James Bailey in

James Bailey

Examiner · DISC type sc
Founder and Managing Partner at Bail Capital
📍 United States

James Bailey is the Founder and Managing Partner of Bail Capital, a venture firm focused on the cannabis sector. A Harvard University graduate, he previously co-founded Velos Partners and held roles at Upfront Ventures and TA Associates, building a career in early-stage and growth investing.

He has a demonstrated interest in alternative health and wellness, shown through significant philanthropic support for psychedelic-assisted therapy research. Publicly, he is noted for his marriage to model and actress Devon Aoki, with whom he has children.

James was an early investor in prominent cannabis technology companies, including Eaze and PAX Labs.

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Experience
12 Years
Current Role
Founder and Managing Partner
Job Level
Mid-senior
Location
United States
Personality Overview

How James shows up

Tough To Convince
Process Oriented
Unexpressive

They are quite aware of their needs and limitations, so they are unlikely to over-promise. Being observant comes to them naturally. They are heavily focused on quality and prefer doing things the right way, even if it takes time.

Priorities

Topics James cares about

Cannabis Investing
As the founder of Bail Capital, he actively invests in cannabis technology and brands, including companies like Eaze, PAX Labs, and High Times.
Venture Capital
He has extensive experience as a venture capitalist, having co-founded Velos Partners and worked as an associate at Upfront Ventures and TA Associates.
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Career

Work history

1-2015 - 5-2025
Founder and Managing Partner
Bail Capital
1-2013 - 5-2025
Co Founder and Managing Director
Velos Partners
1-2010 - 12-2012
Associate
Upfront Ventures
Managing Director
Wilderness Point Ventures
7-2010 - 9-2010
Analyst
TA Associates
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
2004 - 2009
Education details unavailable
Harvard University
Education details unavailable
Shady Hill
Social presence
in
Behavioral profile

DISC profile (public)

s

Steadiness (S)

Steadiness (S) reflects the degree to which a person is likely to focus on cooperation, support and taking everyone along. Those scoring high tend to be consistent and calm.

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