Indie Acquisitions

We Bought a Bankrupt Software Company

09 Feb 2026

Contributed by Lukas

Colin and Brent discuss buying Prolifiq, a bankrupt enterprise software company.Want to get my best breakdowns for free? Grab them here: https://www.c...

How to Build High-Performing Teams in Latin America

11 Jul 2025

Contributed by Lukas

Colin discusses everything he has learned about building teams in Latin America.- When and how to hire globally- Best roles and places to hire- Share ...

Hard Lessons Learned Scaling a Startup in Year 1

17 Feb 2025

Contributed by Lukas

Colin and Brent discuss their wins and losses and lessons learned in the last year.Colin's lessons learned in year 1: https://www.colinkeeley.com/blog...

Bending Spoons Breakdown (Italian Constellation Software)

15 Nov 2024

Contributed by Lukas

Colin and Brent discuss how Luca Ferrari & Bending Spoons built its holding company.Colin's breakdown of Bending Spoons: https://www.colinkeeley.c...

How to Deliver Unreasonable Hospitality

08 Oct 2024

Contributed by Lukas

Colin and Brent discuss great books, customer support, tech diligence, a Latin American staffing firm.Want to get more breakdowns? Subscribe to my fre...

How to Deal with Lawsuits & Ransoms

31 Jul 2024

Contributed by Lukas

Colin and Brent discuss lawsuits and ransoms they've dealt with and seen.Want to get more breakdowns? Subscribe to my free newsletter here: https://ww...

Capital Camp 2024 & Tough Turnarounds

08 Jun 2024

Contributed by Lukas

Colin and Brent discuss Colin's learnings from Capital Camp 2024 and tough debt turnarounds.Want to get more breakdowns? Subscribe to my free newslett...

How We Use AI to Replace Employees

14 May 2024

Contributed by Lukas

Colin and Brent discuss how they are using AI to write code and do marketing for their software companies.Want to get more breakdowns? Subscribe to my...

Visiting a Secret Club, Austin, Latin America Hiring & Remote Teams

07 Apr 2024

Contributed by Lukas

Colin and Brent discuss Brent's secret club, visiting Austin, launching a Latin American staffing company, and managing remote teams.Want to get more ...

How Double Your Software Business With Services

27 Feb 2024

Contributed by Lukas

Colin and Brent discuss the process of adding services to grow their software business. Want to get more breakdowns? Subscribe to my free newsletter h...

How to Use Traction / EOS (Entrepreneurial Operating System) to Scale Your Business

24 Jan 2024

Contributed by Lukas

Colin and Brent discuss implementing Traction / EOS (Entrepreneurial Operating System) at their software company.Want to get more breakdowns? Subscrib...

2023 Recap: Wins, Losses, & Learnings

07 Jan 2024

Contributed by Lukas

Colin and Brent discuss 2023's wins, losses, and learnings building a software holding company.Want to get more breakdowns? Subscribe to my free newsl...

We Sold Our SaaS Business! Learnings & Process

06 Dec 2023

Contributed by Lukas

Brent and Colin discuss selling their first SaaS acquisition in Blinksale and the process and learnings from doing it.Want to get more breakdowns? Sub...

How to Raise Prices & Launch Growth Services

01 Nov 2023

Contributed by Lukas

Colin and Brent discuss raising prices, launching their new google review service, and buying vs building.Grow your local business https://www.maplejo...

How to Buy a Venture Capital Orphan (Real Example)

13 Oct 2023

Contributed by Lukas

Colin and Brent discuss buying a venture capital-backed company that's in distress.Want to get more breakdowns? Subscribe to my free newsletter here: ...

6 Month Review of a SaaS Acquisition

30 Jul 2023

Contributed by Lukas

Colin and Brent discuss Colin's their acquisition of Scout (scoutforpets.com) 6 months in with growth channels, what's worked, and what's happened. En...

