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Alex Prokofjev

Alex is the founder of Cauma Group, an investor in / adviser to serial acquirers, and the former CFO of Threecolts, a leading ecommerce SaaS consolidator

Why Bad Bunny's dating "playbook" is bad for fundraising - and other actionable insights to help you crush the rollup game

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Mar 5, 2026

Why Bad Bunny's dating "playbook" is bad for fundraising - and other actionable insights to help you crush the rollup game

Wisdom of 20+ investors in serial acquirers vs. dating tips from a Latin trap superstar

Alex Prokofjev
Alex Prokofjev
Are “HoldCos of HoldCos” Houses of Cards - or really clever capital allocators?

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Feb 20, 2026

Are “HoldCos of HoldCos” Houses of Cards - or really clever capital allocators?

Creative new ways to stretch the M&A dollar and to align buyer/seller incentives - by Constellation Software, Chapters Group and Röko

Alex Prokofjev
Alex Prokofjev
Eventbrite, Vimeo, Brightcove... Who’s next - and can you build a merger arb business out of Bending Spoons’ U.S. take-private rampage?

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Feb 12, 2026

Eventbrite, Vimeo, Brightcove... Who’s next - and can you build a merger arb business out of Bending Spoons’ U.S. take-private rampage?

Software investors are freaking out. Bending Spoons is cashed up. We’ve no idea what’s on their shopping list - so we asked AI!

Alex Prokofjev
Alex Prokofjev
The Rollup of Tomorrow Vol 12. 98% rejection rate & positively paranoid: meet Opera, a tenacious backer of Europe’s Independent Sponsors

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Feb 5, 2026

The Rollup of Tomorrow Vol 12. 98% rejection rate & positively paranoid: meet Opera, a tenacious backer of Europe’s Independent Sponsors

"We never discuss why a company is great because we see a lot of great companies. What we really focus on are the risks and what could kill a deal"

Alex Prokofjev
Alex Prokofjev
“AI-enabled rollups” are booming. How to pick the winners?

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Feb 2, 2026

“AI-enabled rollups” are booming. How to pick the winners?

The 3 types of rollups, and the skillsets required to run each one

Alex Prokofjev
Patrick Ryan
Alex Prokofjev, +1
Rollups from Hell Vol.4. Embracer: keeping game face on after 160+ acquisitions, a three-way split, and a 90%+ share price drop

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Jan 31, 2026

Rollups from Hell Vol.4. Embracer: keeping game face on after 160+ acquisitions, a three-way split, and a 90%+ share price drop

Lars Wingefors’ journey: flogging second-hand comics -> rollup billionaire -> a gaming industry’s bête noire

Alex Prokofjev
Dima Kovalchak
Alex Prokofjev, +1
The Rollup of Tomorrow Vol 11. Aspira Partners: The journey from an employee to a Fund GP - in 5 years & with an Independent Sponsor adventure in between

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Jan 22, 2026

The Rollup of Tomorrow Vol 11. Aspira Partners: The journey from an employee to a Fund GP - in 5 years & with an Independent Sponsor adventure in between

Who said the Nordics are too competitive? "If it's not a 4x MOIC, it's not a case for Aspira" - Andreas Bruzelius, Aspira CEO

Alex Prokofjev
Alex Prokofjev
Strange bedfellows or a match made in heaven? VC & “Trad PE” money is pouring into HoldCos: why and on what terms?

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Jan 15, 2026

Strange bedfellows or a match made in heaven? VC & “Trad PE” money is pouring into HoldCos: why and on what terms?

INSIDE: Deep-dives on Venmark and Raptor - new kids on the block backed by atypical investors. PLUS: How General Catalyst prices AI rollups.

Alex Prokofjev
Alex Prokofjev
6 years, 400x equity value to $500M+. The incredible story of Steer Automotive, Britain’s collision repair colossus

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Jan 8, 2026

6 years, 400x equity value to $500M+. The incredible story of Steer Automotive, Britain’s collision repair colossus

Indy Sponsor return math: $900K -> $13M. In 3 years. PLUS: What to expect from the Redeye March conference - Europe's biggest and best HoldCo gathering

Alex Prokofjev
Alex Prokofjev
These family problems aren't going away! What can we learn from the decade-long PE adventure of Stowe Family Law?

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Jan 2, 2026

These family problems aren't going away! What can we learn from the decade-long PE adventure of Stowe Family Law?

Under Livingbridge's ownership, Stowe grew 5x to become the UK’s dominant family law practice. How come the Sponsor didn't make a killing then?

Alex Prokofjev
Alex Prokofjev
The Rollup of Tomorrow Vol 10. Kaspar Companies: Guns, Saddles & Bullion - a uniquely resilient 127-year old Texas HoldCo

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Dec 27, 2025

The Rollup of Tomorrow Vol 10. Kaspar Companies: Guns, Saddles & Bullion - a uniquely resilient 127-year old Texas HoldCo

Jason Kaspar took over family HoldCo after a successful Wall St career. His views on capital allocation, the AI opportunity - and more

Alex Prokofjev
Alex Prokofjev
Private Equity professionals are leaving in droves to set up “Independent Sponsors”. What are these - and should you start one?

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Dec 11, 2025

Private Equity professionals are leaving in droves to set up “Independent Sponsors”. What are these - and should you start one?

