Articles about pioneer square labs

Event Calendar

Seattle VC Roast & Comedy Night

Professional comedians take aim at Seattle’s venture capital community, roasting partners from Madrona, Pioneer Square Labs, Foundations and Tola Capital,… Read More

Tech Moves: AWS data leader jumps to Oracle; Seattle Children’s names new CIO; Zillow’s new legal chief

An AWS director who ran the launch of Oracle Database@AWS has joined Oracle. Also in this edition: Seattle Children’s names a Stanford informatics leader as CIO, Zillow fills a newly created chief legal and policy role and a former Convoy executive is Uber Freight’s new product chief. Read More

Lev, the PSL spinout building an ‘AI co-founder’ for startups, names tech vet Jay Bartot as CTO

Jay Bartot has spent most of his career building startups and advising other founders. Now he’s joining another veteran entrepreneur in a bet that technology can do a lot of that work. Read More

Why startup vet Robbie Cape chose insurance — a tough VC, a trillion-dollar market and the money

The Seattle tech entrepreneur revealed on Tuesday that he’s building a new startup to reimagine the insurance industry, launching The Instrument with backing from Pioneer Square Labs. Read More

Possible Finance rebounds, rebuilds, and reaches profitability as founders reunite for a new chapter

Seattle fintech Possible Finance hit a $125 million revenue run rate and its first annual profit after a pandemic-era stretch of flat growth and layoffs. The company is expanding its Seattle office and reuniting its founding team. Read More

Early Amazon engineer and serial founders raise $15M to keep AI agents in the loop

As AI agents move from writing code to joining the team, Seattle-based SageOx has raised $15 million to ensure they don’t get left out of the conversation. Read More

PSL’s T.A. McCann is running a startup again, as the CEO of Lev — an ‘AI co-founder’ for startups

After eight years as managing director at Pioneer Square Labs, serial entrepreneur T.A. McCann is becoming CEO of Lev, an AI-powered co-founder platform for early-stage founders. PSL is spinning out Lev as a standalone company with McCann at the helm. Read More

Tech Moves: Microsoft execs depart; TerraClear, UserTesting, EchoMark and Read AI add leaders

Microsoft’s Joy Chik is retiring after 28 years, the company’s VP of energy resigns, and a slate of Seattle-area startups add leaders. Read More

Here’s the pitch: UW students get in the room with key investors to share their AI startup ideas

Seven teams comprising 67 undergraduate and graduate students from across campus disciplines laid out their startup business plans at Pioneer Square Labs in Seattle to conclude a 10-week program. Read More

Seattle startup Certivo raises $4M to automate supply chain compliance with AI

Certivo, which spun out of PSL in 2024, positions itself as an “AI-native compliance automation” company. Read More

This Seattle startup wants to turn AI prompts into shareable software

The idea behind Prom is to turn AI prompts — the instructions people give AI tools like ChatGPT — into something you can deploy, share, remix, and discover. Read More

‘A new era of software development’: Claude Code has Seattle engineers buzzing as AI coding hits new phase

More than 150 techies packed the house at a Claude Code meetup event in Seattle on Thursday evening, eager to trade use cases and share how they’re using Anthropic’s fast-growing technology. Read More

Seattle startup Casera emerges from PSL to help hospital managers clear bottlenecks with help from AI

Casera, a new healthcare technology startup in Seattle, is spinning out of Pioneer Square Labs with a unique approach to… Read More

Tech Moves: Smartsheet names SVP; AWS exec departs for startup; WatchGuard’s new CEO

Smartsheet names a new SVP, an AWS executive departs for an agentic AI startup, WatchGuard appoints a CEO and other tech moves. Read More

Out of Office: From startups to spices, VC finds ingredients for inspiration in his love of cooking

Pioneer Square Labs investor Vivek Ladsariya discovered his love of cooking growing up in India, where every meal was made from scratch. Now in Seattle, he experiments with global flavors — from pasta to scallion pancakes — often with his newborn daughter by his side in the kitchen. Read More

Seattle studio PSL encodes its playbook into Lev, an AI co-founder that helps turn ideas into companies

Pioneer Square Labs has launched more than 40 tech startups and vetted 500-plus ideas since creating its studio a decade… Read More

The new AI executive assistants: Smarter, faster, still not as good as the real thing

A new generation of AI executive assistants is taking on tasks like scheduling, travel, and email — but they’re still far from matching human judgment. GeekWire’s new Agents of Transformation series explores where the technology truly stands. Read More

Podcast

The Agentic Entrepreneur: How the next wave of AI is changing the startup playbook

This week on the GeekWire Podcast, T.A. McCann of Pioneer Square Labs explains how AI agents are changing company creation, why distribution and data now matter more than product, and what agent-to-agent interactions mean for the future of business. Read More

Podcast

pioneer square labs

Seattle VC Roast & Comedy Night

Tech Moves: AWS data leader jumps to Oracle; Seattle Children’s names new CIO; Zillow’s new legal chief

Lev, the PSL spinout building an ‘AI co-founder’ for startups, names tech vet Jay Bartot as CTO

Why startup vet Robbie Cape chose insurance — a tough VC, a trillion-dollar market and the money

Possible Finance rebounds, rebuilds, and reaches profitability as founders reunite for a new chapter

Early Amazon engineer and serial founders raise $15M to keep AI agents in the loop

PSL’s T.A. McCann is running a startup again, as the CEO of Lev — an ‘AI co-founder’ for startups

Tech Moves: Microsoft execs depart; TerraClear, UserTesting, EchoMark and Read AI add leaders

Here’s the pitch: UW students get in the room with key investors to share their AI startup ideas

Seattle startup Certivo raises $4M to automate supply chain compliance with AI

This Seattle startup wants to turn AI prompts into shareable software

‘A new era of software development’: Claude Code has Seattle engineers buzzing as AI coding hits new phase

Seattle startup Casera emerges from PSL to help hospital managers clear bottlenecks with help from AI

Tech Moves: Smartsheet names SVP; AWS exec departs for startup; WatchGuard’s new CEO

Out of Office: From startups to spices, VC finds ingredients for inspiration in his love of cooking

Seattle studio PSL encodes its playbook into Lev, an AI co-founder that helps turn ideas into companies

The new AI executive assistants: Smarter, faster, still not as good as the real thing

The Agentic Entrepreneur: How the next wave of AI is changing the startup playbook

After 48 years at UW, Ed Lazowska reflects on computer science, education, AI, and what’s next

‘Take things into your control’: Tips for immigrant entrepreneurs navigating the U.S. visa process

Can Seattle own the AI era? We asked 20 investors and founders to weigh the city’s startup potential

Seattle startup Zucca raises $5M to help food brands launch products faster with AI

College students get a taste of startup life inside dynamic UW entrepreneurship class

Tech Moves: Longtime Google leader Umesh Shankar joins Microsoft as new corporate VP

Certivo, a new PSL spinout led by Seattle tech vet, brings AI to compliance management

Tech Moves: Allen Institute names new VP; Nordstrom board member steps down; and more

Tech Moves: Ex-Google director unveils investment management firm; Treasury4 names new CFO

After launching aQuantive and Pioneer Square Labs, Mike Galgon backs a different kind of entrepreneur

The hidden link between Seattle and Spokane: Tech companies find success on both sides of the state

Not just another coding bot: Pioneer Square Labs releases JACoB AI agent as open-source project