How to Bootstrap a $300m Tourism Vertical SaaS

16 Jul 2023

Contributed by Lukas

Colin and Brent discuss Colin's breakdown of FareHarbor and Peter Attia's $150,000 longevity playbook. Enroll in Colin's "How To Buy a Small Business...

How a Ex-Googler Built a $220m Vertical SaaS in Flooring

22 Jun 2023

Contributed by Lukas

Colin and Brent discuss Brent's Scout update, building vertical software for flooring, and buying a house vs buying a business. Enroll in Colin's "Ho...

We Made a Huge Mistake

08 Jun 2023

Contributed by Lukas

Colin and Brent discuss Scout's bumpy product launch and rebuilding trust.Colin's takeaways from Capital Camp 2023: https://www.colinkeeley.com/blog/c...

How the Pritzkers Made Their Billions Through Acquisition

19 May 2023

Contributed by Lukas

Colin and Brent discuss Jay & Robert Pritzker / Marmon Group Business Breakdown https://www.colinkeeley.com/blog/jay-... Enroll in Colin's "How To...

Brent Beshore & Permanent Equity Business Breakdown

03 May 2023

Contributed by Lukas

Colin and Brent discuss how Brent Beshore's Permanent Equity built its holding company.Colin" breakdown of Permanent Equity: https://www.colinkeeley.c...

How to Manage & Grow a Remote Team

24 Apr 2023

Contributed by Lukas

Colin and Brent discuss how we are managing and growing our remote team. Enroll in Colin's "How To Buy a Small Business" Course & Community https...

Software Companies Are Dead. ChatGPT Killed Them.

04 Apr 2023

Contributed by Lukas

Colin and Brent discuss the impact of ChatGPT and AI on software companies. Enroll in Colin's "How To Buy a Small Business" Course & Community ht...

How To Build an Offshore Tech Team & Transition Challenges

26 Mar 2023

Contributed by Lukas

Colin and Brent discuss all things tech. How to build an offshore team and limits of tech debt. Enroll in Colin's "How To Buy a Small Business" Cours...

How to Bootstrap a Startup from $0 to $1 million in ARR

26 Feb 2023

Contributed by Lukas

Colin and Brent discuss how to self-fund / bootstrap the perfect startup from $0 to $1m in ARR and whether you need a technical co-founder. Enroll in ...

How to Find Riches in Software Niches

12 Feb 2023

Contributed by Lukas

Colin and Brent discuss niching down a software business to own one space to grow faster. https://www.blinksale.comEnroll in Colin's "How To Buy a Sma...

Tiny Goes Public & How to Structure a HoldCo

29 Jan 2023

Contributed by Lukas

Colin and Brent discuss Andrew Wilkinson and Chris Sparling going public and how to structure a holding company with LLCs, C-Corps, QSBS, and more.Enr...

Buying 134 Software Companies in a Year

20 Jan 2023

Contributed by Lukas

Colin and Brent discuss a competitor being bought and how Constellation buys so many companies.Sorry for the echo on Brent's audio. We switched to Riv...

2022 Recap: 2023 Opportunities, Wins, Failures, & Lessons

31 Dec 2022

Contributed by Lukas

Colin and Brent discuss 2022's wins, losses, and learnings building a software holding company.Reach out if you want some tech and product diligence d...

How to Build Trust to Buy Companies & Sell Products

21 Nov 2022

Contributed by Lukas

Colin and Brent discuss how to build trust to close deals with sellers and investors.Sign up for Colin's cohort-based course on acquisitions. Reach ou...

How to Transition & Grow a Company After You Buy It

08 Nov 2022

Contributed by Lukas

Colin and Brent discuss transitioning and growing Scout since they bought it.Sign up for Colin's cohort-based course on acquisitions. Reach out if y...

We Bought Scout! Learnings & Negotiation Play-by-Play

27 Oct 2022

Contributed by Lukas

Colin and Brent discuss buying Scout, the leading dog walking and pet sitting software.Sign up for Colin's cohort-based course on acquisitions. Reach ...

