Outlander VC’s Paige Craig on Investing Early and Identifying Intelligent Leaders

Minnie Ingersoll
Minnie Ingersoll is a partner at TenOneTen and host of the LA Venture podcast. Prior to TenOneTen, Minnie was the COO and co-founder of $100M+ Shift.com, an online marketplace for used cars. Minnie started her career as an early product manager at Google. Minnie studied Computer Science at Stanford and has an MBA from HBS. She recently moved back to L.A. after 20+ years in the Bay Area and is excited to be a part of the growing tech ecosystem of Southern California. In her space time, Minnie surfs baby waves and raises baby people.
Outlander VC’s Paige Craig on Investing Early and Identifying Intelligent Leaders

On this episode of the LA Venture Podcast, Outlander VC founder and Managing Partner Paige Craig discusses how he pivoted from working in the defense industry to investing early in major companies like Wish, Scale and Gusto.


Craig’s entrepreneurial journey is unique, to say the least.

Following his time in the Marine Corps and in national security, Craig said he saw an opportunity building capabilities for the U.S. following its 2003 invasion of Iraq. But with little fundraising success, he had to find his own way into the industry and his own competitive advantage. He traveled to the Middle East, posed as a CNN reporter and found his way into Baghdad.

“I can’t even tell you the shit we went through,” he said. During his time in Iraq, Craig said his Lincoln Group closed deals in the Middle East focused on gathering special intelligence, running unconventional operations aided by technology and creating other military capabilities.

“I endorsed every mission we took,” he said, “ and I can stand behind all of them if they ever get released and declassified someday.”

Craig eventually sold the company to multibillion-dollar defense contractor Constellis.

“I took my money, but more importantly, my lessons learned about how to create something from nothing and I started angel investing back in 2009,” Craig said.

His unique business background informs his approach to investing. Understanding company founders as people—particularly through his method of observing human characteristics linked to vision, intelligence, character and execution—helps investors understand their businesses.

“Everything comes down to identifying very unique people—the outlanders,” he said. “We are looking for extremely unique people who are highly inclined to build fast growing, highly scalable tech companies, when most of the world around them is saying, ‘fuck you’.”

Many investors mistakenly think they know how to run the companies they help fund, Craig said. But by identifying founders with both emotional and intellectual intelligence early on, he said he focuses instead on fostering leadership skills and developing the next generation of talent.

“These people reminded me of me several years back, where they're under-resourced [and] no one believes in them,” he said. “They're taking on huge missions that mean everything to them, and I just saw all these psychological parallels to what I went through. And I was like, ‘Look, I can't tell you how to develop a server farm, but what I can tell you how to do is how to lead people.’”

dot.LA Editorial Intern Kristin Snyder contributed to this post.

Click the link above to hear the full episode, and subscribe to LA Venture on Apple Podcasts, Stitcher, Spotify or wherever you get your podcasts.

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Genies Wants To Help Creators Build ‘Avatar Ecosystems’

Christian Hetrick

Christian Hetrick is dot.LA's Entertainment Tech Reporter. He was formerly a business reporter for the Philadelphia Inquirer and reported on New Jersey politics for the Observer and the Press of Atlantic City.

Genies Wants To Help Creators Build ‘Avatar Ecosystems’

When avatar startup Genies raised $150 million in April, the company released an unusual message to the public: “Farewell.”

The Marina del Rey-based unicorn, which makes cartoon-like avatars for celebrities and aims to “build an avatar for every single person on Earth,” didn’t go under. Rather, Genies announced it would stay quiet for a while to focus on building avatar-creation products.

Genies representatives told dot.LA that the firm is now seeking more creators to try its creation tools for 3D avatars, digital fashion items and virtual experiences. On Thursday, the startup launched a three-week program called DIY Collective, which will mentor and financially support up-and-coming creatives.

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Here's What To Expect At LA Tech Week

Christian Hetrick

Christian Hetrick is dot.LA's Entertainment Tech Reporter. He was formerly a business reporter for the Philadelphia Inquirer and reported on New Jersey politics for the Observer and the Press of Atlantic City.

Here's What To Expect At LA Tech Week

LA Tech Week—a weeklong showcase of the region’s growing startup ecosystem—is coming this August.

The seven-day series of events, from Aug. 15 through Aug. 21, is a chance for the Los Angeles startup community to network, share insights and pitch themselves to investors. It comes a year after hundreds of people gathered for a similar event that allowed the L.A. tech community—often in the shadow of Silicon Valley—to flex its muscles.

From fireside chats with prominent founders to a panel on aerospace, here are some highlights from the roughly 30 events happening during LA Tech Week, including one hosted by dot.LA.

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The Big Ten's $8B Mega Media Deal Kicks Off a New Era in Sports Streaming

Lon Harris
Lon Harris is a contributor to dot.LA. His work has also appeared on ScreenJunkies, RottenTomatoes and Inside Streaming.
The Big Ten's $8B Mega Media Deal Kicks Off a New Era in Sports Streaming
Photo by Sean Pierce on Unsplash

Hot on the heels of the shock announcement that both UCLA and USC will be exiting the Pac-12 and joining the Big Ten athletic conference, a fleet of big money media and broadcasting deals have been set.

It’s no secret that access to the lucrative Southern California ad market was a big part of the rationale behind bringing in Los Angeles’ two largest college athletic programs in the fold. With the addition of USC and UCLA, the Big Ten now has teams playing in New York, Chicago and L.A.: all three of the nation’s top media markets. (Further expansions have already been hinted at as well.)

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