Full-Time

Founding Engineer

Pioneer Square Labs

Pioneer Square Labs

11-50 employees

Startup studio and early-stage venture investor

No salary listed

San Francisco, CA, USA

In Person

San Francisco in-person; Seattle listed in header but not tied to the role.

Category
Software Engineering (2)
,
Required Skills
Claude
Requirements
  • 4–7 years of software engineering experience with strong fundamentals across backend and infrastructure
  • Demonstrated track record building and scaling production systems
  • Comfortable in early-stage ambiguity — you can define the problem, not just solve it
  • Fluent with modern AI development tools (Claude, Cursor, Codex, etc.) alongside traditional engineering practices
  • High ownership mindset and a bias toward shipping
Responsibilities
  • Architect and build scalable backend and infrastructure systems that power Terrabyte's core product
  • Work across the full stack as needed — owning problems end-to-end rather than handing off at boundaries
  • Establish engineering standards, tooling, and practices that will scale with the team
  • Collaborate closely with founders on product direction and technical trade-offs
  • Leverage modern AI coding tools to move faster and build more
Desired Qualifications
  • Nice to have: Prior startup experience or time at a high-growth engineering org (hyperscaler, strong eng culture company)

PSL operates as a hybrid startup studio and early-stage venture capital fund in Seattle. It co-creates and funds tech startups, offering capital and hands-on operational support. The startup studio builds companies from the ground up while the VC fund backs promising early-stage ventures with funding and strategic guidance. Revenue comes from equity stakes in portfolio companies, aligning PSL’s success with the startups' growth, with the goal of turning bold ideas into scalable, world-changing businesses.

Company Size

11-50

Company Stage

N/A

Total Funding

$154.4M

Headquarters

Seattle, Washington

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • 35+ successful spinouts including Boundless, Recurrent, and SingleFile demonstrate execution.
  • $100 million PSL Ventures fund enables larger external investment rounds and portfolio support.
  • Pacific Northwest focus positions PSL as regional leader amid national VC consolidation.

What critics are saying

  • Washington capital gains tax hike forces LP exits from early-stage funds immediately.
  • Foundry Group redirects capital to Denver, starving PSL of primary LP commitments.
  • AI automation tools enable solo founders to bypass PSL's operational support model.

What makes Pioneer Square Labs unique

  • Startup studio model combines hands-on operational support with venture capital deployment.
  • Technical Advisory Board recruits top Seattle researchers and executives for portfolio guidance.
  • Dual revenue streams from studio equity stakes and external early-stage investments.

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Benefits

Company Equity

Company News

GeekWire
Feb 17th, 2026
Seattle startup Certivo raises $4M to automate supply chain compliance with AI

Seattle startup Certivo has raised $4 million in seed funding to expand its AI-powered supply chain compliance platform. Suffolk Technologies led the round, with participation from Pioneer Square Labs, bringing total funding to $6 million. The company, which spun out of PSL in 2024, has developed what it calls a Compliance System of Record powered by an AI agent named CORA. The platform automatically collects and validates supplier documentation, tracks regulatory changes, and maintains real-time compliance records integrated with existing software. The 17-person startup targets manufacturers and companies in the "built world", helping them navigate regulations around PFAS, sustainability and supply chain transparency. Certivo is led by CEO Kunal Chopra, a former executive at Kaspien, Microsoft, Amazon and Groupon.

GeekWire
Feb 12th, 2026
Seattle startup Prom.dev raises $1.5M to build 'GitHub for AI prompts

Seattle startup Prom.dev has emerged from stealth with $1.5 million in pre-seed funding to build a platform for sharing and discovering AI prompts. Pioneer Square Labs and Mayfield led the round. Founded in November by Heather Jackson, a former Amazon product leader, Prom transforms AI prompts into shareable artifacts that function like lightweight apps. Users can add design elements and input fields to their prompts and publish them for others to discover, use and remix—applying open-source principles to AI workflows. Jackson, who previously founded gaming publisher Astra Logical before its October acquisition, sees Prom filling a gap in the AI tools landscape. The platform is currently free, with plans for a GitHub-style business model: free for public sharing, with paid tiers for private team workspaces.

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Ex-Amazon Execs’ Envive Raises $15M for AI E-Commerce Agents

Seattle startup Envive, founded by ex-Amazon executives, raised $15 million in Series A funding, totaling $19 million since 2023, to develop AI agents for e-commerce. These autonomous agents provide personalized recommendations, customer support, and dynamic pricing while ensuring brand safety. This positions Envive in the "agentic era" of retail, promising efficiency and higher conversions.

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