The Diligent Observer

Essential angel intel in 5 min

Your weekly shortcut to vetted deals and expert takes.

DealsDeals
+6+6
Camping Gear Startup Bags $2.7M, Breaking Down Canva's Epic Story, and the 50-50 Signal for Identifying a Disruptive Med Device

Camping Gear Startup Bags $2.7M, Breaking Down Canva's Epic Story, and the 50-50 Signal for Identifying a Disruptive Med Device

🔥 Angel Deals of the Week | November 6, 2025

Andrew Kazlow
Andrew Kazlow
DealsDeals
+5+5
IoT Showerheads Save Hotels $20 Per Room, How Being Rude to ChatGPT Boosts Accuracy, and Takeaways from Analysis of 101 Angel Deals

IoT Showerheads Save Hotels $20 Per Room, How Being Rude to ChatGPT Boosts Accuracy, and Takeaways from Analysis of 101 Angel Deals

🔥 Angel Deals of the Week | October 30, 2025

Carmela Francisco
Carmela Francisco
DealsDeals
+8+8
Roach Killing Platform Closes $28M Series A, Thrive Capital's Journey from $5M to $3.3B, and the Perils of Mistaking Attention for Traction

Roach Killing Platform Closes $28M Series A, Thrive Capital's Journey from $5M to $3.3B, and the Perils of Mistaking Attention for Traction

🔥 Angel Deals of the Week | October 23, 2025

Andrew Kazlow
Andrew Kazlow
EnterpriseEnterprise
+6+6
AI Maternity Care Secures $8M, a16z's Prediction Economy Thesis, and why Guardrails are a Good Thing

AI Maternity Care Secures $8M, a16z's Prediction Economy Thesis, and why Guardrails are a Good Thing

🔥 Angel Deals of the Week | October 16, 2025

Andrew Kazlow
Andrew Kazlow
DealsDeals
+7+7
AI Sleep Intelligence Secures $5.5M, Insider-only Boards Increase Catastrophic Risk, and the WealthTech Go-to-market Dilemma

AI Sleep Intelligence Secures $5.5M, Insider-only Boards Increase Catastrophic Risk, and the WealthTech Go-to-market Dilemma

🔥 Angel Deals of the Week | October 9, 2025

Andrew Kazlow
Andrew Kazlow
EnterpriseEnterprise
+5+5
A Mobile Carrier That Rewards Data Abstinence, Why AI Leaders are Really Selling Biology, and Volume as a Competitive Advantage

A Mobile Carrier That Rewards Data Abstinence, Why AI Leaders are Really Selling Biology, and Volume as a Competitive Advantage

🔥 Angel Deals of the Week | October 2, 2025

Andrew Kazlow
Andrew Kazlow
EnterpriseEnterprise
+7+7
AI-Powered Energy Savings, Data from 2,176 Startups on the SAFE Valuation Cap Spread, and Why Economics Always Win

AI-Powered Energy Savings, Data from 2,176 Startups on the SAFE Valuation Cap Spread, and Why Economics Always Win

🔥 Angel Deals of the Week | September 25, 2025

Andrew Kazlow
Andrew Kazlow
EnterpriseEnterprise
+3+3
Basketball AI Scores $500K, Bessemer Predicts 95% AI-Generated Code by 2030, and the Power of Coffee Shop Diligence

Basketball AI Scores $500K, Bessemer Predicts 95% AI-Generated Code by 2030, and the Power of Coffee Shop Diligence

🔥 Angel Deals of the Week September 18, 2025

Andrew Kazlow
Andrew Kazlow
DealsDeals
+5+5
Gourmet Cocoa Raises $750K, the Perils of SAFE Stacking, and Angel Investing with a Double Bottom Line

Gourmet Cocoa Raises $750K, the Perils of SAFE Stacking, and Angel Investing with a Double Bottom Line

🔥 Angel Deals of the Week | September 11, 2025

Andrew Kazlow
Andrew Kazlow
DealsDeals
+5+5
Robotic Guides for the Blind, Anthropic Mega Round, and Why Healthcare Founders Have Crazy Grit

Robotic Guides for the Blind, Anthropic Mega Round, and Why Healthcare Founders Have Crazy Grit

🔥 Angel Deals of the Week | September 4, 2025

Andrew Kazlow
Andrew Kazlow
DealsDeals
+7+7
Bargain Hunting in the Series B Aisle, Lab-Grown Guts, and Fresh Intel from Nearly 70 Angel Groups

Bargain Hunting in the Series B Aisle, Lab-Grown Guts, and Fresh Intel from Nearly 70 Angel Groups

🔥 Angel Deals of the Week | August 28, 2025

Andrew Kazlow
Andrew Kazlow
EnterpriseEnterprise
+8+8
Virtual Fan Engagement Secures Follow-on, Enterprise AI Gets a Reality Check, and Why Pro Sports B2B is All Relationships

Virtual Fan Engagement Secures Follow-on, Enterprise AI Gets a Reality Check, and Why Pro Sports B2B is All Relationships

🔥 Angel Deals of the Week | August 21, 2025

Andrew Kazlow
Andrew Kazlow
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