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Ask HN: Texts to share with my co-founder re time-management and teamwork?

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Ask HN: Texts to share with my co-founder re time-management and teamwork?

#1
tldr; Looking for articles or books about teamwork and time-management between founders in a startup environment to share with my co-founder who has never worked in a team or in any structured job in his life.

The business is physical business with production facilities, that exists for 6-7 years. During this time it hasn't grown but has always supported its owner financially. I've always helped a little bit with communication and marketing but not too much because there was lack of execution on the other side. Last year we agreed that together we can make this thing grow and I joined as partner.

His profile: for his whole life he was always a business owner, mostly in production and printing. Loves making things with his hands, hobbyist woodworker. Not very digital - has a smartphone but you can't get him on a team discord for example. Lacks any organisation skills which is always compensated by the people he hires.

My profile: 17 years of digital communications & martech. Worked in corporations, NGOs and startups. Started & failed a few businesses, always with a partner, never alone.

The issue that I have is that my work experience makes me expect certain things to be true - that we all have a common agreement on how things work, how we manage our time and mutual tasks, how we sync priorities and so on. And in this case I am always hitting a stone. My first reactions were a little bit patronising, where I go into "explain management" mode and although I am getting some things through I feel that it is not an effective method cause it is slow and also external for him, leaving the agency and responsibility to me.

So I am looking for something that would describe the co-founder dynamics, co-management, syncing, time-management and so on. I want to just give it to him as a recommended read and then we will have some basis on which to build and discuss, an external authority and structure of things, that is better than my own experience.

(Edit: the intention of giving a text is establishing a common ground of basic terminology and knowledge on the topic/s over which then we can have conversations and sync our intentions. My problem until now hasn't been so much total denial for cooperation but more of a lack of common language to facilitate this. So, no - giving him something to read would not be accepted as patronising, he would gladly accept. The alternative is long lectures from me and I don't think I am so well prepared or structured.)

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#3
You are assuming he will go to the trouble of reading these texts because somehow being given textbooks about how to work with other people is less patronizing? As gently as I can, I want to suggest that this might not be a realistic expectation.

You don’t go into a lot of detail except to say that you hit a stone. The first thing that comes to mind is that he is literally stonewalling you — this is a term that describes a dysfunctional emotional tactic in relationships.

I don’t think you have a knowledge problem. You have an emotional and relationship problem, which is far more complex, and requires different tools and skills. For some people, for example, they shut down (and stonewall) when the task at hand or the area under discussion overwhelms them, or makes them feel inadequate, or mirrors something from their childhood, or or or — the possibilities are literally endless.

I’m going to assume you didn’t sign up to be this guy’s therapist. But if he’s not meeting you halfway in trying to engage with these issues, even by just acknowledging that these are issues, you have to find some way to speak to that.

I’m hoping other people have more specific advice for this situation, because my advice would be not to go into business with someone who doesn’t have the emotional regulation skills to handle failure with growth. (And stonewalling is absolute a sign of a lack of regulatory and relationship skills.) but correctly identifying the problem is probably the first step.

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#4
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.

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#5
You don’t need a book; you need to find one tiny example/experiment where putting in place a simple, visual information system will make things better according to them.

Then, build from there. You’re not going to get him to make a large change to, from his perspective, accommodate your need for structure.

Get a small whiteboard and make some kind of magnetic status system for jobs or whatever. Nothing that uses a single transistor or has a manual to explain it.

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#6

You are assuming he will go to the trouble of reading these texts because somehow being given textbooks about how to work with other people is less patronizing? As gently as I can, I want to suggest that this might not be a realistic expectation. You don’t go into a lot of detail except to say that you hit a stone. The first thing that comes to mind is that he is literally stonewalling you — this is a term that descr…

The stone that I hit is mostly based on different backgrounds - for example for him the concept of divorcing time from money comes in the beginning of the business, as business and life are not two separate things in his life. Having said this - he is willing to learn, but I am not the best teach that can lay so much foundations.

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#7
post #6

You are assuming he will go to the trouble of reading these texts because somehow being given textbooks about how to work with other people is less patronizing? As gently as I can, I want to suggest that this might not be a realistic expectation. You don’t go into a lot of detail except to say that you hit a stone. The first thing that comes to mind is that he is literally stonewalling you — this is a term that descr…

The stone that I hit is mostly based on different backgrounds - for example for him the concept of divorcing time from money comes in the beginning of the business, as business and life are not two separate things in his life. Having said this - he is willing to learn, but I am not the best teach that can lay so much foundations.

> I am not the best teach that can lay so much foundations.

To echo a point from my other comment, if there is so much in terms of foundations that is missing, do you think maybe you should be reconsidering whether this person is the right cofounder for you?

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#8
1. You are not a founder. A founder is there at the beginning...when the company is founded. You are a business partner. It's a very different dynamic. The business is a machine in your eyes and a child in your partner's.

2. Are you sure your partner actually wants the business the grow? Sounds to me like you are treating a lifestyle business like a corporation. You are swimming against the tide.

I would hire somebody else who can deliver in the way you expect them to and let your partner keep doing what he's doing at his pace. Build the business around him.

Or...you know...stop wasting your time trying to scale a lifestyle business.

Re: Ask HN: Texts to share with my co-founder re time-management and teamwork?

#9
post #2

No, that's like giving your wife a book on weight loss, the onus is on you to triple the sales and then the hobbyist starts wondering how his going to get that done.

I think it is more like him giving me the book The Goal by Eliyahu M. Goldratt (which was great and opened my eyes a lot) and me returning the gesture. On the other thing - I've just 2.5x-ed the sales now but we are working out together how to scale production. So I am looking on ways to optimise our relationship.
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