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by yowlingcat 1924 days ago
Hope you don't mind my frank opinion, but there are a lot of yellow (ostensibly red) flags in your post that give me cause for concern. You ask for a text to share with your co-founder regarding time-management and teamwork, but that presupposes that your cofounders weak spots can be ameliorated by him simply reading and applying lessons from a textbook. I think this is optimistic, to put it lightly.

As you have stated, your co-founder doesn't have much experience working in a structured corporate setting where teamwork, clean communication, planning and scheduling is expected and required. He has been a small business owner, and so he has specialized on the skills to do that. Now, it's possible that he can grow beyond that, but it's equally possible that he can't, or won't.

You don't have any evidence of his capability to break away from doing what he's been doing for a very long time, and indeed, he doesn't seem to be interested in it (you can't get him on a team discord). So that leaves you with a couple options:

1) Explain to him how what he's doing limits the business and determine whether he can be coached through his limitations. You can't just ask him. You have to provide an actual task which tests his ability to do this and gives you a concrete outcome/data point one way or another.

2) If he cannot be coached through his limitations (lack of ability or desire), determine if you can hire a report or team of reports which he can guide and which will be the glue that connects him to the team and the rest of the organization. This is an expensive and bureaucratic way to solve the problem, but if he adds enough value to the organization, it's probably the most practical solution to your problem.

3) If he cannot be coached through his limitations and it is not ROI positive to hire a team around him, you have to seriously consider whether you should separate. This may not be what you want to hear, but you have to consider this possibility. It is a common way that cofounder relationships end.

In the future, it's important to test for these kinds of incompatibilities upfront -- if you can do some kind of a small projecting or contract with someone else to test the working relationship prior to committing to essentially a business marriage, you'll be a lot more prepared to underwrite the risk of working with this other person. Best of luck.

1 comments

These are mine lines of thought as well, although I feel positive (non-rationally, I guess) about how this can develop in the future. There is just this step of the way where I want to establish a common vocabulary and structure on which we can then build. I've already seen in conversations the will for that and there is a precedent in the opposite direction with some books about manufacturing - The Goal and The Toyota Way - which was very constructive to how we talk about things.