Bonus: Indy Sponsor platform tear-down! An insurance brokerage rollup in Italy 🇮🇹 (started by a German and an Australian based out of Zurich)

Alex Prokofjev
Alex Prokofjev
The Rollup of Tomorrow Vol.8. EterniTeam: Germany’s Succession Saviour - one SME acquisition at a time

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Dec 4, 2025

The Rollup of Tomorrow Vol.8. EterniTeam: Germany’s Succession Saviour - one SME acquisition at a time

After seeing a family business struggle post-sale, Matthias Wilrich founded EterniTeam to pursue succession investing the thoughtful way. How’s he faring so far?

Alex Prokofjev
Alex Prokofjev
Do sponsorless rollups stand a chance against PE-backed rivals? And other insights from our biggest-ever Serial Acquirers Summit

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Nov 27, 2025

Do sponsorless rollups stand a chance against PE-backed rivals? And other insights from our biggest-ever Serial Acquirers Summit

Inside: War stories from 2 rollup founders with 9-figure exits. How Chapters Group keeps prices up and AI disruption risk down. Accountancy rollups beyond the hype!

Alex Prokofjev
Alex Prokofjev
Bending Spoons: the lean, mean M&A machine approaching IPO & $1B EBITDA. 4 ways in which the story can evolve

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Nov 20, 2025

Bending Spoons: the lean, mean M&A machine approaching IPO & $1B EBITDA. 4 ways in which the story can evolve

Is Bending Spoons Europe’s answer to Constellation Software? PLUS: 3 acquisition tear-downs

Alex Prokofjev
Alex Prokofjev
Teamshares wants to dominate America’s SMB succession game - but do the numbers add up? 5 observations after digging through the SPAC docs

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Nov 16, 2025

Teamshares wants to dominate America’s SMB succession game - but do the numbers add up? 5 observations after digging through the SPAC docs

Inside: Röko vs. Teamshares side-by-side. Warning: not investment advice!

Alex Prokofjev
Alex Prokofjev
Rollups from Hell Vol.3 - Thrasio: ATM for the founders with an Amazon side hustle

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Nov 13, 2025

Rollups from Hell Vol.3 - Thrasio: ATM for the founders with an Amazon side hustle

200 acquisitions + $450M “fat finger” inventory order = burn through $3.4B to generate $300M revenue. WARNING: based on claims by the Trustees of the Thrasio Legacy Trust

Pavel Prokofiev
Alex Prokofjev
Pavel Prokofiev, +1
The state of play in HoldCos, search funds, and lower middle market investing - as heard at Capital Camp / Main Street Summit

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Nov 8, 2025

The state of play in HoldCos, search funds, and lower middle market investing - as heard at Capital Camp / Main Street Summit

I flew to Missouri to attend a $6,000 conference. Was it worth it? You decide!

Alex Prokofjev
Alex Prokofjev
Rollups From Hell Vol.2 - Tiny Ltd: from Berkshire Hathaway dreams to a bombed-out internet HoldCo

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Nov 1, 2025

Rollups From Hell Vol.2 - Tiny Ltd: from Berkshire Hathaway dreams to a bombed-out internet HoldCo

Andrew Wilkinson spent a decade assembling an empire of web design agencies, Shopify themes - and the odd DJ VMS. Investors are not impressed. What gives?

Alex Prokofjev
Alex Prokofjev
Rollups From Hell Vol.1 - Storskogen: the arsonist in Sweden’s Holy HoldCo Forest

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Oct 30, 2025

Rollups From Hell Vol.1 - Storskogen: the arsonist in Sweden’s Holy HoldCo Forest

How to grow revenue 20x in 5 years, almost go bust & attract Thrasio level notoriety

Alex Prokofjev
Alex Prokofjev
34x growth in 14 years & a $3B+ exit to Blackrock. Meet Preqin: the private markets data compounder

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Oct 24, 2025

34x growth in 14 years & a $3B+ exit to Blackrock. Meet Preqin: the private markets data compounder

How to sell to Private Equity without selling out to Private Equity. PLUS: a longtime BDR that made $11M

Alex Prokofjev
Alex Prokofjev
Hold It - Don't Drop It - Don't Stop It! Why Long Term Hold is this decade’s hottest investment trend

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Oct 9, 2025

Hold It - Don't Drop It - Don't Stop It! Why Long Term Hold is this decade’s hottest investment trend

Inside: the most elaborate carried interest formula you’ll find on the internet

Alex Prokofjev
Alex Prokofjev
<3 years, a €525M exit, 10x sponsor MOIC. We X-rayed Simago, the radiology rollup that galvanised the French rollup mania

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Sep 25, 2025

<3 years, a €525M exit, 10x sponsor MOIC. We X-rayed Simago, the radiology rollup that galvanised the French rollup mania

OUI à la financiarisation du système de santé! 🩻 🇫🇷

Alex Prokofjev
Alex Prokofjev
AI rollups are real - but so is the hype surrounding them! Insights from our debut “AI in Rollups” Deal Summit

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Sep 12, 2025

AI rollups are real - but so is the hype surrounding them! Insights from our debut “AI in Rollups” Deal Summit

Inside: Dwelly, Unaric, Ralph...more Hawk Infinity!

Alex Prokofjev
Alex Prokofjev
Missed out on crypto, tempted by AI rollups? 2 leading VCs explain the latest craze - and why it’s here to stay

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Sep 4, 2025

Missed out on crypto, tempted by AI rollups? 2 leading VCs explain the latest craze - and why it’s here to stay

Jokes aside: a primer on which industries are ripe for AI rollups - and how to market yours to VCs

Alex Prokofjev
Alex Prokofjev
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