this post was submitted on 30 Nov 2023
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Hey guys, I have recently sold my business for multiple 6-figures (between 100k and 500k) and now I'm feeling lost and almost a bit depressed.

I always thought that exiting a business would bring me joy but it was almost the opposite.

I find myself in a strange situation where I have enough money not to have to work for a bit, but not enough to retire, and at the same time since I don't have any new money coming in, I found myself becoming extremely frugal.

I tried starting new projects but I often find myself getting discouraged because the project doesn't start working right away. Additionally, since I'm venturing into something new that I've never done before, doubts start creeping into my mind.

Alongside these doubts, there is also the fear of investing a significant amount of money into this project, and after seeing it fail finding myself in the same financial situation I was in before the exit.

Can any of you relate to this situation? Do you have any suggestions?

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[–] tml19monkey@alien.top 1 points 9 months ago
[–] warbuspie@alien.top 1 points 9 months ago

I could sell my business now but I need the income.

Why did you sell if you didn’t have a plan for what comes next?

[–] optimaldt@alien.top 1 points 9 months ago

How much was the business clearing p.a.?

[–] gallivanter_bshaw@alien.top 1 points 9 months ago (1 children)

You shouldn't have fear or anxiety to start again.

You have done it in the past, might take time to kick off but will happen

Maybe the new idea might be for a wider cause

[–] Emerson_NBS@alien.top 1 points 9 months ago

You are right, I think that the problem is that I'm trying to do something completely different from what I used to do and this gives me anxiety because I don't know if I'm moving in the right direction or if I'm wasting my time doing something that was doomed since the beginning.

I should probably do something similar to what I was doing before but improve it.

For example, having more traffic sources or multiple monetization strategies.

[–] MrKeys_X@alien.top 1 points 9 months ago (3 children)

Getting to your goal > achieving your goal. What you're going thru is pretty common., so you are not alone.

How long ago have you sold the company? And when does the non-compete ends? In what market? Maybe you can re-entree the market from another angle, so that you can build on your previous network and momentum.

Put 60% into savings and/or a safe investment heaven. And use 20% as starting money for your new venture. Identify honestly what made the first comp. successful, and what not.

Why did your previous projects fail? Too afraid to invest?

[–] Emerson_NBS@alien.top 1 points 9 months ago

That's a really good point, I could invest 10k in the new project and see how it goes.

I think that my past projects failed because I was doing something totally different from the skills that I built with the previous project, and I wasn't giving them the necessary time to develop into profitable ventures.

Also fear of investing capital and wasting money.

[–] Gl_drink_0117@alien.top 1 points 9 months ago

Was thinking similar. After non compete he can still build similar product. WhatsApp founder built Signal and there are many others I would think

[–] Degen_Checkers@alien.top 1 points 9 months ago

Getting to your goal > achieving your goal. What you're going thru is pretty common., so you are not alone.

This hits hard every time I beat the Mass Effect Trilogy... So I guess my advice to OP to fill the current void is to play the Mass Effect Trilogy. And then when they're done with that, start a new business to fill the void in their soul beating Mass Effect leaves. Sell that business. Rinse-repeat.

[–] Sp4m@alien.top 1 points 9 months ago (1 children)

I know it sounds silly, but making a profitable exit puts you in an elite club. Have you considered teaming up with someone for your next venture?

[–] Emerson_NBS@alien.top 1 points 9 months ago (2 children)

To be honest, I haven't considered that, but I should find somebody that I really trust and that has complementary skills to mine.

[–] Boring-Abroad-2067@alien.top 1 points 9 months ago

I would like to join u op 🤗

[–] ShyGuyMm@alien.top 1 points 9 months ago

YC Co-founder match?

[–] Business-Coconut-69@alien.top 1 points 9 months ago (1 children)

Like an RPG, life is a resource gathering game. You’ve gathered enough resources to go from zero to six figures.

You need this time to figure out how to go from six figures to seven.

Pause, take a breath, and remember that you can’t get to seven figures by solving the same problems that got you to six.

[–] RossDCurrie@alien.top 1 points 9 months ago

You must construct additional pylons!

[–] No-Star-8000@alien.top 1 points 9 months ago (1 children)

I have no idea whether these posts are made to serve some whiny sense of narcissism or people making these posts are experts are (barely) failing upward. I can’t fathom why someone would want to ask perfect strangers on what to do because they are feeling “lost and depressed”. This idea is batshit insane to me.

WTF do you think anyone would tell you here OP? This wasn’t a glamorous exit… but what were you expecting exactly?

[–] DeadlyE9@alien.top 1 points 9 months ago

Redirect your anger & watch the magic happen

[–] T_R_I_P@alien.top 1 points 9 months ago

Take yourself out of it and read your post. You’re missing the point. I think this is a very human time for you. It’s like an actor that thinks their sitcom isn’t enough then does movies and finds that’s not enough. You now know doing something valuable has its merits and benefits for mental health. But maybe take a vacation and reset. Dude. 100-500k? You fucking did it! Yeah new ventures are a new challenge but you’re more likely to succeed after succeeding once before. Be wise since you have something to lose. You don’t have to earn for a long time, start with sweat equity why not? Work wherever you want. Hit the beach after. Tackle your mental situation (depressive thoughts etc) and what you do and need to do come with ease. Don’t lose sight of the big picture. Crashes are super common when you attach yourself to a quest that is now complete. Makes you forget the world is in a constant state of flux and to accept it. You’re exactly where you need to be just take a step back and come back even harder after a reset

[–] hbdubs11@alien.top 1 points 9 months ago

Start a small digital marketing agency. You can get clients cheap and work out the kinks and then start cash flowing immediately. Pick a niche like med spas.