How You Can Buy a Business With the Profits From the Business

03 Oct 2022

Contributed by Lukas

Colin and Brent discuss growing a business with a broken funnel, buying the rights to an out-of-print book, and $20k AWS bill.Sign up for Colin's coho...

Product Led Growth vs Enterprise Sales, Buying the Rights to an Out-of-Print Book, Lebron of Pickleball

19 Sep 2022

Contributed by Lukas

Colin and Brent discuss growing a business with a broken funnel, buying the rights to an out-of-print book, and $20k AWS bill.Sign up for Colin's coho...

What Matters in Acquisition Due Diligence & Warren Buffett Handshake Deals

23 Aug 2022

Contributed by Lukas

Colin and Brent discuss how they conduct due diligence and simplifying the legal side of acquisitions.Sign up for Colin's cohort-based course on acqui...

Pros & Cons of Venture Capital, Private Equity, & Startup Studios

09 Aug 2022

Contributed by Lukas

Colin and Brent discuss pros and cons of venture capital, private equity, and startup studios.Sign up for Colin's cohort-based course on acquisitions....

Losing a Deal to Mark Leonard, HoldCo Conference & a $100M NFT Fund

03 Aug 2022

Contributed by Lukas

Colin and Brent discuss Brent's experience at the Holding Company conference and their most recent dead deal.Sign up for Colin's cohort-based course o...

John Malone Operating Manual (Billionaire Cable Cowboy)

21 Jul 2022

Contributed by Lukas

Most of this comes from the book:“Cable Cowboy: John Malone and the Rise of the Modern Cable Business” by Mark Robichaux “The Outsiders: Eight ...

Deep Work, Productivity Hacks, & Sleep Training

11 Jul 2022

Contributed by Lukas

Colin and Brent discuss their deep work approach, productivity hacks, and sleep trainingSnoo Smart Sleeper Baby Bassinet Brent reviews.Sign up for Co...

How to Become a Lighthouse for Like-Minded People

04 Jul 2022

Contributed by Lukas

Colin and Brent discuss their content consumption and creation and why they spend so much time thinking about it.Sign up for Colin's cohort-based cour...

Buying Companies in a Downturn & Launching a Cohort-Based Course on Acquisitions

13 Jun 2022

Contributed by Lukas

Colin and Brent discuss buying companies in a downturn and Colin's new cohort-based course.Sign up for Colin's cohort-based course on acquisitions. Re...

Hiring Overseas Like the Navy Seals & Launching an Anti-Franchise With Jon Matzner

09 Jun 2022

Contributed by Lukas

Jon Matzner is the CEO of Garage Excell, a garage remodeling and organization specialists based out of Southern California. Reach out if you want some...

How to Hire & Train Virtual Assistants

09 May 2022

Contributed by Lukas

Colin and Brent discuss their failure to hire virtual assistants in the past and how they plan to do better next time.Reach out if you want some tech ...

How to Balance Building & Buying Companies?

25 Apr 2022

Contributed by Lukas

Colin and Brent discuss whether they should restart an earlier project, balancing internal and external work, and audience building on Twitter.Reach o...

New Name! Baremetrics Price Increase, Twitter Hostile Takeover & Product Improvements

18 Apr 2022

Contributed by Lukas

Colin and Brent discuss the podcast's new name, baremetrics price increase, Twitter hostile takeover, & product improvements. Reach out if you wan...

Buying Internet vs Non-Internet Businesses & Paid Acquisition Funnel

28 Mar 2022

Contributed by Lukas

Colin and Brent discuss Colin's experience buying ads for his micro-pe course and thoughts around buying non-internet businesses.Reach out if you want...

How to Increase Prices & Keep Customers Happy

20 Mar 2022

Contributed by Lukas

Colin and Brent discuss how to increase prices and keep customers happyReach out if you want some tech and product diligence done.Enroll in Colin's Mi...

