Author Topic: Some Reasons Why Entrepreneurs Should Never Retire  (Read 2610 times)

Smokystache

  • Pencil Stache
  • ****
  • Posts: 641
Some Reasons Why Entrepreneurs Should Never Retire
« on: July 01, 2023, 06:41:29 AM »

This will probably get me excommunicated from MMM forum, but here are my thoughts as to why, gulp, some entrepreneurs and small business owners should never retire or should retire not early but late:

Should Entrepreneurs or Small Business Owners Retire Late? Or Even Skip Retiring?


I hope this is OK. I saw this post by @SeattleCPA and thought it deserved its own thread. I've thought a lot about this in my own entrepreneurial journey. I provide a mishmash of services (and a few products) which includes presentations/trainings and printed materials I have authored. At 49, I'm beginning to notice a few of the 'old timers' who have been in the field for 40 years and how they do it.

For example, an acquaintance has stepped down into retirement where he can give a half-day seminar where he gets paid a few thousand and has his travel and lodging covered. His wife happens to be retired from an airline and has enough miles to fly for life. They go visit a fun city a few days early, hit some sights and good restaurants, give a seminar, and head home. He stays visible in the field and he picks up expert witness gigs for really high rates. I suspect if he wanted to consult a bit, he could do that too. Seems like a really great way to step into retirement where he is covering most/all of his expenses, gets to see his buddies every month or two, remains an expert in the field, and stays in demand. He feels productive an engaged, but is not working more than 10-15 hours a week and retains a lot of control of his schedule.

My current plan is to build up a number of clients where I can remain the face of my business, eventually bring on a couple of contractors to do most of the repetitive work, write a book or two, and continue speaking and staying engaged. But if I'm able to create that, why would I want to retire early from it?

The other detail that @SeattleCPA has mentioned in other posts is that an annual income of $100,000 is the equivalent of drawing 4% from a $2.5 million stash. Or $40,000/year is the equivalent of drawing from a $1 million dollar stash. That is compelling math if someone is a little late to saving for retirement (or perhaps there was a hiccup (medical problem, divorce, etc.) in your savings plan. As he mentions in the article, this type of plan works best if you enjoy who you're working with and the work itself. I can understand why my FIL wanted to retire as soon as possible. He worked with morons and dug trenches (often by hand). But when the work is stimulating, you find the people fun and interesting, and you have control over the optimum amount of time/effort, then why not?

Metalcat

  • Senior Mustachian
  • ********
  • Posts: 20529
Re: Some Reasons Why Entrepreneurs Should Never Retire
« Reply #1 on: July 01, 2023, 07:50:38 AM »
Pete has made tons of money since retiring from his first career, and it's a big reason why his divorce wasn't financially devastating.

Continuing to make money doing shit you enjoy is a great option for those who have found work that they enjoy.

The point isn't not to work, the point is to not spend in a way that obliges you to do work that you don't want to do.

SeattleCPA

  • Magnum Stache
  • ******
  • Posts: 2582
  • Age: 65
  • Location: Redmond, WA
    • Evergreen Small Business
Re: Some Reasons Why Entrepreneurs Should Never Retire
« Reply #2 on: July 02, 2023, 07:06:52 AM »

This will probably get me excommunicated from MMM forum, but here are my thoughts as to why, gulp, some entrepreneurs and small business owners should never retire or should retire not early but late:

Should Entrepreneurs or Small Business Owners Retire Late? Or Even Skip Retiring?


I hope this is OK. I saw this post by @SeattleCPA and thought it deserved its own thread. I've thought a lot about this in my own entrepreneurial journey. I provide a mishmash of services (and a few products) which includes presentations/trainings and printed materials I have authored. At 49, I'm beginning to notice a few of the 'old timers' who have been in the field for 40 years and how they do it.

