On AI Lounge since Oct 2026
Bob Drobish
Member #97FounderBetaL2Founder and CEO, Recon InfoSec
Founder, Recon InfoSec, AI for defensive cybersecurity
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Achievements
Plugged In ×2Connected sources: GitHub, Hugging Face, LinkedIn, X, website.How: Connected 2 sources (GitHub, LinkedIn, X or a website) in Settings
Plugged In×2Featured
RegularMasterminds attended.How: Attended 1 live mastermind
Regular
Early BirdJoined a mastermind within 14 days of joining AI Lounge.How: Joined a mastermind within two weeks of signing up
Early Bird
VerifiedFounder whose ARR is verified on AI Lounge. Comes with the blue check next to their name.How: ARR verified on Lounge
Verified
Founding MemberOne of the first 500 members.How: Joined AI Lounge in the founding cohort
Founding Member
SpotlightWas the AI Lounge Featured Member for a day.How: Featured Member
Spotlight
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About
Bob Drobish is the co-founder and CEO of Recon InfoSec, an Austin-based managed detection and response company. It helps organizations of all sizes improve their security, including through outsourced cybersecurity partnerships for small and medium businesses. Before Recon, Bob was CEO of True Games Interactive and Application Cartography, served as senior vice president of operations at K2 Network, and started his career at IBM. He holds an engineering degree from UC Santa Barbara and an MBA from Kellogg.
Skills
Stack
Raises & exits
Member RaisesCapital raised
True Games Interactive
$10M+ (reported as 'well north of $10 million'; exact amount not disclosed)
Exits
Hall of Fame →True Games Interactive
Undisclosed
In 2008, UTV Software Communications bought an 80% stake in True Games Interactive for an undisclosed price the co-founder called well over $10M, which values the whole company at more than $12.5M.
Experience
Co-Founder, CEO · Recon InfoSec
Advisory Board Member · Hangar 24 Craft Brewery
Advisor · Bound - getbound.io
SG
Senior Advisor · Sleepy Giant
Board Member · Mariners Church
Education
Northwestern University - Kellogg School of Management
UC Santa Barbara
UCSB College of Engineering
