profile

Kishau Rogers

Engineer turned 4x Founder • Advisor • Investor • Systems Thinker • Featured in Forbes, WSJ

Insights for people growing big ideas without perfect conditions. I’ve bootstrapped, raised millions, and spent 20+ years as a full-time entrepreneur solving wicked problems for top organizations. Still learning.

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Featured Post

Fundraising in 2025 + Reader Q&A on Quilting and Business?! (Issue 03)

Issue 03 | Aug 22, 2025 2025 Fundraising Insights from Founders & Investors + Reader Feedback ↓ I’ve raised about $10M for Time Study, and founders often ask me how to navigate today’s funding landscape. Here’s what I’ve been hearing lately from both founders and investors. From founders: pressure to raise more while facing tighter access to capital, less follow-on funding, and intense competition in AI. From investors: concerns about volatile valuations, AI regulation, heavier LP reporting...

4 months ago • 2 min read

Kishau Rogers Issue 02 | August 14, 2025 Issue #02: On Quilting, AI and Choosing the Right Tools View on the web → Hello again. Last week, I sent my first newsletter in several years. A few people replied to say they were pleasantly surprised and wanted to know what I’ve been up to. Here are a few answers for anyone else who might be wondering. Q: Where have you been? A: tl;dr I’ve been busy. Exited a company and launched others. Scaling a venture-backed startup that has deployed intelligent...

4 months ago • 3 min read

Kishau Rogers Issue 01 | August 5, 2025 Issue #01: Start Where You Are View on the web → Hello again. You may have signed up years ago, or just last week. Either way, this is the official relaunch of my newsletter, and I’m glad you’re here. A quick re-introduction: I'm Kishau (pronounced Kih-shaw). For over two decades, I’ve been a full-time tech entrepreneur, building solutions for hundreds of leading organizations and growing businesses through everything from bootstrapping to grant-funding...

4 months ago • 4 min read