How I Used to Prepare

A call is coming this week. I have prepared for hundreds of calls. This one is different and I keep trying to pretend it isn't.

Leigh Sutton
Leigh Sutton Corporate lifer. Aspiring free agent. 4 min read
A minimalist workspace setup featuring a cup, notebook, pen, and smartphone on a wooden desk indoors.
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Saturday morning. The house is not exactly quiet, Max had lacrosse at 7:30 and Doug left with the equipment bag, but my corner of it is. The laptop is open, not for work. That is still strange enough that I notice it every time.

I have a call coming this week. The contact who responded yesterday, four-year gap, three sentences, a renewal problem spotted at a company she knows: she sent a calendar invite this morning. Tuesday at 10. Twenty minutes, her suggestion. I accepted in about four seconds and then sat there for considerably longer.


Twenty-four years of calls. I am not exaggerating. Quarterly business reviews, executive sponsors, procurement leads, escalation calls I had twenty minutes to prepare for, calls where I read the client’s most recent annual report the night before because I have always believed you can tell a lot about a company by what it says about itself to shareholders when it assumes nobody is reading carefully. I have good prep habits. Thorough, maybe obsessive, reliably useful.

The prep has a shape. You pull the account history. You build a brief, just for yourself, not for sharing, on what has changed since the last conversation, what they care about now, what you are going to listen for. You decide in advance what you want to learn, not what you want to say. The saying takes care of itself. The listening is where the actual work is.

I know how to do this. I have done it hundreds of times.

I am not sure I know how to do it for this call.


What I keep reaching for: the context document. The slide that does not exist. Some artifact that says here is what I represent, here is what I have done, here is the institutional credibility behind my name.

What I have: a name, an email address, and twenty-four years of something I cannot yet hand someone as a file.

The knowledge is still here. The credential is still here. What is not here is the frame that used to hold it, the company name in my email signature, the title on the calendar invite, the shared context that anyone in B2B software would fill in automatically before the call started. I did not understand how much of my professional authority I had been routing through that frame until it was gone. That is probably something I should have figured out earlier. I am not sure when I would have.


What I think I am going to bring on Tuesday: the renewal problem, specifically, not in the abstract. I have been watching the same thing happen across industries for over a decade. Accounts lost in the final sixty days because nobody is doing the work of reading the room. I know what that work looks like. I did it again this week, actually, in the emails I finally sent, without thinking about it as a skill. Something in her three-sentence response confirmed she recognized it too, the way people recognize a problem they have been quietly holding.

That is not a credential. It is also not nothing.

I tried writing a prep brief anyway this morning, the way I always do, just to see if the format still worked. Got two sentences in and stopped. The structure kept pulling me toward a summary of what I used to be, the title, the company, the accounts, and that is not what Tuesday is about. So I closed the document. I have a week. I will try again.


There is something I want to be careful about, which is treating this call as the test of whether the whole plan is real. It is one call. It is twenty minutes. The contact might refer me to someone useful, or she might not, or she might have someone in mind and that person might not have budget, and none of that means anything about the larger question. I know this. I have seen people collapse a good outreach strategy by treating the first real conversation as a verdict.

I am telling myself that clearly, which probably means some part of me is doing exactly what I just described.


Five months ago I wrote something like: I want to be the one who decides what Tuesday looks like.

I have a call on Tuesday. I decided to take it. I do not yet fully know what I am walking into.

That seems like a reasonable approximation of what I asked for.

Forty-nine days.