally closing deals rather than only managing a team that closed them.
  • Founder-led sales experience or experience as the first commercial hire building a commercial function from nothing.
  • Ability to hold technical conversations about models, evaluations, and inference economics with engineers.
  • Fluency or rapidly developing fluency in the large language model ecosystem, including providers, pricing, evaluations, and deployment constraints.
  • Based in or willing to be regularly present in Seattle.

Responsibilities

  • Own founder-led sales end to end by prospecting, pitching, closing, and expanding the first cohort of paying customers among chief technology officers and engineering leaders at AI-native companies.
  • Convert live design partnerships into referenceable, paying accounts and feed deal learnings back into the product with the technical cofounder.
  • Build the go-to-market machine, including pricing and packaging, a self-serve motion, and content and demand generation aimed at technical buyers.
  • Raise the seed round through company storytelling and demonstrated traction.
  • Recruit and lead the early team, setting the culture, pace, and performance bar.
  • Own the commercial engine and the company.
  • Sharpen positioning in a market changing at model-release speed.
  • Decide what the company will not do each quarter with imperfect information.

Desired Qualifications

  • Experience selling infrastructure, developer tools, observability, or cost-optimization products to technical buyers.
  • Prior experience founding a company or serious interest in founding one.
  • Comfort with ambiguity, risk, and the emotional range of building from zero to one.
  • A low-ego partnership style and willingness to work with a strong technical cofounder.
  • Belief that doing more for less is a capability story rather than a discount story.

About the Company

Pioneer Square Labs

Startup studio and early-stage venture investor

Pioneer Square Labs (PSL) operates as a hybrid startup studio and early-stage venture capital fund in Seattle. It builds and backs tech startups by partnering with founders, providing capital and hands-on operational support. The startup studio co-develops companies from idea to early growth, while the VC fund invests in promising early-stage ventures. Revenue comes from equity stakes in portfolio companies, aligning PSL's success with the startups it helps, with the goal of creating world-changing, scalable businesses.

Company size
11-50
Company stage
Not listed
Total funding
$165.1M
Headquarters
Seattle, WA
Founded
2015

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