What I Left Myself

Today is October 14. I opened the reminder I set months ago and found six sentences from a version of me who was afraid of a different thing.

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.
Photo by Markus Spiske on Pexels

Today is October 14.

The reminder opened to six sentences. I wrote them in May, when I was doing the backward map and trying to give the plan some internal checkpoints that did not depend on anyone else. The sentences were direct and a little blunt in the way you are when you are writing to yourself with no witness:

October 14. You should have at least two conversations with real potential clients by now. Not exploratory emails. Not follow-ups to follow-ups. Actual conversations, where someone asked a question and you answered it. If you don’t have those yet, today is the day to start. Not tomorrow.


I have had more than two. Five, if I count only the ones where professional weight actually changed hands. There is a log. I built it, I maintain it, I am the only person who reads it. I open it some mornings the way I used to open the work dashboard, out of reflex rather than because I think anything will have changed.

Here is what I did not expect: passing your own six-month-old check-in does not feel like evidence.

I thought it would. I thought I would open the reminder, run the count, and have something clean to show for it. What I felt instead was something closer to embarrassment. Not for failing. For how little the criteria captured. The person who wrote those sentences in May was protecting a future version of herself from the thing she was most afraid of at the time. That thing was not taking any action at all. Not sending anything. Just circling forever in spreadsheets and research, making myself feel productive while not doing the thing.

She protected me from that. I did not circle forever. I started.

She did not, and could not, protect me from this: having five conversations and no signed client yet.


I want to be careful about how I say the next part. That is not a failure I am cataloging. It is just accurate. Five conversations is not nothing. One closed with “I will think about who I know.” One produced a referral name I have not worked yet. Marcus has my follow-up from two days ago and still has not responded, which could be professional timing or something I am not ready to name.

But the May criteria were about whether I had started. I started. And I am sitting here on October 14 understanding that the hard part was not the number of conversations. The hard part, the thing I could not have set a reminder for, was having the first one without institutional backing. Walking into the conversation as just me, with no company name to hand over as a credential, no badge to set on the table and let do some of the work. That is the one I could not have named in May.

You cannot write a reminder for the thing you do not yet know to be afraid of. That is what the reminder could not do for me. It got me started. It could not get me to where I am now, which is past the start and inside the part that has no prior map.


Twenty-five days out. The first month ends in five days. I wrote to the stranger yesterday that I was still working on the fear-of-the-first-month post and I meant it. I cannot write it yet because I am not on the other side of it. I am still in it. I have five days.

The document sentence is still not written. I keep returning to that gap and not being able to name why I cannot close it. I thought the October 14 reminder might help me locate something, and in a small way it did, but not the sentence. It just confirmed that I have done the specific things I said I would do and now I am in the part where doing the things is not enough information yet. The information is still arriving.

The contact log has four entries. Marcus has not written back.

I am going to let October 14 sit before I decide what it means. That is not my usual move. I am someone who accounts for things quickly and then moves. But I wrote that reminder six months ago for a version of me who needed different help, and I do not want to close this one the same way. Not today.