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Alexis Sikorsky

Alexis Sikorsky

Author of #1 International Bestseller Cashing Out and Special Advisor to Founders

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Alexis Sikorsky Podcast Episodes

The Dan Barrett Show

The Dan Barrett Show

Transforming and Selling Businesses with Alexis Sikorsky

August 14, 2025

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About this episode

This week, Dan sits down with Alexis Sikorsky, founder of Knight Scale Partners, to unpack how to build, transform, and exit companies the smart way. Alexis shares the strategy behind "moving like a knight," a crisp 3–4 year planning window with one-month reaction time, the metrics he watches, and the story behind selling his banking software company, why he took 85% cash / 15% earn-out, and how the earn-out ended up paying more. If you want a practical playbook for scaling value without losing your mind (or your house during a crisis), this is it.

Show Highlights: Why the knight? Strategy behind Knight Scale Partners—anticipate, "play with the whites," and win by moving differently. [00:03:02]

The planning horizon that actually works: 3–4 years…with a one-month reaction time for pivots. [00:06:12]

What to measure: start with TAM, then track LTV/CAC monthly—keep the dashboard simple. [00:11:05]

Start with the founder's goal: the surprisingly universal number is $40M and why. [00:17:23] (derived from the transcript section referencing "40 million")

2008 hits: lost 75% of revenue in a day—and the seven-year grind back. [00:26:23]

The deal that changed everything: 85% cash / 15% earn-out up front… [00:30:44]

…and why the earn-out paid more than the cash. [00:31:10]

What great PE actually brings: cost discipline and world-class sales; why "no sales team" is a PE dream. [00:32:02]

Alexis' two superpowers: leadership and turning complexity into five actionable steps. [00:56:27]

"Black Dragons" (a.k.a. Black Swans): build 9 months of war chest and design for agility. [00:49:56]

What Alexis reads for complex thinking: The Three-Body Problem (and The Dark Forest). [00:56:49]

Cashing Out: Alexis' simple method to go from ~$10M to $100M valuation; audiobook now available. [00:56:58]

The Virtual C-Suite: fractional, high-caliber execs as an unfair advantage; early traction & LTV/CAC math. [01:07:03]

For more updates and my weekly newsletter, hop over to https://betterquestions.co/

To learn more about Alexis Sikorsky, check out the websites below:

https://www.knightscalepartners.com/

https://www.linkedin.com/in/alexis-sikorsky-consulting/?originalSubdomain=uk

Alexis Sikorsky Podcast Episodes

The Business Growth Show with Athin Cassiotis

Interview with Alexis Sikorsky

The Business Growth Show with Athin Cassiotis

May 2026

Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed!

EP212: What Private Equity Isn't Telling You Before You Sign with Alexis Sikorsky

Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed!

Apr 2026

The Start, Scale & Succeed Podcast

How to Engineer a Nine-Figure Exit with Alexis Sikorsky (stage 5) - Ep. 386

The Start, Scale & Succeed Podcast

Apr 2026

Us People Podcast

Always Be Supportive - Alexis Sikorsky - Special Advisor to Founders #308

Us People Podcast

Mar 2026

Resilience Unravelled

Alexis Sikorsky on Entrepreneurship, Private Equity Exits, and Getting Unstuck at Scale

Resilience Unravelled

Mar 2026

The Business Behind Your Business - Real Advice to Help Small Business Owners Build, Lead and Thrive

Thinking About a Private Equity Exit? Avoid These Costly Founder Mistakes

The Business Behind Your Business - Real Advice to Help Small Business Owners Build, Lead and Thrive

Feb 2026

Sales POP! Podcasts: Insights from Top Experts in Sales, Marketing, Leadership & More.

Scale Your Business Past $5M: Expert Strategies That Actually Work - Alexis Sikorsky

Sales POP! Podcasts: Insights from Top Experts in Sales, Marketing, Leadership & More.

Feb 2026

The Exceptional Sales Leader Podcast

Risk, Reward & Resilience:The Entrepreneur’s Journey with Alexis Sikorsky

The Exceptional Sales Leader Podcast

Feb 2026

The B2B Growth Blueprint

How Can Founder-Led Companies Break Through Growth Plateaus with Alexis Sikorsky

The B2B Growth Blueprint

Jan 2026

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Latest video

9 Figure Exit How I Built and Sold to Private Equity (Alexis Sikorsky Interview)

9 Figure Exit How I Built and Sold to Private Equity (Alexis Sikorsky Interview)

Latest episodes

The Business Growth Show with Athin Cassiotis

Interview with Alexis Sikorsky

The Business Growth Show with Athin Cassiotis

Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed!

EP212: What Private Equity Isn't Telling You Before You Sign with Alexis Sikorsky

Start. Scale. Exit. Repeat.: Serial Entrepreneur: Secrets Revealed!

The Start, Scale & Succeed Podcast

How to Engineer a Nine-Figure Exit with Alexis Sikorsky (stage 5) - Ep. 386

The Start, Scale & Succeed Podcast

View all episodes →

Key topics

From 5M to 20M: Why Founders Plateau and How to Break the Ceiling

Alexis shares insights on the invisible wall founders hit between $5M and $20M in revenue, and why most never make the leap. He talks through the common traps—delegation hesitation, culture drift, operational sprawl—and how he helps entrepreneurs restructure for scale. As someone who has taken a business through this exact journey, he shows what founders need to stop doing, start tracking, and outsource fast. This is ideal for scale-up audiences stuck in the “successful but stretched” phase.

What Private Equity Isn't Telling You, and What Founders Need to Know Before They Exit

Alexis can discuss what really happens when private equity gets involved, from boardroom dynamics to deal structuring, and why most founders walk into negotiations underprepared and outgunned. Drawing from the sale of his own company and his advisory work, he shares what buyers are really looking for, how to speak their language, and the questions you should ask before they ask you theirs. For founders eyeing an exit, it’s a look behind the curtain that's based not on theory, but hard-earned experience.

Why Most Founder-Led Businesses Fail Post-Acquisition, and What PE Can Do About It

Alexis speaks directly to private equity firms struggling with underperforming founder-led acquisitions. He shares how his APEX methodology helps de-risk deals by building operational maturity _before_ acquisition—ensuring the founder is no longer the bottleneck, systems are scalable, and the leadership bench is strong. Drawing on his own nine-figure exit and his work as a Special Advisor, he highlights how PE firms can partner earlier with advisors like him to improve deal quality, accelerate post-acquisition growth, and protect their returns.

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