Kevin Henrikson
About Kevin Henrikson
Kevin Henrikson is Co-Founder of Pretty Good AI, which builds AI to take routine administrative work off medical practices so doctors and staff can focus on patient care. His Wellfound profile describes the company as the AI front office for athenahealth practices. He is based in the San Francisco Bay Area and earned a bachelor's degree in engineering from UCLA.
His career began in enterprise email. He joined Zimbra in 2005 and became Director of Engineering. Yahoo acquired Zimbra in 2007 for a reported $350 million, and VMware later acquired it. Henrikson then spent time as an entrepreneur in residence at Redpoint Ventures, according to Wikipedia.
He co-founded Acompli, a mobile email app, and served as its VP of Engineering. Acompli had raised $7.3 million before Microsoft acquired it in December 2014 for a reported $200 million. The product became Outlook Mobile, and he stayed on as a Partner Director of Engineering at Microsoft. He joined Instacart in 2018 as VP of Engineering, leading Shopper & Fulfillment Engineering through the COVID period. Crunchbase lists his Instacart tenure as ending in August 2022 and shows him as founder and CEO of Dust Labs from September 2022. He now co-founds Pretty Good AI and hosts the Founder Mode podcast, which his site describes as conversations with founders and investors.
Crunchbase lists 20 investments and 20 portfolio companies for Henrikson, with 0 lead investments and 8 exits, none by IPO. PitchBook lists him as an active individual angel with 24 investments, so counts differ by data source. Both databases record the activity as personal investing.
The dated deals on PitchBook run from 2013 to 2021. They include FundersClub (March 2013), Sqwiggle (August 2013), Ministry of Supply (September 2013), 9SLIDES (October 2013), Orion (August 2014), InvoiceASAP (October 2014), Double Atelier (April 2019), PopSQL (September 2020) and Trustworthy (April 2021). Crunchbase labels several of these as seed rounds and shows PopSQL as a Series A. His Wellfound profile also lists advisor roles at Import2, Kloudless, Spotivate, Brixmark and YippieMove. Most of the recorded angel activity came before Pretty Good AI, and the most recent deal in these databases is from 2021.
No public record found shows Henrikson making angel investments in AI companies, and the Crunchbase and PitchBook entries above are mostly software and consumer companies. His AI work is as an operator. He co-founded Pretty Good AI, which focuses on healthcare administration automation for medical practices. Founders building AI for healthcare operations or other back-office workflows may find the closest overlap with his experience there.
Henrikson has not published a thesis, a check size or a fund size that we could find. What the records show is early-stage activity: seed rounds, an early-stage VC round and one Series A, all as a non-lead investor. PitchBook categorizes his deals mainly as business and productivity software, communication software, financial software and B2B information services, plus a few consumer companies such as apparel.
His operating background is in email and productivity tools, mobile software, marketplace and fulfillment engineering, and healthcare operations. Founders with engineering-heavy products in those areas have the most relevant overlap with his experience. He is based in the Bay Area, but no geographic restriction has been stated publicly. PitchBook marks him as actively seeking new investments, though that status comes from a data provider rather than from him.
- PopSQL: business and productivity software; Crunchbase lists a Series A, and PitchBook dates the deal to September 2020.
- Trustworthy: consumer services company; early-stage round dated April 2021 on PitchBook.
- Double Atelier: business and productivity software; dated April 2019 on PitchBook.
- InvoiceASAP: financial software; dated October 2014 on PitchBook.
- Orion (Orion Labs): communication software; PitchBook dates the deal to August 2014 and Crunchbase lists a Series A.
- 9SLIDES: B2B media and information services; dated October 2013 on PitchBook, with debt financing on Crunchbase.
- Ministry of Supply: apparel company; seed round, dated September 2013 on PitchBook.
- Sqwiggle: seed round dated August 2013 on PitchBook, which lists the company as out of business.
- FundersClub: financial services company; early-stage round dated March 2013 on PitchBook.
- Fuel, ReTargeter and Local Motion: seed rounds listed on Crunchbase, with no dates available.
Investing activity
Kevin Henrikson has made 20 investments according to Crunchbase across 20 portfolio companies, and has seen 8 exits and founded 4 companies.
Deals
Frequently asked questions about Kevin Henrikson
Does Kevin Henrikson invest in AI startups?
No public record we found shows him making angel investments in AI companies. He is Co-Founder of Pretty Good AI, which builds AI for healthcare administration, and his recorded angel deals are mostly in software and consumer companies.
What is Kevin Henrikson's check size?
He has not published a check size, and the databases we checked do not list deal amounts for his investments. Ask him directly rather than assuming a range.
What stage does Kevin Henrikson invest in?
His recorded deals are early-stage, mostly seed rounds plus one Series A, and Crunchbase shows 0 lead investments. This suggests he participates in rounds rather than leading them.
What companies has Kevin Henrikson built?
He co-founded Acompli, a mobile email app that Microsoft acquired in 2014 and turned into Outlook Mobile, and he co-founded Pretty Good AI. He also joined Zimbra early and was VP of Engineering at Instacart. Crunchbase lists him as founder and CEO of Dust Labs from 2022.
How can founders contact Kevin Henrikson?
His personal site, kevinhenrikson.com, links to his LinkedIn and X profiles. He has not published an investor intake process, so a short, specific message on one of those channels is the public route.
What kind of founders might fit Kevin Henrikson's background?
His experience is in email and productivity software, mobile apps, marketplace operations and healthcare administration. He has not stated what he looks for, so this is a reading of his career rather than a stated thesis.
Is Kevin Henrikson an angel investor?
Yes. Kevin Henrikson invests personally as an angel and is Co-Founder at Pretty Good AI. Crunchbase counts 20 investments and 8 exits.
Where is Kevin Henrikson based?
Kevin Henrikson is based in San Francisco Bay Area, California, United States.
How can founders reach Kevin Henrikson?
Founders on Lounge can see Kevin Henrikson's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with them under Warm Paths, and add Kevin Henrikson to their Investor Pipeline to track the conversation.