When You Decide To Retire?

Around 1982 my grandpa one day took his trowel and threw it off the Scaffold into the weeds and said “Fock it! I’m done!” Got in his truck and drove home.....my dad took it over from there.

That’s kinda my plan. After that shining moment I will sell the equipment and drive into the sunset


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Retire? . My obituary will read
90 year old Darren gutter guy passed away suddenly after the ladder he was carrying accidentally fell on him.


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I will pass away on the jobsite, my oldest will come get my van key out of my pocket, take any tools then take my van to my house and start loading up and hope to get done before my ashes cool down.

I am trying to get transitioned over to income from rentals and rehabs rather than customers. When I stop accepting customs I am calling it retirement even if I am putting in 50 hour weeks. I hope the transition is complete in the next 4 or 5 years. I actually hope for sooner but am trying to be realistic.

2 more years... then taking back my ss money that they stole from me. I set myself to be debt free so I can cruise easy on my ss. I may miss working but won't miss dealing with HO's.

will retire once bitcoin sets me free

That is funny. "throwing in the towel", "throwing in the trowel".

I get those days every single day of the week and ask myself whether or not working is worth it. Money would not be a problem. What scares me the most is what I would do with my time.

My mother scares me even more. Every time I visit her she tells me to quit working. I tell her that I would not know what to do with myself because I am currently working 6 days a week and I put in very long days. Then, she really really scares me when she tells me that if I retire I will find enough things to do around the house to keep me busy. I will go to a nursing home before I quit my job and start puttering around my house.

I think you can put workers into two categories. There are the workers who work to enjoy their life and workers who love to work with a passion and they will never stop. Some people work into their 90's only because they never slowed down for one minute and they love what they do.

I sort of fall into the 2nd category and the only thing that hinders my belief that I will die working is when I have to deal with the bad ways customers and people in general have changed. People should not be so quick to pass judgement and call other people names, or "people who live in glass houses should not throw stones", or "look in your own back yard before you talk about your neighbor".

I doubt retirement will see me, but I am taking vacations, and doing less physical work...playing like I am a GC now. But I still am hands on with concrete...and that is a tough gig. I will be 57 next month.

If you have a good viable business with multiple employees, you are silly not to set up a plan for current younger employees to buy you out and continue running the business. Managed correctly this can get you a reduced workload as you transition out, some additional retirement income, your current employees will continue to have job security, and your repeat clients will be cared for.