Alexis Sikorsky - Podcast Details

Shows

The Deep Wealth Podcast - Unlock Your Deep Wealth—In Business and Life The Untold Blueprint for Massive Success: Post-Exit Entrepreneur Alexis Sikorsky Reveals the Secrets Behind Building an Empire (#487)Send us a textUnlock Proven Strategies for a Lucrative Business Exit—Subscribe to The Deep Wealth Podcast TodayHave Questions About Growing Profits And Maximizing Your Business Exit? Submit Them Here, and We'll Answer Them on the Podcast!“ Enjoy the journey, all of it.” - Alexis SikorskyExclusive Insights from This Week's EpisodesAlexis Sikorsky didn’t just build a software giant, he engineered a liquidity event most only dream of. From a $600K gut-buy of a bankrupt firm to surviving 75% revenue loss overn...

2025-11-0454 min

Talking with the Experts: Business Insights #644 Breaking the $20M Barrier: Alexis Sikorsky on Founder Scale TrapsWhat keeps so many founders stuck between $5M and $20M in revenue—and what does it really take to break through?In this episode of Talking with the Experts, Rose Davidson welcomes Alexis Sikorsky, entrepreneur, advisor, and author of Cashing Out. Alexis has lived the scale-up journey firsthand, growing New Access from startup to a $100M+ private equity exit. Today, he helps founders restructure operations, overcome leadership blind spots, and prepare for their next chapter.Alexis reveals why even highly successful entrepreneurs stall out in the “stretch” phase of growth. He unpacks the invisi...

2025-10-0320 min

HoldCo Builders 9 Figure Exit How I Built and Sold to Private Equity (Alexis Sikorsky Interview)My guest today is Alexis Sikorsky. An entrepreneur who bootstrapped, scaled, and ultimately sold a company in a 9-figure exit.SponsorsThis episode is brought to you by CapitalPad — a marketplace that connects acquisition entrepreneurs who need capital with investors who want exposure to small-business deals. Standardized terms, governance, and distributions included. If you’re raising for a deal—or want to back operators—check out https://capitalpad.com/ETA Europe — sharp weekly curation of European acquisitions, operators, and deals. Sign up, it's free: https://legacy-partners-newsletter.beehiiv.com/We cover:00:00 Sponsor: CapitalPad...

2025-09-271h 18

CEO Sales Strategies How to Sell Your Business to Private Equity Without Giving Up Control [Episode 204]Most founders want to sell their business someday. But very few actually build something that’s sellable.In this episode, I’m joined by Alexis Sikorsky — a founder who exited a software business for over $100M — to break down how to prepare for private equity without giving up control.We cover: ✅ What buyers actually value ✅ How to make your company less dependent on you ✅ When to start preparing (it’s not when you think) ✅ The mindset shift that separates $5M businesses from $50M ones ✅ What it really means to “dress the bride”This is essential listening if you’re building toward f...

2025-09-2448 min

CEO Sales Strategies How to Sell Your Business to Private Equity Without Giving Up Control [Episode 204]Most founders want to sell their business someday. But very few actually build something that’s sellable.In this episode of the CEO Sales Strategies Podcast, Doug C. Brown sits down with Alexis Sikorsky — a founder who exited a software business for over $100M — to break down how to prepare for private equity without giving up control.We cover: ✅ What buyers actually value ✅ How to make your company less dependent on you ✅ When to start preparing (it’s not when you think)...

2025-09-2348 min

Coffeez for Closers with Joe Shalaby From Basement Startup to $100M Exit ft. Alexis Sikorsky | Coffeez for Closers with Joe ShalabyThis week on Coffeez for Closers, we’re joined by Alexis Sikorsky—UK-based entrepreneur, investor, and the brains behind a $100M+ exit in enterprise tech.Alexis built his company from a basement in Switzerland… scaled to $12M in revenue… then nearly lost everything in the 2008 crash. But instead of folding, he mortgaged his home, fired half his team, and fought his way back—eventually selling to private equity and rewriting his future.In this brutally honest episode, we cover:• Firing people vs. losing millions• How private equity really works• How to build a c...

