Joining an exciting new Software Rollup over PE/ Growth Equity?

G'day fellow monkeys,

Curious to get people's opinions on my situation: (1) I currently have an offer from a PE/ growth equity fund; and (2) I just also got offered (with a better title) the opportunity to be a #1/ #2 investment team hire in an exciting new software roll-up opportunity (with extremely high calibre individuals). 

(1) is the safer route: cruise in PE, have decent comp with (almost) guaranteed bonus; eventual carry, but handcuffed on timelines.

(2) is more risky, but the upside potential is unlimited. Base salary is also higher. The founding team have very ambitious plans (think $10bn+ valuation eventually). It would be more exciting (probably), and I'd be helping build from scratch with a (truly) tier 1 team.

With a view to eventually be an entrepreneur one day, (2) seems more logical. Assuming the equity package was sufficient, the upside is much larger than cruising in PE for the next 3-5Y. But then again, PE offers a stable role and potentially more flexibility with eventual exit opps.  

What are people's thoughts on this? Anticipating 99% would say (1) given this forum but maybe I'll be pleasantly surprised. Thanks y'all 

36 Comments
 

Very fair point - thanks. I think this is particularly true in the US. In Europe, less so (which is where this will initially focus). The strategy/ focus is vertical (in a huge market) and they appear to (genuinely) have a first mover advantage (yes, actually [as far as I have been able to tell from research])

 

Economics are shittier in PE in Europe, roll up space is less saturated than in the US. If you have people with a good sourcing thesis/engine than go execute for them and have real upside rather than at a random PE fund with a European waterfall that takes 10 years to pay carry on 1.5x gross performance because they had the misfortune of investing in Europe

 
Most Helpful

I've worked in growth for the past 5 years and have gone pretty far on a few of these roll-up opportunities.

Based on what you said, the latter seems a bit more appealing to me if (and only if) you believe in the underlying thesis. If they're purely doing a multiple arbitrage math problem (i.e. we buy these things for 3x ARR and trade for 8x ARR), as people have said it's tougher to stand out and differentiate either to sellers or to the capital markets more broadly. 

If there's something thematic -- i.e. there's a common strategy they're doing across assets (e.g. Fullsteam, which is Silver Lake + Aquiline, acquires businesses they can add payments to) or if they all serve a common end market and you're trying to create a unified toolsuite for a buyer (e.g. Tribute which was PSG => Vista and was a rollup for funeral home software) those have proven to be really interesting and valuable.

Finally, I'd gently push back on your comment on PE being better for stability + exit ops. On exit, it wouldn't be straightforward to go to PE from the roll-up, but if your goal is to eventually pursue entrepreneurship, being in an operating company will likely be much more multifaceted, to the extent you'll get exposure to the assets you acquire after a deal process. There are A LOT more seats for somebody who is a utility player / business athlete with M&A experience than there is for a pure M&A guy. Also keep in mind "cruising for 3-5 years" in the PE world isn't a given... if you aren't producing, you aren't going to get the VP bump, and even Senior Associate may not be guaranteed at your shop. 

 

Thanks for the insights, very helpful.

As for your point on strategy - this is the most important and final thing I'm diving into so I can get full conviction on the thesis/ strategy. So far, it seems that it is moving far beyond a simple multiple arbitrage play, but there's some last confirmatory work to be done on this.

On exit ops: I 1000% agree that moving back into PE would be tough; but in entrepreneurship/ VC/ potentially growth (depending how well things go), this isn't such a long shot.

 

(1) 2.5Y of mid-market buyout experience

(2) PE/ growth hybrid shop w/ $250-500m AuM

(3) Lots of Tier 1+ (top 0.1%) experience (both investing and operating)

(4) Can't share too much beyond what is already in the thread

 

Take the PE firm and then switch over to the roll up in 1-2 years. Getting principal investing experience opens up a LOT of opportunities and unfortunately roll up experience isn’t viewed as being the same thing. I hated PE and left it after my associate years for corp dev, but it was absolutely invaluable and highly differentiated experience. Ex IB guys in corp dev / roll ups are a dime a dozen, but people with real PE experience are much more highly sought after. 

 

I would agree here, though the upside potential on equity by then wouldn't be attractive vs. potential carried interest at a PE fund. Because I'll be first 5 FTE hire, the equity component is extremely attractive. It's basically all upside from joining, assuming the company doesn't die... 

 

Yeah I guess... what I would recommend you keep in mind is that the "upside" in any private illiquid investment is usually pretty uncertain and will take literally years for it to come to fruition in the best case scenario. I would personally recommend you focus on picking the role where you can do the most skill building and credentialize yourself over chasing upside. There will always be opportunities like this in the future that you can easily find. PE backed roll up jobs are a dime a dozen candidly, especially if you have prior PE investing experience.  

If you focus on making yourself as qualified, experienced, and credentialed of a candidate as possible, there will be a lot of very very interesting and attractive opportunities open to you in the future. The most highly qualified candidates are constantly being shown "once in a lifetime" opportunities.  

 

What are responsibilities and how does comp work at these software platforms?

 

Here's the problem. PE is really not a marketable skill in the real world of business. What function would you sit in at a real world company? Finance? Great, welcome to the back office! Unless you are at a PE-backed portco, finance is a back-office function. Strategic finance is a joke. It is a title made up to hire bankers and ex-PE people. Corp Dev? Okay, fine, but unless you are at a super active acquiror, you're in a support role to business leaders.

The longer you stay in PE, the harder it is to leave and find a decent job that you can enter at a reasonable level. Also, your ego gets to big to work for some dummy CFO, but you are also not qualified to be a CFO, given you have literally never managed anybody but a hyper-motivated Harvard undergrad associate. Also, your knowledge of actual accounting is probably a lot weaker than you think.

Given the current state of affairs, the roll-up is a no-brainer. You're actually going to get experience, lead teams, solve real problems, and be exposed to operators. 

 

Hi I know it's been a while since you posted but are you open to DM? I'm applying to b school and raising a fund for a software roll up is one of my top 2 post-MBA goals and looking to learn more about the space. Thanks

 

Sounds like your mind is already made up you obviously hold the rollup opportunity in high regard and are excited by the idea of it- you should do what excites you! 

That said I will caveat that I've spent some time recruiting this past year (ignore my title I've done 2 years in software buyouts) and have seen a lot of these software rollups both in terms of job opportunities and just generally in the wild (ranging to small cap publics trying to copy constellation to hundreds of private ones and everything in between including a bunch of random funds trying to do services rollups and add tech/AI to them). 

Truth is that even small cap vertical software has become fairly efficient and unless you really plan on rolling up your sleeves and helping to grow/run these businesses it's hard to make money just from arbitrage. The market for low-touch winners has rapidly depleted over the last 5-10 years. Even if you do come away thinking that these guys have some sort of angle I want to emphasize that you should seriously evaluate the amount of operating resources these guys have or you're going to be stuck with being the CFO/CRO/and head of HR for 5M ARR shitcos in the middle of nowhere.   

 

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