Whose Deal Is It Anyway?
Some of the hardest deals I work on are not the ones where the buyer and seller disagree. They are the ones where the buyer and seller get along well, trust each other, and want the same outcome, yet still watch the closing date slide a little further away every week.
Picture a deal like this one: A seller has spent years building a business and has found a buyer she genuinely likes. The buyer has done his homework and believes in what she built. The price is agreed, the lender is engaged, and the two of them have already had good conversations about the transition. On paper, this is the deal everyone hopes for. Somehow, though, emails go unanswered, documents that should take days take weeks, and every call (or email) seems to surface a new concern that neither the buyer nor the seller actually raised.
When that happens, the problem usually isn’t between the two people at the center of the deal, but instead it’s somewhere in the circle of people around them.
Where the Friction Comes From
Every buyer and seller brings a team to the table, whether that’s a broker, an attorney, a CPA, or a trusted advisor they’ve worked with for years. Most of the time, that team is the reason a deal gets done. There are times, though, I’ve seen friction come from inside the deal team in a few different ways. Sometimes an advisor doesn’t have much experience with a particular deal structure and moves cautiously because it’s unfamiliar. Sometimes it’s responsiveness, where a capable person is stretched across too many files and yours keeps sliding to the bottom of the pile. Sometimes, if we’re being honest, an advisor is more focused on protecting their own position in the deal than on helping their client reach the finish line.
What I notice most is what buyers and sellers do with their frustration. They vent, and they usually vent to whoever is closest and safest to talk to, which tends to be their broker, their spouse, or another member of their own team. It’s a completely human response. The trouble is that the person hearing the frustration is rarely the person causing the delay, so the conversation may release a little pressure but it rarely changes anything about the actual deal issues.
When It’s More Than a Slow Week
Not every delay is a problem. Deals have natural pauses, people take vacations, and some questions or requests genuinely take time to answer. The signals I pay attention to are more specific. The first is a pattern of unanswered calls, emails, or outreach, where the follow-ups start to outnumber the replies. The second is a deliverable that keeps slipping, where something everyone is waiting on gets pushed back again and again without a clear reason.
How much delay is too much depends on where the deal is in its timeline. A few quiet days early in the process may not matter much. Those same few days can matter a great deal when the delay touches something time-sensitive, like a document the lender is waiting on, a conversation with the landlord that needs to wrap up before closing, or a closing date that depends on one person finishing their part. That is usually the point where a slow week becomes a real risk to the deal.
One Phone Call That Changed the Outcome
A while back, I represented a buyer whose attorney was working outside his usual practice. I’m not suggesting he was a bad attorney, but it became obvious that the type of transaction structure needed wasn’t within his scope, and the deal slowed down around him. Messages went unreturned, he was absent from some important conversations, and items we needed sat much longer than they should have.
For several weeks, my buyer lightly vented to me about it. I understood his frustration, and at one point I reminded him that he was the attorney’s client. He was paying for a service, and he had every reason to expect that he was getting what he was paying for.
He decided on his own to call the firm. He didn’t argue about the work or try to tell anyone how to do their job. He simply explained that he was frustrated, that he was on a timeline, and that he needed someone who could help him get the deal done. The firm listened and moved him to another attorney who was responsive and fully engaged, and we got the deal closed.
I give that firm a lot of credit, because they handled it well, but it was my buyer’s direct conversation that moved the needle. Several weeks of venting hadn’t changed anything, and one clear phone call from the client did.
Why Your Voice Carries More Weight
When I sense a breakdown somewhere on the deal team, my first step is usually to reach out myself or try to nudge things along. Sometimes that’s all it takes. When it isn’t, I encourage my buyer or seller to reach out directly because the request lands differently when it comes from the person the advisor actually works for. A follow-up from another advisor is easy to set aside for another day, but a clear request from the client is much harder to ignore.
Timing matters too. In my buyer’s case, waiting a while to reach out to the firm made sense because the deal still had real momentum, but that changes once the delay reaches the time-sensitive elements of the deal.
The conversation itself can take two shapes. Often it’s a reset, where you let your advisor know what you need and what your timeline is, and ask them to help you get there. Occasionally, as with my buyer, it means asking for someone else to handle the work. You’ll usually know which one you need by how that first conversation goes. Either way, it works best when it sounds the way my buyer’s call did, focused on your situation, your timeline, and getting the deal done.
The Question I Ask Myself
I’m part of the deal team too, so I want to be fair about this. Every advisor, me included, can slip into protecting their own position instead of serving the deal. The question I try to keep asking myself is a simple one: Am I helping right now, or am I protecting my position?
It’s a useful question for you to keep in mind as well because you can often see the answer from the outside. An advisor who is helping keeps bringing the conversation back to your goals and your timeline. One way I try to do that is by putting the buyer and seller in direct conversation as often as I can, even when the advisors are on the call too, so the two people who built the trust in the deal stay at the center of it. An advisor who is protecting their position tends to pull the deal toward themselves instead, and over time you can usually feel the difference.
It’s Your Deal
You brought your broker, attorney, and CPA onto your team to help you reach a goal, and the best of them are glad to hear from you when something isn’t working. If your deal is stalling and the frustration keeps coming out in conversations that don’t change anything, it may be time to have the one conversation that can. It’s your deal, and you’re the client. Always remember that.