For example, an acquaintance has stepped down into retirement where he can give a half-day seminar where he gets paid a few thousand and has his travel and lodging covered. His wife happens to be retired from an airline and has enough miles to fly for life. They go visit a fun city a few days early, hit some sights and good restaurants, give a seminar, and head home. He stays visible in the field and he picks up expert witness gigs for really high rates. I suspect if he wanted to consult a bit, he could do that too. Seems like a really great way to step into retirement where he is covering most/all of his expenses, gets to see his buddies every month or two, remains an expert in the field, and stays in demand. He feels productive an engaged, but is not working more than 10-15 hours a week and retains a lot of control of his schedule.

My current plan is to build up a number of clients where I can remain the face of my business, eventually bring on a couple of contractors to do most of the repetitive work, write a book or two, and continue speaking and staying engaged. But if I'm able to create that, why would I want to retire early from it?

The other detail that @SeattleCPA has mentioned in other posts is that an annual income of $100,000 is the equivalent of drawing 4% from a $2.5 million stash. Or $40,000/year is the equivalent of drawing from a $1 million dollar stash. That is compelling math if someone is a little late to saving for retirement (or perhaps there was a hiccup (medical problem, divorce, etc.) in your savings plan. As he mentions in the article, this type of plan works best if you enjoy who you're working with and the work itself. I can understand why my FIL wanted to retire as soon as possible. He worked with morons and dug trenches (often by hand). But when the work is stimulating, you find the people fun and interesting, and you have control over the optimum amount of time/effort, then why not?

Thank you. That's an articulate, concise summary of what I tried to say only with a lot more words.

SeattleCPA

  • Magnum Stache
  • ******
  • Posts: 2582
  • Age: 65
  • Location: Redmond, WA
    • Evergreen Small Business
Re: Some Reasons Why Entrepreneurs Should Never Retire
« Reply #3 on: July 02, 2023, 07:09:02 AM »
Pete has made tons of money since retiring from his first career, and it's a big reason why his divorce wasn't financially devastating.

Continuing to make money doing shit you enjoy is a great option for those who have found work that they enjoy.

The point isn't not to work, the point is to not spend in a way that obliges you to do work that you don't want to do.

Exactly.


Michael in ABQ

  • Magnum Stache
  • ******
  • Posts: 2820
Re: Some Reasons Why Entrepreneurs Should Never Retire
« Reply #4 on: July 03, 2023, 05:18:12 PM »
Now that I finally work for myself, I can't imagine just sitting at home and being retired. I've always been an entrepreneur at heart, even as a kid I was selling extra snacks from my lunch or taking a box of candy to summer camp to sell.

SeattleCPA

  • Magnum Stache
  • ******
  • Posts: 2582
  • Age: 65
  • Location: Redmond, WA
    • Evergreen Small Business
Re: Some Reasons Why Entrepreneurs Should Never Retire
« Reply #5 on: July 04, 2023, 06:48:35 AM »
Now that I finally work for myself, I can't imagine just sitting at home and being retired. I've always been an entrepreneur at heart, even as a kid I was selling extra snacks from my lunch or taking a box of candy to summer camp to sell.

BTW I don't know if I've told you this before or not. But I like Chesterton. Serious stuff and then the not-so-serious stuff like Father Brown.

To respond to your comment and others above, though, a couple other things I like about having my own business:

1. The people. E.g., I get to work with one of my daughters. Which really matters to me. And then another thing I said in the blog post:  My business, a CPA firm, lets me connect and have relationships with a far more diverse group of people. Folks I'd possibly never develop close relationships with otherwise.

2. Entrepreneurship provides a flow experience with all sorts of intellectual stimulation. At least for me. At this point on the learning curve, I'm a big believer in OODA loops. (Ref: https://en.wikipedia.org/wiki/OODA_loop ) And working smart to make faster better decisions is pretty, well, fun.

Sometimes when I run into people who just want to retire ASAP--and ironically I felt this way when I was writing computer how-to books like Quicken for Dummies and QuickBooks for Dummies--I think "Gosh, you mostly need to find a job that doesn't suck."