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Ben Yoskovitz

Partner @ Highline Beta. This page collects 114 posts published between March 2023 and October 2026. Recent coverage focuses on AI (Horizontal), Enterprise Software and Developer Tools. Ben Yoskovitz publishes roughly 2 posts a month; the best of them appear in the SandHill weekly digest.

114 posts indexed2 in the last 30 daysAI (Horizontal) · Enterprise Software · Developer Tools · Data & AnalyticsVisit site ↗

Tuesday, 13 October 2026

1 piece
Systems Thinking Needs a Scorecard↗
AI (Horizontal) · Enterprise Software

Tuesday, 29 September 2026

1 piece
The First Version of Your AI Eval is You↗
Developer Tools · AI (Horizontal)

Tuesday, 15 September 2026

1 piece
AI Built the Product. It Didn’t Launch It.↗
Developer Tools · Data & Analytics

Tuesday, 1 September 2026

1 piece
Launching Wordspine: A Fun, Free Daily Word Game↗
Gaming

Tuesday, 18 August 2026

1 piece
How I Use AI Without Outsourcing the Thinking↗
AI (Horizontal) · Enterprise Software

Tuesday, 28 July 2026

1 piece
How I'm Pricing an AI Product

Tuesday, 14 July 2026

1 piece
How Companies Quietly Lose Product-Market Fit Without Noticing

Tuesday, 7 July 2026

1 piece
Lovable, Cowork, Claude Code... You're Asking the Wrong Question

Tuesday, 23 June 2026

1 piece
Facing Failure as a Founder

Tuesday, 9 June 2026

1 piece
How I Ship Real Software with Claude Code (Without Being a Developer)

Tuesday, 12 May 2026

1 piece
Launching Candor: A Synthetic User Research Platform

Tuesday, 28 April 2026

1 piece
Lean Analytics, Reconsidered

Wednesday, 22 April 2026

1 piece
40 Years Later: Remembering My Brother, Jacob Yoskovitz (May 14, 1977 - April 22, 1986)

Tuesday, 14 April 2026

1 piece
Cannon Fodder: Pre-Seed Investing in the Age of AI

Tuesday, 31 March 2026

1 piece
They Tried to Kill Product Managers. Now Everyone Needs to Be One.

Tuesday, 17 March 2026

1 piece
The 40-Year Old Career Model AI Just Broke

Tuesday, 3 March 2026

1 piece
Introducing Twos: The Conversation Company

Tuesday, 17 February 2026

1 piece
We're About to Lose the Apprenticeship Layer

Tuesday, 3 February 2026

1 piece
We Need More Angel Investors

Tuesday, 20 January 2026

1 piece
Introducing Subtexting, the Universal Translator for What Your Coworkers Really Mean

Tuesday, 6 January 2026

1 piece
Vibe Coding Without System Design is a Trap

Tuesday, 18 November 2025

1 piece
The Real Differentiator in the AI Era: A Sharp, Specific Value Proposition

Tuesday, 4 November 2025

1 piece
Vintage Shirts, Pet Rocks and Forward Deployed Engineers

Tuesday, 21 October 2025

1 piece
The AI Shift: From Experimentation to Execution

Tuesday, 7 October 2025

1 piece
How I Built a "Complete" Web App in 2 Days Using Lovable

Tuesday, 23 September 2025

1 piece
The Founder Myth: There's No Perfect Founder Type

Tuesday, 9 September 2025

1 piece
25 Years

Tuesday, 5 August 2025

1 piece
I Reviewed 50 Startup Pitch Decks. Here’s What They Keep Getting Wrong.

Tuesday, 22 July 2025

1 piece
How to Avoid the 5 Biggest MVP Mistakes

Tuesday, 8 July 2025

1 piece
Did AI Kill the Lean Startup?

Tuesday, 24 June 2025

1 piece
The Great Pitch Deck Review: Send Me Your Pitch Deck

Tuesday, 3 June 2025

1 piece
The 10-Step Playbook for Founders When Considering a Micro-Exit

Tuesday, 20 May 2025

1 piece
Venture Studios Aren't in the Business of Building Ventures, They're in the Business of Exiting Them

Tuesday, 6 May 2025

1 piece
9 Early Metrics That Predict PLG Success (and How to Track Them)

Tuesday, 22 April 2025

1 piece
Product Managers Aren't Growth Bystanders

Tuesday, 8 April 2025

1 piece
The Art and Science of Good Decisions: Balancing Instinct and Data

Tuesday, 1 April 2025

1 piece
OMTM vs. NSM: Why You Need Both to Drive Startup Growth

Tuesday, 25 March 2025

1 piece
The Power of Micro-Exits: My Story Building & Selling Robin

Tuesday, 11 March 2025

1 piece
A Deep Dive on Product Roadmaps

Tuesday, 25 February 2025

1 piece
The Power of Micro-Exits: How I Found Success After Failure
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