Portfolio co Kin in 14 statesexternal
Kin covers 50%+ US home insurance marketexternal
AI-native portfolio co scaling fastexternal
Kin enters Oklahoma — zero new insurers in yearsexternal
HintHealth DPC membership up 837% since 2017external
Sunbit: Forbes Fintech 50 three years runningexternal
Freightpipes 2nd AI acquisition, all-cashexternal
GoodShip lands Prime Inc. as anchor partnerexternal
Telnyx: 14K+ customers, 100M+ daily API requestsexternal
G2 launches MCP integration with Claudeexternal
BookCameo integrated directly into TikTokexternal
Project44/LSP44: NPS swung from -35 to +39Chicago Ventures Twitter
LSP44 largest logistics data graph, now standaloneChicago Ventures Twitter
Freightpipes hired Stripe VP—revenue engineering muscleChicago Ventures Twitter
Freightpipes AI Theft Prevention: 1.5B shipments monitoredChicago Ventures Twitter
Kin $1.9B catastrophe reinsurance, 25% cost cutChicago Ventures Twitter
Kin auto: $6M premium in 5 months, 250K policiesChicago Ventures Twitter
Sunbit: 5.5M+ customers, 40K+ merchant locationsChicago Ventures Twitter
OneRail: 4K+ store locations, Inc. Best Workplaces 2xChicago Ventures Twitter
Healthjoy: 24.5% specialist cost cut, 50%+ lab reductionChicago Ventures Twitter
Guthrie AI $4M Seed—bid turnaround weeks to daysChicago Ventures Twitter
CoPilot Search: WSJ-featured hidden fee exposé, FTC dataChicago Ventures Twitter
AI agent auto-signed up for Telnyx, provisioned API keyChicago Ventures Twitter
Telnyx agent-native onboarding with AgentMail—first-class AIChicago Ventures Twitter
Freightpipes Mo AI analyst: hours-long analysis to secondsChicago Ventures Twitter
Kin California expansion: condo + flood, no 30-day waitChicago Ventures Twitter
BookCameo Yahoo Sports: fantasy football orders +300%Chicago Ventures Twitter
Buildforce: 2M+ electrician hours, $10M Series A national pushChicago Ventures Twitter
Telnyx sovereign GPU in Dubai—regulated-industry AI computeChicago Ventures Twitter
HintHealth all-in-one clinical+billing+ops for 50 statesChicago Ventures Twitter
LSP44 launched profitable, 9 of top 10 LSPs already usingChicago Ventures Twitter
Guthrie AI Virtual Bid Assistants: early users bid 70% moreChicago Ventures Twitter
Entegrata: 20 customers, 10 Am Law 200 firms in 2026Chicago Ventures Twitter