Greg Gottesman
Co-Founder & Managing Director, Pioneer Square Labs
Greater Seattle Area
Overview
Work Experience
Board Observer
2025 - Current
Shipium helps ecommerce companies deliver their orders fast, free, and on-time. Modern ecommerce companies turn to Shipium when they want to increase revenue and decrease costs by adding new technology. Retailers, brands, 3PLs, and marketplaces use Shipium’s enterprise shipping platform to power their operations across North America.
Shipium is the Premier Shipping Platform for retail and ecommerce. We make fast shipping the cornerstone of a great shopping experience.
Raised $37,500,000.00 from Trilogy Equity Partners, Insight Partners, PSL Ventures and Good Friends.
Managing Director, Co-Founder
2015
Pioneer Square Labs is a startup studio and venture capital fund that creates and launches technology startups.
PSL Ventures is an venture fund that focuses on technology-driven companies.
Adjunct Professor
2001
I teach Entrepreneurship in the Paul G. Allen School of Computer Science & Engineering and the Foster School of Business.
Board Member
2017
Boundless is a new technology company providing immigrants with the tools, information, and personalized support to navigate their immigration journey with confidence. We are hiring for great engineers, marketers, and community leaders to build a mission-driven company. See job descriptions and sign up for more information at www.boundless.com.
Boundless provides immigrants with the tools, information, and personalized support to navigate their immigration journey.
Raised $43,800,000.00 from Foundry Group, Forefront Venture Partners, Y Combinator, Alumni Ventures, Green D Ventures, Emerson Collective, Indicator Ventures, Two Sigma Ventures, Pioneer Square Labs and Industry Ventures.
Board Member
2024
SingleFile is a fast-growing, venture-backed legal technology company disrupting the government, risk and compliance (GRC) industry. Using advanced technologies, we codify bureaucracy and automate administrative compliance burdens for businesses.
SingleFile Technologies is a companies and law firms fill out reports, manage filings, maintain internal records and remain in good standing
Raised $15,100,000.00 from Cooley, DLA Piper, The LegalTech Fund, PSL Ventures, Foundry Group, Fenwick & West, Perkins Coie, Underdog Labs, Wilson Sonsini Goodrich & Rosati and PSL Ventures.
Board Member
2019
Joon therapists specialize in supporting and empowering youth and young adults. Our clinicians use an evidence-based, skills-focused approach to treat anxiety, depression, stress and related symptoms. Joon creates a personalized treatment roadmap for each client that integrates live one-on-one teletherapy sessions with app-based skills practice.
Board Member
2020
Kevala is reshaping the way healthcare organizations manage and engage their internal and external care teams. Our adaptive scheduling platform adjusts to changing census and acuity to help you staff confidently with the knowledge that your schedule will be correct, every time. For more information, visit www.kevala.care.
Board Member
2021
Evergreen is a team of energy, regulatory, and product experts on a mission to open up investing in renewables to everyone and accelerate the path to net-zero emissions. The company brings new capital to the table and funds the creation of new renewable energy and storage projects to create a double bottom line where investors' money both has an impact and provides a financial return.
Board Member
2025
Leading tool that helps brands rank higher in AI results and be understood better by AI engines.
Co-Founder, Board Member, Founding CEO
2011 - 2024
Founded in 2011 and based in Seattle, Washington, Rover is the world’s largest and most trusted network of pet sitters and dog walkers. Blackstone acquired Rover (NASDAQ: ROVR) for $2.3 billion in February 2024.
Spotwag connects dog and cat parents with a nationwide network of pet sitter and dog walkers.