this post was submitted on 25 Nov 2023
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Hi everyone,

31 years old, no kids.

I own a small business, and have received offers in the region of £750k. Plus cash in the business would give me a total equity value of around £900k on exit.

I started it 5 years ago now, with the dream that one day it could be sold. Well that day has come and I’m in a very fortunate position of having 3 companies submitting offers.

But, instead of feeling excitement, I feel a sense of dread that I’m doing the wrong thing. This business has been everything for me for 5 years. At points I have genuinely thought it would end up killing me and through the toughest days and weeks the thought of the end goal was often what kept me going. So not to be feeling a huge rush of excitement and relief right now is a surprise to me.

I have 2 options.

  • Exit the business and take the money. in this situation I would invest the profits in property and lead a considerably lower stress, yet comfortable lifestyle.

  • The second option is reinvest our profits and try and take it to the next level. This would invoicing recruiting, advertisement and investment in our general operations. I’d be committing to another 2 - 5 years and going back in balls deep. Obviously the risk here is we dramatically lower our profitability by doing so and fail to scale any further. I worry we may then miss what could be a once in a lifetime opportunity to sell a business for decent money.

Not really sure what I’m expecting to get by posting this, but if anyone has thoughts or has sold a business themselves, did you experience this? Did you regret it post sale? All advice appreciated.

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[–] rzrcpl@alien.top 1 points 11 months ago (4 children)

Another way would be to keep a percentage of equity in the business for yourself. Negotiate for $900k plus 15% of the business for you for example. That you you will cash out, reduce your exposure, gain new partners who will inject new energy and will have skin in the game, and you’ll stand to gain for the long term upside.

This would also allow you to pass the reigns to a new manager, and thus free a ton of time that you can use to find your next venture (I wouldn’t stay as an employee, only as a board member and advisor). The whole thing is appealing for the buyers because it signals that you have confidence in the future of the business, and keeping the founder around guarantees stability for the newly acquired company. Since you have 3 potential buyers, you can put the offer on the table and choose the one who accepts it, so this solution will even help you choose the correct buyer.

[–] mangobanana62@alien.top 1 points 11 months ago (1 children)

This is smart if he cares about the money but to me it seems he is more like emotionally attached to his business. 15% is very low to be able to call impactful changes so he needs to watch how they will change his own child into something very different either in a good or a bad way. In worst case they hire all his good employees and shut down the business.

[–] PeriodSupply@alien.top 1 points 11 months ago

I agree. Can you live with someone doing something to your baby you don't like? If you can emotionally detach I think it's a great idea. If not cut and run.

[–] The_Original_Gronkie@alien.top 1 points 11 months ago

This is exactly what I would do. Hopefully the new owner takes it to levels you weren't prepared for, and you end up making nearly the same revenue from it without working.

You're young enough that you could take a portion of the money from the sale of the business and start something new, grow that, and sell it in 5-10 years, also retaining a small equity position. Then do it again. And again.

By the time you retire early at 50-55, you could have significant passive income from multiple businesses, as well as substantial savings, stock, and real estate holdings, and have the retirement of your dreams.

[–] Sphaeir@alien.top 1 points 11 months ago (2 children)

Genuine question, how does 15% equity benefit him? Would it be through dividents or simply that he could sell his share for more down the road.

[–] rzrcpl@alien.top 1 points 11 months ago

Yes. The dividends will be a source of passive income, and the shares are an asset that can potentially appreciate in time and be sold in the future. Additionally, OP mentions a strong emotional connection with his company, and the 15% allows him a continued connection with it. As a shareholder, he could even be presented with an opportunity to buy back the business at some point in the future.

In this negotiation, it’s important to be careful about establishing terms in the shareholders agreement that will allow for the desired outcomes, such as facilitating for dividends to be distributed every year (maybe even requiring it when certain conditions are met), and that OP can sell his shares freely if he desires to do so. Perhaps negotiate a board seat so he can continue to have a voice in the future of the business, insert drag along and tag along clauses, right of first refusal, etc. The shares alone are valuable, but the terms in the shareholders agreement make them more (or less) so.

[–] rzrcpl@alien.top 1 points 11 months ago (1 children)

Yes. The dividends will be a source of passive income, and the shares are an asset that can potentially appreciate in time and be sold in the future. Additionally, OP mentions a strong emotional connection with his company, and the 15% allows him a continued connection with it. As a shareholder, he could even be presented with an opportunity to buy back the business at some point in the future.

In this negotiation, it’s important to be careful about establishing terms in the shareholders agreement that will allow for the desired outcomes, such as facilitating for dividends to be distributed every year (maybe even requiring it when certain conditions are met), and that OP can sell his shares freely if he desires to do so. Perhaps negotiate a board seat so he can continue to have a voice in the future of the business, insert drag along and tag along clauses, right of first refusal, etc. The shares alone are valuable, but the terms in the shareholders agreement make them more (or less) so.

[–] Sphaeir@alien.top 1 points 11 months ago

Thanks for the thorough reply.

[–] Degen_Checkers@alien.top 1 points 11 months ago

Love this approach