How to Raise Money & Find Investors for Private Equity Deals

21 Feb 2022

Contributed by Lukas

Colin and Brent discuss how to raise money & find investors for private equity deals.Reach out if you want some tech and product diligence done.En...

Our Latest Acquisition Story & Danger of Building in Public

16 Jan 2022

Contributed by Lukas

Colin and Brent discuss their latest acquisition, leverage, and danger of building in public.Reach out if you want some tech and product diligence don...

How to Do Acquisition Due Diligence & Smoothly Transition a Business

10 Dec 2021

Contributed by Lukas

Colin and Brent discuss how to do acquisition due diligence and smoothly transition a business. Reach out if you want some tech and product diligence ...

How We Lost a Deal & How We Can Do Better Next Time

22 Nov 2021

Contributed by Lukas

Colin and Brent discuss how and why to use debt to buy a business and different options for offering it. Reach out if you want some tech and product d...

How & Why to Use Debt to Buy a Business

15 Nov 2021

Contributed by Lukas

Colin and Brent discuss how and why to use debt to buy a business and different options for offering it. Reach out if you want some tech and product d...

Future of Micro Acquisitions Course, Knees Over Toes, & Tech Savings

01 Nov 2021

Contributed by Lukas

Future of Micro Acquisitions Course, Knees Over Toes, & Tech SavingsReach out if you want some tech and product diligence done.Enroll in Colin's M...

Productized Technical Diligence, Building Standard Operating Procedures, & DeFi Issues

25 Oct 2021

Contributed by Lukas

Colin and Brent discuss Brent' family building, standard operating procedures, DeFi issues, and productized technical diligence.Reach out if you want ...

ESW Capital Operating Manual - Hardcore Shared Services

11 Oct 2021

Contributed by Lukas

Colin and Brent discuss Colin's operating manual for Joe Liemandt (ESW Capital) Operating Manual.Enroll in Colin's Micro-PE Course & Community at ...

How to Give a SaaS a Modern Facelift

04 Oct 2021

Contributed by Lukas

Colin and Brent discuss what it took to give a redesign to Blinksale and what they would have done differently.Enroll in Colin's Micro-PE Course &...

DeFi, Wealth Building, NFTs, & the Metaverse with Jason Hitchcock

27 Sep 2021

Contributed by Lukas

@JasonHitchcock  If you are new to the space I wanted to provide a quick glossary of terms and phrases that you might not be familiar with. Check it...

Why You Should Take a Week to Learn DeFi

20 Sep 2021

Contributed by Lukas

Colin and Brent discuss what Colin has learned over the last week by doing a deep dive into crypto and DeFi.Enroll in Colin's Micro-PE Course & Co...

Hiring Abroad, Structuring Value-Add, & Buying Companies with Pipe

04 Sep 2021

Contributed by Lukas

Colin and Brent discuss hiring employees abroad, structuring value-add, & buying companies with PipeEnroll in Colin's Micro-PE Course & Commun...

Robert F. Smith (Vista Equity Partners) Story - Billionaire Software PE

16 Aug 2021

Contributed by Lukas

Colin and Brent discuss Colin's operating manual for Robert F. Smith & Vista Equity Partners with $75m AUM.Enroll in Colin's Micro-PE Course &...

How to Run Shared Services in PE & VC

02 Aug 2021

Contributed by Lukas

Colin and Brent discuss problems with a startup studio, setting up internal services in PE, and different value-add structures.Enroll in Colin's Micro...

Outbound vs Inbound Deal Sourcing & Course/Community Launch

19 Jul 2021

Contributed by Lukas

Colin and Brent discuss discuss Colin's new micro-pe course and community and deal sourcing with outbound vs inbound. Pre-order Colin's Micro-PE Cour...

