I’m going to keep the service/product private, since the success of this really depends on being the first [good] player in a specific geographic area—SvRex, I’ve already picked your brain on the specific topic, so please don’t disclose what it is I’d be going into. The groundwork has just started to be laid for this, and it is only in the extremely rudimentary planning stages right now. There are a lot of pieces that need to fall in place correctly for this to happen, but at this point everything is pointing in the right direction.
My brother is planning on starting a business in the next 2-5 years with another person. I want in, and have expressed interest, and so far have been met with support from relevant parties (including my wife). My brothers potential partner (“Ron”) in this hasn’t been informed of my interest yet; that is one of the pieces that needs to fall into place—he both needs to approve of me joining in, and I will not join my brother without Ron whom I consider essential to the endeavor. So this could all be irrelevant.
Whatever happens, I will not need to go all in in the sense of selling everything, mortgaging the house, etc. That being said, it will not be an insignificant investment on my part, as I will likely need to sell the Miata (if it is still around) and take out my Roth IRA contributions (penalty and tax free—this is only about 10% of my total retirement savings, and I’m only 27).
The business is part retail, part wholesale. Ron has launched and helped launch numerous successful and unsuccessful businesses in this field, and has been in the field off and on for 15 years (he’s 30). I’ve studied him online (blogs, podcasts, his website, etc.) and have sold myself on him being among the premier minds in this space—he’s both the sales guy, and the big picture guy. My brother has been in this area for about a year working for Ron in another of his startups, and quickly went from errand boy to assistant manager of the store. I have full faith in him to run the day to day operations. I am learning what my brother has been teaching me over the past few months, but realistically I’d leave the decisions regarding the product to them—I’d be more of the spreadsheets/bookkeeping/financials type of guy (EDIT: And janitorial, maintenance, E36 M3-grunt work type of stuff).
There are four general ways that this could go:
- I quit my job and go all in; this will be my full time job (est. 90-100 hours a week)
- I do not quit my job, but take this on as a part time job doing the “bookkeeping” stuff that doesn’t need to be done during normal working hours (est. 30-50 hours a week)
- I do not quit my job, and am a silent investor (and I could lose everything, same as both of the above)
- Business doesn’t come into fruition/I’m not involved
What advice/anecdotes/words of wisdom do you folks have here? Warning stories about quitting the corporate life to run a business? Warning stories about going into a business with partners instead of all in yourself? Success stories? The same as a silent investor instead of active participant? I’ll be meeting with my brother and Ron within the next few weeks informally to discuss this and see if we want to take it further with me or not, but I want to get the hives thoughts before we get there.
Note: My brother and I have worked together in two “jobs” in the past—one was our own “business” in which we basically just coordinated who’s lawns we were mowing and who’s driveways we were shoveling—and the other was as caddies, including in somewhat supervisory roles. We work very well together. He is probably the only friend I would ever consider going into business with (other than my wife). I have seen firsthand within our extended family siblings who have ruined their relationships while building a successful business together, siblings who have tanked businesses while maintaining relationships, and siblings who have tanked both. I’m well aware of potential mines that we could step on if we go into business together, both personally and professionally, but welcome your thoughts on it nonetheless.