All the replies so far are making me envious of when my weekends were my own (or just me and my girlfriend, now wife). Weekends now revolve around the sports and activities of our children. It's a choice we make and there are a lot of positive aspects, but that doesn't mean I don't miss being able to prioritize myself a bit more :)
Congratulations on building something of value and successfully selling it. It's quite the achievement and most don't get to this level.
I do have to say, I was somewhat surprised by the low multiple on the valuation, but perhaps that's just what the range is for a business of this nature. We're spoiled in the world of software and recurring revenue.
What about the tax implications of the sale. Have you figured out how much of the sale you'll be able to put in your pocket?
I also have first-hand experience with this scenario (shared here: https://news.ycombinator.com/item?id=39043885) and if we had followed that line of thinking we would have unnecessarily lost a valuable life. It turns out that, just like our judges and juries convict innocent people in our justice system, our doctors can give terminal or non-improving prognoses to people who will, to a meaningful extent, recover.
I'm truly sorry for this event, OP. As a father, I cannot fathom how this feels, but I have had a taste of it when my young brother-in-law was in a catastrophic car accident. I hesitate to share this story, because it may again bring hope, and I agree that hope is pain in these situations. I do not know the details of your situation and how confident the medical team is in their prognosis. If you are certain in their judgment, then please do not read the rest, because it is hopeful. I share it here, if not for you, then for others. Apologies again if this is overstepping. I will delete it if this is out of bounds.
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My BIL was in a head-on collision with a semi (he was in a Honda Civic) on a snowy day when he was in his early 20s. He was on his way to go snowboarding.
My wife, his only sibling, got the news immediately and we both got on a 5 hr flight to the hospital where he was. My wife was heavily pregnant.
While he was initially conscious after the accident, soon an embolism formed and resulted in a blockage in his brain. As I understand it, the embolism actually should have ended up in his lungs and killed him, but due to an unknown hole in his heart, it ended up in his brain and instead caused a severe brain injury. He lost consciousness and slipped into a coma. His physical body was battered (many broken bones) and now he also had no brain function. Non-responsive.
While grieving the accident, and his loss, we met with several Drs. at the hospital and their prognosis was bleak. Even on the slim chance that he would survive, he would not ever walk, or talk, or do much of anything ever again. I also remember the dire moment when the brain MRI came back and it looked like one big cloud of fog. I had spent a career at that time in medical imaging and while I was on the engineering side, I knew this was a horrible sign and the doctors confirmed that. One doctor matter of factly and without mincing words told us we'd be best off pulling the plug soon, so that his organs could be used. We could not bring ourselves to make that decision at the time (I often wish I could remember that Doctor's name to update him on what has transpired since, but alas that whole period of time was a grief-filled haze).
He stayed in that coma for 5 months, slowly showing signs of responsiveness. Eye movement, for example. Eventually, he "woke" up, but could not speak, still not walking or even able to sit up. Over years of intense therapy and effort by him and his team (and my wife supporting all of the above), he slowly improved. All of us spent so much time talking to him, while getting little to no response back. Eventually, you could get to the point where you told a joke and he would muster a smile, maybe with his eyes at first, and then with his mouth. I still remember the day the hospital called and the nurse put him on the phone to my wife with shock to say that he had said a word and he said "I love you" to his sister. Mind you, it was very hard to understand him (and he still is a bit difficult to understand, to this day).
I don't want to write a novel about this (I could easily), but his progression continued, over years and years. Physical therapy, speech therapy, occupational therapy and more. Today, a decade later, he can walk, talk, play video games, go to the movies, he does activities like swimming and skiing with assistance from equipment and aides. He lives in an apartment that has care aides around when he needs them, but can do many things for himself. He has the mentality of roughly a 10 year old, in some ways, but he has memories of his life before the accident and maintains his old sense of humour and love for his family. He is still with us and big pieces of the "old" him are there. He is a wonderful uncle to our children, the oldest of which was weeks away from being born when his Uncle's life changed forever.
Are you only looking for huge unicorn-like examples?
I founded and bootstrapped a startup the year my 3rd child was born and exited it (for a life-changing amount) about 4 years later.
Doing something before you have kids may mean that you have more actual time, but once you have kids you are also older, with more relevant industry experience and wisdom. Also, becoming a parent often makes a person more efficient, better at time management and prioritization. Parenting is the ultimate crash-course in adulting.
This is a great topic and I support the OP for posting it.
However (and as a PoC myself), to me, "Tell HN" is generally reserved for alerting the community to statements of fact (e.g. "Tell HN: AWS us-east-1 is degraded").
This post is an opinion - albeit an informed opinion based on experience. You might ask: "What's the big deal?". To me, the problem is that posting "Tell HN: DEI initiatives undermine the self esteem of PoC within a company" tries to make it sound like the post speaks for all POC.
The post is a good one and it's an important discussion, but I do wish it would be framed a bit differently. For example, simply "DEI initiatives undermine the self-esteem of some PoC within a company"
I did this. Founded a bootstrapped startup with wife, kids, mortgage, that eventually and unexpectedly led to a life-changing exit.
The key is that I didn't jump into it full-time right away. I first transitioned from a full-time job to a successful freelancer/consultant where I continued to get paid for writing code, but controlled my time and commitments. At first, I did this full-time and out-earned my previous employment income. As the startup itch grew stronger, I started spending more (unpaid) time on the startup and less on clients. My income dropped significantly (to about 30-40% of peak earning - ouch!) and it was a big sacrifice and gamble. My wife had some part-time income and maternity leave income during these times, but nothing too crazy - I was always the major breadwinner.
My wife and I also were on the same page about living within or below our means. We always earned significantly more than we spent and could tolerate major reductions in earnings and still not dig into savings. That's not to say we earned a lot, but that we were smart & frugal with money and did not have $$$ lifestyle preferences.
Also helpful that I live in a country with universal healthcare. If my family's health insurance was tied to my job, I would never have become an entrepreneur as I am very risk-averse. Keep in mind, all that happened above was a gamble that I took. I got lucky with the outcome (through a combination of skill, luck, and timing). There are many scenarios that could have played out, some that would not lead to success where I would still be bitter to this day about the career and financial sacrifices I made. I took the gamble and won, but it could have easily gone the opposite way. What I do know is that my wife would have supported me in any scenario. How I myself would have handled the mental impacts of "failure", I'm glad that I don't have to find that out...