2025-08-2234 min

The Dan Barrett Show Transforming and Selling Businesses with Alexis Sikorsky, Part 2This week, Dan picks up with Alexis Sikorsky—entrepreneur, investor, and founder of Knight Scale Partners—for the tactical follow-through: what great private equity actually brings, how to replace yourself post-acquisition ("please chairman me"), why agility beats prediction in a world of Black Swans/"Black Dragons," and how agencies can still win as AI re-sorts the field. If you're navigating uncertainty, planning pivots, or gearing up for an exit, this continuation is packed with clear plays and hard-won context. Show Highlights What great PE actually brings: cost discipline, better people, and world-class sales—why the dream target...

2025-08-2129 min

The Dan Barrett Show Transforming and Selling Businesses with Alexis SikorskyThis 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 kn...

2025-08-1332 min

The Evolve Podcast S4 / Episode #1, $100m exit and international best selling author - Alexis SikorskyAn insightful podcast that takes you on the personal and professional journey of successful entrepreneur Alexis SikorskyKey takeaways:Success is built on resilience, not just brilliance - Alexis’s journey proves that setbacks from political upheaval to bankruptcy can be springboards. What matters most is the refusal to quit and the ability to adapt.The right people change the game - surrounding yourself with A-players, even if they’re more skilled than you, isn’t a threat—it’s the strategy. Hiring smarter, better, and more experienced people was key to Alexis scaling his company and ultima...

2025-08-1247 min

Awakened Titans Podcast - Lily Patrascu From $5M to $20M - Why Founders Plateau And How To Break The Ceiling - Alexis Sikorsky And Lily Patrascu

2025-07-1624 min

Find Your Exit - Exit Planning Strategies for Business Owners 046: From Startup to Exit: A Private Equity Journey with Alexis SikorskyIn this episode of Find Your Exit, host Mark Kravietz interviews Alexis Sikorsky, a strategic advisor and entrepreneur who successfully navigated a nine-figure exit to private equity. Alexis shares his journey from starting a software company to selling it, the lessons learned during the 2008 financial crisis, and the importance of due diligence and negotiation in the sale process. He introduces his APEX methodology, a framework designed to help business owners grow and prepare for successful exits. The conversation emphasizes the evolving relationship between founders and private equity, the significance of having a strong exit team, and the challenges founders...

2025-07-1651 min

DecaMillionaire Decoded Scaling Your Business for Exit, with Alexis SikorskyIn this episode, we explore the journey to becoming a Deca Millionaire with Alexis Sikorsky, a successful entrepreneur and consultant. Alexis shares his incredible story of scaling a banking software company from zero to 11 million in revenue, navigating the challenges of the 2008 financial crisis, and ultimately selling his company for a substantial profit. He discusses the importance of due diligence when dealing with private equity, the common mistakes business owners make, and the mindset shift required to achieve true financial freedom. LinkedIn: Alexis Sikorsky www.asikorsky.com Amazon: Cashing Out, by Alexis Sikorsky

2025-06-0533 min

Step Inside This Eye-Opening Full Audiobook — Perfect Between Meetings.Cashing Out by Alexis SikorskyPlease visithttps://thebookvoice.com/podcasts/2/audible/7423to listen full audiobooks. Title: Cashing Out Author: Alexis Sikorsky Narrator: Eddie Board Format: mp3 Length: 4 hrs and 35 mins Release date: 05-28-25 Ratings: Not rated yet Genres: Career Success Publisher's Summary: Launching and growing a business can be unpredictable – so a clear vision and a strategy for exit is essential to navigate these choppy waters. If you’re not sure where you’re going and how to get there, feel weighed down by responsibility and tough decision-making, and struggle to balance work and personal life, Cashing Out is your lifeline. Using the time-tested, action...

2025-05-284h 35

ScaleUp Radio Episode #475 - Scaling, Exiting, and the Private Equity Playbook - with Alexis SikorskyIn this episode of ScaleUp Radio, I sit down with Alexis Sikorsky, an experienced entrepreneur, coach, and author of the bestselling book Cashing Out. Alexis co-founded New Access in 2000, growing it into a €45-50 million business with 500 employees before successfully exiting to private equity between 2015 and 2019. Now, through Knight Scale, he provides coaching and advisory services to help fellow entrepreneurs navigate the challenges of scaling and exiting their businesses. This conversation is packed with hard-won lessons on what it takes to build, scale, and ultimately sell a business for maximum value. Alexis shares the critical mistakes to av...