[–] Recent-Project757@alien.top 1 points 9 months ago

I know how you feel I sold a business of mine recently and it was sad but now I have more money to invest in my rental business

[–] Edened@alien.top 1 points 9 months ago

Why did you sell?

[–] lost_bunny877@alien.top 1 points 9 months ago (1 children)

I feel you.

After I sold my business. I was lost for 3 months. I basically could lean retire but I felt empty.

I decided to go get a job.

now I torture my manager the same ways my staff used to torture me. it brightens my day.

work for someone until your non compete ends then do the exact same business again.

[–] KnightXtrix@alien.top 1 points 9 months ago

This is hilarious. I’ve dreamed of doing this every time an employee comes to me with their problems

[–] VeryThicknLong@alien.top 1 points 9 months ago (1 children)

I was in a very similar situation to you. Sold my business, moved to a new area… and felt flat. Well, very flat and depressed for about a year afterwards. It’s strange to feel like you’re winning with a successful business, to then sell, and realise all that hard work you put in is now condensed into an amount of money. You question your life, existence, the lot.

I now fill my days by doing a mix of whatever the hell I like… long walks, nice cooking, doing up my house, volunteering, and work wise, I offer up my services to people I used to work with… so that takes up maybe 3 days a week.

[–] KnightXtrix@alien.top 1 points 9 months ago (1 children)

My situation sounds identical to yours, except I just sold the biz and won’t be moving for 6 months.

Did you start feeling better after the year?

[–] VeryThicknLong@alien.top 1 points 9 months ago

I was in a 3 year earn-out, followed by another sale and another 3 year earn-out. After all the hard work I put in, I felt so empty… it’s like a grief or something, hard to explain.

I think I reached a weird state of burn-out, but functional burn-out… I craved the high pressure. 🤷🏻‍♂️

It’s been a year in Feb 2024, but I took some time out (not as much time as I thought I would), but made an effort to visit friends all over the country who I’d not seen for a long time. Slowly but surely I started to get a new vigour for other stuff, putting plans and ideas into focus, and realising that my work only matters to me and others in the industry, it matters not a shit to anyone else. Sounds sad, but you’ve actually got to teach yourself how to live again.

Edited: spelling

[–] TalebKabbara7@alien.top 1 points 9 months ago

My only suggestion is teach what you did to people in a similar situation. Charge a premium for these consultancy sessions.

[–] WhiteLightWarrior@alien.top 1 points 9 months ago

Stick 90% of it in a tfsa with some gics and get 5% at least on that money a year! 400k at 5% is 20k a year

[–] jhaluska@alien.top 1 points 9 months ago

Yeah, I'm frequently discouraged and unmotivated, despite being financially secure I hate having no income and nothing to work on so I often take on projects outsides of my expertise just to feel like I'm doing something.

[–] hammonk@alien.top 1 points 9 months ago

Mentorship?

I understand you're depressed about this but there are many entrepreneurs that would love to be where You're at. Take advantage of it and in the process. Find a niche you like based off the founders you mentor. Maybe work for advisor shares or stock options if you think you would want to go along with their endeavors. This way you don't have to worry about dealing with starting from scratch but in something that perhaps midway or is profitable but at a stuck point.

Could challenge yourself that way and get paid for pursuing those challenges.

[–] Macro_Mtn_Man@alien.top 1 points 9 months ago (2 children)

Count your blessings, I sold mine (51%) for $12M cash and netted negative $800K due to litigation and lawyer fees.

[–] gmdmd@alien.top 1 points 9 months ago
[–] Best_Prompt_9401@alien.top 1 points 9 months ago

I’m a bit confused on this- do you mind elaborating how something like that is possible? So you should have theoretically received around $6M and ended up losing $800K?

[–] PumpkinPristine4812@alien.top 1 points 9 months ago

Are there any ways you could’ve improved the business? Make another one

[–] Legitimate-Salad-101@alien.top 1 points 9 months ago

Take a month off and don’t think about it. Come back and look for something to sink your teeth into again. Just stay curious and you’ll find it.

I’m in a similar boat financially. Being in this middle zone of so much, but not enough to stop, is a strange place. All you can do is keep going and decide if your next goal is to make enough to stop working, or to reach some new height.

[–] IC_over_EV@alien.top 1 points 9 months ago

The entrepreneur in you is still alive!! When ever you doubt yourself looks back once and think about what made you start your first venture. When even your past failure taunt you, do not dwell in it. Instead try to pick up learning’s from it and march ahead.

[–] ProfessorKind5241@alien.top 1 points 9 months ago

I can recommend three solutions.

  1. First, accept that your new venture failing is a real possibility just like your old one was. The only difference being that back then you had less to lose.

  2. Second, create a MVP and instead of using your own money, get someone else to invest. This should ease your anxiety a bit.

  3. Third, find a job in the domain other than the one you have a non-compete in. Find what kind of skills you can transfer across different industries.

[–] mrbaebae@alien.top 1 points 9 months ago

Buy Bitcoin and ethereum 40/40 and then use the remainder 20% to start a new business that you like to do. Also pickup new hobbies I recommend cycling or other physical activities

[–] notbrokebutnotrich@alien.top 1 points 9 months ago

Let’s work together! I’m looking for a first time biz, have a few ideas, could be fun to work w someone.

[–] AdFuture8085@alien.top 1 points 9 months ago

After selling your business, it's common to feel lost and a bit depressed, as it's a significant change. Starting new projects is often challenging and discouraging, especially with the added pressure of financial risk and the uncertainty of success. I've been stressed out recently too, and I always find myself totally burned out. There's this one article that I always find interesting to read. Hope it helps https://www.cuppa.so/post/breaking-entrepreneurial-burnout-understanding-signs-and-recovery-strategies