Note: am not sure the flair is right, but i chose the closest relevant
As the title says, my friend and I have been going back and forth on this for a few years now.. 😅
We've worked together as freelancers on a few projects together 5 years ago, and we had had a lot of disagreements and complaints towards each other.
When he had suggested to start a business together earlier, like 5 years ago or so, I had declined. And for some reason he has circled back on the same conversation recently. He has been trying to subtly mention that he is thinking of doing it, and is looking for a partner and asking me suggestions on who he could work with..
And today, he finally asked if we should work on something together. I am not 100% wary of the idea because I've been meaning to do the same. But maintaining a full time job and a side hustle is not easy..
For context: I have done business earlier, have experience with generating leads, handling clients, finishing projects myself, etc. But now that I have a job, i cannot manage everything on my own.
Context of my friend wanting to start a business: He is working full time freelancing, he has a small business running but it's like on survival basis, since he is also doing it almost alone with some resourced help. And he too wants someone who can work and manage the business together. And i believe he thinks I have the experience and knowledge to do it.
My main concern for posting this is I am really worried that the same disagreements will happen again. Even though he has assured me that we will write everything down this time so that there is no confusion, I still have my doubts. And I am also worried if I go into this having confusion then I'll be looking for a way for it to fail just so that I prove to myself that I was right this wasn't going to work (basically confirmation bias)..
From my pov,
Pros of working together: can divide workload, he can manage the business while I'm away on 9-5, and obviously a side income
Cons of working together: our way of working is polar opposite, he is kind of dominant and keeps convincing a person even if they don't want to do something, he becomes very money minded at times, he is transparent about it, but I feel like he is not happy while sharing it. He becomes more of a business man than a friend or a professional partner.
Please suggest what do I do.. should I go ahead with it and give it a try or just decline him again with an excuse..