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Pioneer Square Labs

Software Development

Facts

HQ
Seattle
Sectors
Software Development
Founded
2015
Employees
33

Startup Haven launches Startup Haven Ventures, adds Westerdal, Yu and Mbemba; PSL promotes three; Adam Selipsky named AWS CEO

Startup Haven, founded by Bob Crimmins, launched Startup Haven Ventures and expanded its team to include Jay Westerdal, Arry Yu and Claudius Mbemba; the fund targets pre-seed, capital-efficient companies with a Pacific Northwest focus and made its first investment in Verdi. Seattle’s Pioneer Square Labs promoted Palvi Mehta, David Zager and Ben Gilbert; separately, Tableau CEO Adam Selipsky will become AWS CEO, replacing Andy Jassy.

The Future of Femtech

This week we're presenting a new episode of the GeekWire podcast 2025: Tomorrow, Today featuring a discussion with Julie Sandler of Pioneer Square Labs. It's one in a series of conversations with technology investors on the 2025 podcast. Find more episodes at geekwire.com/2025podcast. We'll be back next week with our regular weekly show. See omnystudio.com/listener for privacy information.

GeekWire at 10 years: Reflections on an extraordinary decade in Seattle tech

This Sunday, March 7, will mark 10 years since GeekWire’s launch. Looking back, we couldn’t have picked a better decade as GeekWire’s first, given our focus on Seattle and Pacific Northwest innovation. This was the moment that Seattle tech came into its own. We’ve covered the rise of the cloud, Amazon’s boom, Microsoft’s rebirth, the arrival of Silicon Valley engineering centers, disputes, mergers, IPOs, and the emergence of thousands of startups. And in the past year, we’ve covered Seattle as a center of the scientific and philanthropic response to a world-changing pandemic. What happens here matters everywhere. This has become…

Pioneer Square Labs raises $100M Fund II to back 30+ Pacific Northwest startups with $1–3M initial checks

Seattle-based Pioneer Square Labs raised $100 million for its second venture fund, exceeding its $80 million target due to strong institutional demand, and will invest across more than 30 early-stage Pacific Northwest companies with initial checks of $1–3 million. The firm operates a startup studio (raised $29 million) and a venture fund model that splits capital roughly half to studio spinouts and half to external startups.

Madrona’s Dan Li: Niche, Creator-Driven Communities Like Roblox ($30B) and Clubhouse (~$1B) Are Rising

Madrona partner Dan Li says niche, user-populated online communities — exemplified by Roblox (valued at $30B) and Clubhouse (about $1B) — are growing more important as creators produce sticky, original content, a trend accelerated by the pandemic. He discussed these themes on GeekWire Studios’ podcast 2025: Tomorrow, Today, hosted by John Cook and Jordon Voss.

SPACs Let Founders Reach Public Markets Faster and Keep Larger Equity Stakes, Say Startup Observers

The article explains how SPACs (special purpose acquisition companies) let founders and early employees reach liquidity faster and often retain larger ownership stakes than through later-stage VC or private equity rounds. Using examples like Sana Biotechnology and Seattle entrepreneur Sujal Patel, it argues SPACs can preserve founders' equity by bypassing dilutive funding rounds.

TiE Seattle VC Panel: 2020 Ended with Record Startup Funding and SPAC Surge, Investors Expect Strong 2021

A TiE Seattle panel of four Seattle-area VCs said despite early pandemic layoffs and valuation fears, 2020 ended with record startup funding, VC capital raises, and strong exits, and they expect continued momentum in 2021 driven by SPAC activity and pandemic-driven innovation. Panelists highlighted increased founding activity, higher valuations, and pandemic-forced business improvements creating investor opportunities.

Gradient Ventures leads $5.4M investment in Seattle analytics startup Iteratively to standardize customer data

Seattle analytics startup Iteratively raised $5.4 million in a round led by Gradient Ventures, Google’s AI-focused fund, to help companies standardize and improve customer analytics tracking. The 10-person company, founded in 2019 by Patrick Thompson and Ondrej Hrebicek, integrates with tools like Amplitude and Mixpanel and counts Box and thredUP among clients.

Yesler raises $3.3M to scale Seattle B2B lumber marketplace, led by Tech Square Ventures

Seattle-based B2B lumber and building materials marketplace Yesler raised $3.3 million in a funding round led by Tech Square Ventures to scale marketing and engineering after spinning out of Pioneer Square Labs in 2019. The company, founded by CEO Matt Meyers, aims to digitize lumber purchasing and optimize end-to-end supply chains, and currently has 10 employees while competing with MaterialsXChange.

Madrona Venture Group Raises $345M for 8th Fund and $161M for 2nd Later-Stage Fund in Largest Ever $500M Capital Raise

Madrona Venture Group raised over $500 million for its largest fundraise ever, including $345 million for an eighth early-stage fund targeting 35-40 Pacific Northwest startups and $161 million for a second later-stage Acceleration Fund. The firm continues to focus on supporting the Pacific Northwest tech ecosystem while also backing later-stage companies across North America.

Think Tank Ep. 4 - Building Centers for Digital Innovation w/ Julie Sandler of Pioneer Square Labs

What happens when you bring together two bright minds to tackle health care’s biggest challenges? This isn’t your typical brainstorm among healthcare experts. This is a supercharged session between two minds that work in similar, but very disparate industries. Our guests talk about a broad challenge they face and discuss how they’ve approached the problem in their respective fields. The magic? To see how their approaches to a challenge can be applied to another industry to spark new avenues of innovation. This series is all about creating synergy between two different, but very like-minded healthcare and tech experts. In our…

Bizible founder Aaron Bird raises $5.1M to launch Seattle B2B startup studio Pienza

Aaron Bird, founder of Bizible, launched Seattle startup studio Pienza and raised $5.1 million from MHS Capital, Version One Ventures, Vulcan Capital and angels to build a small portfolio of B2B software companies. Pienza will focus on fewer, highly concentrated bets, put most of the funding into portfolio companies, keep a lean internal team, and Bird will forgo a salary.

Recurrent raises $3.5M seed round led by Wireframe Ventures to scale battery data science for used EV reports

Recurrent, a Seattle startup that issues independent battery-condition reports for used electric vehicles, raised $3.5 million in a seed round led by Wireframe Ventures to expand the data science behind its reports. The company launched in September, has over 2,500 EV owners providing data and 10 dealer partners, and has collected more than 1 million data points to train its machine-learning models.

  • Geoff Entress
    Geoff Entress Founder, Co-founder and Venture Partner
  • Greg Gottesman
    Greg Gottesman Founder, Managing Director, Co-Founder
  • Julie Sandler
    Julie Sandler Founder, Co-founder & General Partner, PSL Ventures, Former Managing Director , Venture Partner (upcoming), Venture Partner, Managing Director, PSL

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