2025-04-2855 min

ScaleUp Radio Episode #455 - Developing An Innovative Business In The Hospitality Industry - with Raluca EpureanuIn this episode of ScaleUp Radio, we sit down with Raluca Epureanu, the founder of Flairmakers—a pioneering talent-on-demand platform designed specifically for the hospitality industry. Raluca shares her inspiring journey from concept to creation, revealing how Flairmakers is revolutionising the freelance talent landscape by integrating skills training directly into their platform. Key Highlights: Innovative Business Model: Flairmakers connects hospitality businesses with freelance talent for short-term assignments, while also providing integrated training to expand the freelance talent pool. Funding Success: After raising an impressive £275,000 in a friends and family round, Flairmakers is now pursuing a pre-seed rou...

2025-02-1753 min

Build and Exit Turning Setbacks Into Exits: A 75% Loss to 9-Figure WinImagine selling your business for 9 figures. Would you start imagining what you could do with it all before the deal is done? My guest in this episode not only imagined he started spending it. Only to find that half of it fell through between the letter of intent to the final deal. Alexis Sikorsky shares his journey of building and exiting a software company for a nine-figures. He discusses the challenges he faced during the financial crisis, and the role of private equity in his business growth. We also highlight the...

2024-12-0938 min

Finance for Founders with Samuel Ajala I sold my company for £100m | Alexis Sikorsky | Episode 3 |From Basement Startup to Nine-Figure Exit: Insights from Alexis SikorskyIn this episode of Finance for Founders, host Samuel Ajala interviews special guest Alexis Sikorsky. Alexis shares his inspiring journey from launching a software company in his basement to making a nine-figure exit. They discuss the importance of knowing your numbers, having a strategic acquisition plan, and overcoming the challenges that come with rapid business growth. Alexis emphasises the need for a 'war chest,' building customer trust, and being honest with financial assessments. Tune in for valuable advice on navigating the ups and downs of entrepreneurship, scaling...

2024-07-221h 08

Secret Leaders How To Exit Using Private Equity - Alexis SikorskyIn the world of entrepreneurship, we dream about the BIG EXIT. We talk about mergers, acquisitions and IPOs… But there's one exit strategy that's often whispered aboutSelling to private equity. Today, we're pulling back the curtain on this mysterious world with someone who's not only been through it, but has come out the other side a fan.…SponsorsVanta - get 20% off security certifications like ISO27001 and SOC2: https://vanta.com/secretleadersPersonio - all in...

2024-06-251h 21

Bulletproof Entrepreneur S03E18 - Alexis Sikorsky - The True Story of Selling My Company to Private Equity for $100 MillionSend us a textWelcome back to the Bulletproof Entrepreneur podcast, where we delve into the minds of experienced entrepreneurs and uncover their secrets to success.I’m your host, Alan Smith, and I’m really excited to bring you my conversation with today’s guest, Alexis Sikorsky. Alexis is an entrepreneur who built a software business from the ground up and eventually negotiated a sale to private equity for over $100m.I’ve just read his new book, "Cashing Out: A Business Owner’s Guide to S...

2024-05-161h 15

No BS around Web3 | Wavect Insights from +$100M Exit: Navigating Entrepreneurial Challenges with Alexis Sikorsky🤯 What a podcast I just had with Alexis Sikorsky, a company founder and CEO for 20 years and eventually making a 9-figures PE exit. We discussed all sorts of exciting things, - His +$100M Exit - How did it affect his personal but also business life? - Key moments where he questioned everything - Tipps for entrepreneurs - What would he do now if he would start a company again? - and so much more. I hope you'll enjoy the episode as much as I did. Timestamps: 00:00 - Intro 01:14 - How did such a huge exit affect his life? 06:10 - Did...

2024-04-1645 min