How to Crowdfund a Micro PE Deal

11 Jul 2021

Contributed by Lukas

Colin and Brent discuss discuss crowdfunding a micro PE deal from users and the public.Enroll in Colin's Micro-PE Course & Community at IndiePE.co...

How to Structure a Private Equity Fund

05 Jul 2021

Contributed by Lukas

Colin and Brent discuss discuss how to structure a private equity fund after speaking with LPs.Enroll in Colin's Micro-PE Course & Community at In...

Mark Leonard (Constellation Software) Story - Billionaire Software Empire Builder

28 Jun 2021

Contributed by Lukas

Colin and Brent discuss Colin's operating manual for Constellation Software, owner for 500+ software companies.Enroll in Colin's Micro-PE Course &...

The Deal Process & Evergreen Fund Structures

14 Jun 2021

Contributed by Lukas

Colin and Brent discuss micro-pe deal process, evergreen fund structures, and investing in funds.Reach out to Colin Keeley and Brent Sanders on Twitte...

Soft Landings for Venture Orphans

31 May 2021

Contributed by Lukas

Colin and Brent discuss stepping off the VC treadmill, the Micro-PE course production and dealing with lawyers.Bryan Johnson (Braintree & Kernel) ...

Micro-PE Course & Buying vs Building

17 May 2021

Contributed by Lukas

Colin and Brent discuss Colin's Micro-PE course production and buying vs building Shopify apps. Reach out to Colin Keeley and Brent Sanders on Twitter...

How to Source Small Companies to Buy

10 May 2021

Contributed by Lukas

Colin and Brent discuss the different places to find businesses to buy and the pros and cons of each.Reach out to Colin Keeley and Brent Sanders on Tw...

How to Build a World-Class Network

03 May 2021

Contributed by Lukas

Colin and Brent discuss building a magnet for cool people, protecting your most valuable resource, and Basecamp's drama of the week.Reach out to Colin...

Opportunities in Micro-PE & Picking Our Niche

26 Apr 2021

Contributed by Lukas

Colin and Brent discuss opportunities in micro-pe and picking our niche.Reach out to Colin Keeley and Brent Sanders on Twitter with any feedback. Sell...

Track Records, Deal Examples, & Business Coaching

19 Apr 2021

Contributed by Lukas

Colin and Brent discuss opportunity in niche SaaS companies, avoiding analysis paralysis, and tactics to be present in life.Reach out to Colin Keeley ...

Setting up a Private Equity Firm

12 Apr 2021

Contributed by Lukas

Colin and Brent discuss infrastructure needed to do more deals, startup studio vs holding company talent, and exploring a permanent equity structure.R...

The One Question to Ask as a Product Owner

05 Apr 2021

Contributed by Lukas

Colin and Brent discuss continuing to improve what we do best and building out our team of contractors.Reach out to Colin Keeley and Brent Sanders on ...

Setting Up Analytics & Wrestling with Legacy Code

22 Mar 2021

Contributed by Lukas

Colin and Brent discuss how to treat customers on old plans, measuring what matters, the beauty of Stripe.Reach out to Colin Keeley and Brent Sanders ...

We Bought Blinksale, a Profitable B2B SaaS!

15 Mar 2021

Contributed by Lukas

Colin and Brent discuss why we bought Blinksale, concerns on the deal, and the plan for more acquisitions.Reach out to Colin Keeley and Brent Sanders ...

Closing our First Micro-PE Acquisition

08 Mar 2021

Contributed by Lukas

Colin and Brent discuss sourcing the first deal, timeline on diligence and closing, and managing the transition. Reach out to Colin Keeley and Brent S...

Negotiating a Micro-PE Acquisition

01 Mar 2021

Contributed by Lukas

Colin and Brent discuss indemnification and liability caps, starting with a business coach, Roam & daily journalingReach out to Colin Keeley and B...

AngelList for Acquisitions and Automation Sprints

15 Feb 2021

Contributed by Lukas

Colin and Brent discuss the messy market of small acquisitions, standardized docs for transactions, automation & design sprints.Reach out to Colin...

