Questions founders actually ask

The things you'd ask us on the second call, answered upfront.

Most of the questions below came from founders we've actually talked to. If yours isn't here, email Mike — we'll answer it and probably add it to this page.

Is this the right home for my company?
Fit questions — should we even keep talking?

Structure. A PE fund raises capital from outside investors who expect it back, with a return, within 4–6 years. That clock forces every portfolio company onto an exit timeline whether the business benefits or not.

Waverock is a holding company, not a fund. When we buy a company we plan to own it indefinitely and let it compound. We measure success in 10- and 20-year revenue and earnings, not in markup on a sale sheet.

A strategic buyer typically wants your customer list, your ARR line, and maybe your product IP — and then integrates you, retires the brand, and consolidates the team. The deal is often lucrative; the business, as a standalone thing, goes away.

We keep your brand, your team, and your product roadmap intact. The company still exists a year after close. Your customers still know who to call.

Searchers are often excellent operators — but they're typically buying one company, on their own, with a small check and a lot of personal risk. We have a bench of operators who've run software companies before, shared services ready on day one, and the balance sheet to invest in product and GTM instead of worrying about next quarter's covenants.

Some of the best software companies we've seen were bought by searchers and then outgrew what the searcher could offer. Waverock is built for the "what's next" after that stage.

No. We care far more about durability than about growth rate at the point of acquisition. A profitable, sticky, slow-growing business in a niche we understand is a great fit. A 40%-growth business burning cash is not.

Specialty healthcare, field services, public sector, compliance and regulated industries, logistics and supply chain, education administration, legal tech, and adjacent B2B niches. We've done deals across those and expect to keep doing them.

The honest answer: we care more about the shape of the business (vertical, sticky, niche) than the specific industry label. If your software is load-bearing for the people who use it, we're probably interested.

Very rarely. Our operating footprint and shared services are built around North America. We've made exceptions for clearly excellent companies, but they are exceptions — not the norm.

What does the deal process actually look like?
Process questions — what happens between first email and wire.

30–45 minutes with Mike. No NDA at this stage, no financial diligence, no commitment in either direction. We'll ask you about the business, you can ask us anything you want. If it feels like a fit on both sides, we'll schedule a second conversation and bring in more of our team.

Typically 4–8 weeks. We like to talk 2–3 times before we put pen to paper, visit your office, and meet your team. Some of the best deals we've done took longer; we're patient when patience is warranted.

90 days is our target and our track record. We run a tight, prioritized diligence process: tech, customer, financial, legal, and a short operating review. We don't boil the ocean or grind you to exhaustion. The deal you sign is the deal that closes.

No, as a matter of principle. If diligence surfaces something material that genuinely changes the business, we have an honest conversation about it. But "we found a reason to chop the price at the last minute" is not how we work — and every founder we've ever bought from will tell you that.

You don't need to, and most of our deals are done without one. If you want a banker for advice or process management, we're perfectly comfortable working with them. We're not trying to back-door you — we just want you to know that the cost of a banker is often a meaningful percentage of your proceeds, and for a single-bidder direct process, it's often optional.

Yes, as soon as we move past the first call. For the introductory conversation, we're comfortable talking at a general level without paperwork — many founders prefer that so they can test the waters first.

What does my life look like the day after close?
Life-after-close questions — the ones that matter most.

Yes. We don't rebrand portfolio companies or roll them up into a parent identity. Your customers, your team, and your market still know you by the name you built.

Not unilaterally, and not as a first move. Our default is: the team that got the company here is the team that gets it to the next level. If specific gaps emerge — we need a VP of Engineering, the CFO is retiring — we'll help recruit. Surprise reorgs are not something we do.

Only if you want to. We've kept founder-CEOs in the seat for years after close. We've also helped founders hand the role to a GM or outside CEO on a 6–24 month transition. And we've had founders step to the board or to an advisory role at close. All three are fine — we'll structure around what works for you.

Light by design. A monthly package (P&L, cash, key operating KPIs) that we build with you and that usually takes an hour or two to produce. Four board meetings a year with a shared dashboard. Direct access to Mike and Brian between meetings when you want it.

No. Shared services are available — finance, HR, legal, cyber, recruiting, M&A — and many of our portfolio companies use most of them. But if your finance team is great and your controller has been with you for fifteen years, we're not going to rip that out. We supplement, we don't replace by default.

We talk about it. The board is the forum for actual strategic decisions, and on most questions the operator's view is decisive — you know your customer and market far better than we do. When we disagree, we say so, clearly, and we work it out. We've never had a decision collapse a working relationship.

How does the structure and the economics actually work?
Structure questions — the parts that most buyers don't explain until diligence.

An EBITDA multiple adjusted for growth, retention, and mix. We try to be straightforward about the number: we'll tell you what we see, why we see it that way, and what would move it up or down. Most of our deals price in a range that feels fair to a seller who has talked to other buyers.

Typically ~75–80% cash at close, 15–25% rollover equity into the new structure, and very limited earn-outs. We generally don't love earn-outs because they create perverse incentives in the first year of ownership; if we use one, it's small and mechanical.

At close, you take ~80% of your equity off the table as cash. The remaining ~20% converts into equity in the post-close company. When the company is worth more 5, 10, 15 years from now, that stake is worth materially more — and that's your second bite.

Often yes, depending on how the transaction is structured and your specific tax situation. When the acquired entity qualifies as a C-corp under Section 1202, founder rollover equity held 5+ years can be eligible for substantial (often 100%) federal capital gains exclusion on the next liquidity event — a meaningfully better tax outcome than the original sale.

We structure many of our deals with QSBS eligibility in mind. Talk to your tax advisor about your specific situation; we'll give yours the information they need.

Conservative by industry standards. Typically 2–3x EBITDA, from relationship banks, with covenants that leave operating room. We're not trying to dividend-recap the company or squeeze every basis point — we're trying to make sure the balance sheet supports the business we want to build.

Yes. A portion of post-close equity is reserved for the team — typically 5–10%, depending on the company's size and structure. The specifics are worked out with you and tailored to who's contributing what.

Our default plan is to never sell. If something genuinely unusual forces the question — a once-in-a-generation strategic offer, for example — you, as a rollover holder, participate in the outcome on the same terms we do. We're aligned by design.

Didn't see your question? Ask us directly.

Mike reads every email. Most questions get an answer same-day, and if we think it's a question other founders would want to see, we'll add it to this page.

Email Waverock info@waverocksoftware.com