Guides & How-Tos

The First 90 Days After Buying a Small Business

Joshua Thacker6 min read

Every closing announcement in a buyer community reads the same way: purchase price, multiple, DSCR, a wall of thank-yous to advisors. Then, usually, silence.

The follow-up post, the one about what week 2 actually looked like, almost never gets written. I read a lot of these closing threads (it's part of how I track what's actually happening in this market, beyond whatever the broker listings say), and underneath the celebration there's a pattern that repeats almost every time. The first 2 to 3 weeks of ownership are almost entirely logistics, and almost nobody budgets for that stretch going in.

The logistics wall

One buyer, writing up lessons for the searchers coming up behind her, put a checklist to it. Before you try to run the business, you need to:

  • Get access to every account and password
  • Re-route incoming payments to your own bank account
  • Sign new contracts with employees, vendors, and customers
  • Stand up new payroll
  • Transfer the phone plans

I've seen versions of that same fire-hose feeling from buyer after buyer in the weeks right after close. One buyer closing on a plumbing company called it drowning in paperwork. Another called it a genuinely good kind of overwhelmed, the sort where you're underwater but glad to be there.

The fix that keeps surfacing in these threads is simple to state and easy to skip at the time: get the seller to stay on and run the place for the first few weeks, sometimes longer, while you handle logins, payroll, and everything else that has to move to your name. Almost nobody plans for this at the LOI stage. Everyone's attention there goes to price and multiple. Who's actually answering the phone in week 1 barely comes up.

It's an easier ask than most first-time buyers assume. Most sellers in these threads are already sticking around for some kind of transition period anyway, whether that's a few weeks or most of a year, so asking them to keep the lights on a little longer while you sort out logins and payroll usually isn't a hard conversation.

The cash trickle

This deserves its own post (and it'll get one), so the short version here: if the seller kept the accounts receivable, which is the default in most deals, your revenue doesn't start flowing to you on day 1. Invoices sent under the old owner get paid to the old owner. New revenue takes 2 to 3 months to show up in any real volume, sometimes longer, depending on payment terms.

Part of why is just how invoicing works. Payment terms on existing invoices can run anywhere from net 15 to net 90, occasionally net 180, and none of that money is new money you generated, it's the old owner's work finally getting paid. Good billing habits on your end don't speed that up.

Lenders build around this. Multiple buyers describe post-close liquidity requirements landing somewhere around 8 to 10% of the loan amount, on top of whatever you already put down, and the exact number seems to move with your down payment: closer to 10% on a lighter down payment, more like 5 to 10% on a heavier one. I've watched more than one buyer describe the first 90 days as basically a liquidity and cash-discipline exercise, especially in deals where the seller ended up carrying most of the financing and the bank's own exposure was small.

What you actually inherit

Buy a 40 or 50-year-old business and you inherit whatever system the previous owner trusted. Legacy owners trust paper.

I've read more than one post-close account where the books were kept by a family member on desktop accounting software, nothing in the cloud, everything on paper. The new owner's day-2 reaction was almost word for word the same each time: head spinning at how manual it all was, but the underlying business was excellent.

Digitizing that mess, quietly and without breaking anything the staff already relies on, tends to be the real year-1 project in a legacy business. It's not on anyone's 100-day plan slide. It has to happen anyway, before any of the growth ideas from the CIM turn into anything real.

It also explains why quality of earnings drags on longer than buyers expect going in. When nothing is digitized, every financial document has to be extracted by hand, and that same slowness follows you straight into ownership. You inherit the extraction problem along with the business.

People before plans

The buyers who write the calmest post-close updates almost always did their retention work before close. Employment agreements for key managers and license holders. Performance bonuses. Phantom equity for a manager who needs a real reason to stay past the transition period.

In one deal, the buyer had a general manager's performance bonus and phantom equity package fully structured before the purchase agreement was even signed.

In another, the buyer negotiated a multi-year agreement to keep operating under the seller's professional license rather than hand equity to a second license holder just to keep that person in the building.

A different seller, on his way out, prepaid an employee's bonus out of his own proceeds, wanting to see his people taken care of before he left.

None of that shows up on a slide. It shows up in the conversation with the team on day 1, which matters more than the plan itself.

Every post I've read that mentions a good kickoff meeting with staff on day 1 turns into a calm update three months later. I don't want to oversell that, it's a small sample, but the pattern holds every time I've seen it.

Plan to actually be there for it, too. More than one owner in these threads describes expecting, even relocating, to be physically present at the business for the first year, no matter how simple or well-managed it looked during diligence. The semi-absentee version of ownership, the one a lot of buyers are picturing when they start searching, is a year-2 conversation at the earliest.

The easy wins

Some wins in the first 90 days don't take much at all. One buyer found the sales team he'd just bought had never operated under any kind of commission or incentive structure in the company's entire history. Building one was, in his own words, the lowest-hanging fruit in the whole deal.

That's usually where the fastest wins live in the first 90 days: the obvious gap the previous owner never had the time, or the reason, to close. Worth walking in already looking for that gap, rather than waiting on a 100-day plan to point you at it.

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