OnlyFans & Business Coaching

08 Feb 2021

Contributed by Lukas

Colin and Brent discuss the opportunities around OnlyFans, business vs athletics coaching, mentors and therapy.Reach out to Colin Keeley and Brent San...

Micro Private Equity and SBA Loans

25 Jan 2021

Contributed by Lukas

Colin and Brent discuss the SBA loan process, micro private equity, and management after purchasing.Reach out to Colin Keeley and Brent Sanders on Twi...

Nootropics, Fractional Employees, & Clubhouse

18 Jan 2021

Contributed by Lukas

Colin & Brent discuss nootropics, fractional employees, & ClubhouseReach out to Colin Keeley and Brent Sanders on Twitter with any feedback. P...

The Most Efficient Business We Use

11 Jan 2021

Contributed by Lukas

Colin and Brent discuss the story of BuiltWith, working with a VA, building, boting, or buying.Reach out to Colin Keeley and Brent Sanders on Twitter ...

2020 Year in Review

04 Jan 2021

Contributed by Lukas

Brent and Colin discuss the popular trends we disagree with, favorite finds of the the year, and predictions for 2021.Reach out to Colin Keeley and Br...

Our VC-backed Competitor is Struggling

28 Dec 2020

Contributed by Lukas

Brent and Colin discuss the struggles of Knowable, an audio course competitor, and what that means for us and the broader audio market. Reach out to C...

Making Audio Courses Interactive

21 Dec 2020

Contributed by Lukas

Brent and Colin discuss how good transcriptions have gotten and the fun possibilities that come with it.  Reach out to Colin Keeley and Brent Sanders...

How We Build Product

14 Dec 2020

Contributed by Lukas

Brent and Colin discuss how we build product and work together. Reach out to Colin Keeley and Brent Sanders on Twitter with any feedback. Publish and...

How to Cold Email Anyone

08 Dec 2020

Contributed by Lukas

Colin and Brent discuss how to cold email anyone and get a response.- Subject lines that convert- Building targeted lead lists- Customizing emails at ...

Improving Conversion Rates

30 Nov 2020

Contributed by Lukas

Brent and Colin discuss improving conversion rates and pricing a digital product. Reach out to Colin Keeley and Brent Sanders on Twitter with any feed...

The Power of Dogfooding

23 Nov 2020

Contributed by Lukas

Brent and Colin discuss the power of dogfooding, hiring a VA in the Philippines, and getting your money back from Tony Robbins.Reach out to Colin Keel...

What's Not Allowed on our Platform?

16 Nov 2020

Contributed by Lukas

Brent and Colin discuss what's allowed on our platform and cohort based courses. Reach out to Colin Keeley and Brent Sanders on Twitter with any feedb...

Amazonification of the Audio Market

09 Nov 2020

Contributed by Lukas

Brent and Colin discuss the Audible/Amazon return scandal and our new feedback feature. Reach out to Colin Keeley and Brent Sanders on Twitter with an...

How to Get Customers Without a Big Budget

02 Nov 2020

Contributed by Lukas

How to Get Customers Without a Big Budget- Direct outreach: hyper-targeted and cheap- SEO: build top of funnel, get started early - Referrals: pay you...

Our First Coaching Customer

26 Oct 2020

Contributed by Lukas

Interview with our first coaching customer, Jackie McNamara.Reach out to Colin Keeley and Brent Sanders on Twitter with any feedback. Publish and sell...

Pricing in the Creator Economy

19 Oct 2020

Contributed by Lukas

How we are thinking about value-based pricing when we don't know our value yet. Reach out to Colin Keeley and Brent Sanders on Twitter with any feedba...

The Founding Story (Start Here!)

12 Oct 2020

Contributed by Lukas

Colin and Brent talk about what they've been working on for the past year. Reach out to Colin Keeley and Brent Sanders on Twitter with any feedback. P...