long post, maybe too long, but the topic hits home:
im winding down my business. i can do much of the work in the evenings and weekends. a few years ago, i tried working FT (60-80 hrs a week) and tradings FT and i just got totally burnt out - there is a post here somewhere with deatils. im building up passive/investment income, but i still have 2 children to put through college so i keep the biz as a safety net. ive been taking very few trades in the past few weeks, but ive been tinkering with a gap strategy and realxing at the beach. a few years back, i started working 9 months a year and taking less work, which has worked out well, my trading results are "good". i can make $100K working PT, but the weakening r.e. market is gonna change that. so ill adjust. there is a local guy that pays $80/hr for court work research for litigation, so ive considered that, as it would essentially be "net" to me. my buddy works for him M-W and takes the other 4 days off to rebuild classic cars.
realize, when i work 9 months, i dont make 75% of my usually annual billings - thats a bummer.... i make less, but im more patient trading and more relaxed vs. say trading 1 day a week, where i HAVE TO TRADE on wednesdays! i lose touch with some clients, although i tell them when im taking off for 3 months. i had planned to work only 6 months this year, but the Socal r.e. market has slowed, that i may end up working PT all year. lower yields have made increasing passive income more difficult, however, even though i keep expenses low, less income really starts to squeeze the biz bottom line. im really driven and compulsive, so working and then taking off works better for me vs., trying to moderate trading or work.
i agree with the guy that said $880k-$1M in tax-free munis, or say ST treasuries, thats a base $40k to $60k to live off of while trading. i have an ample asset base, but i would like to get to $100k/year in income, which means i need slightly higher yields - ive been moving stuff around, but it takes time and sales costs and taxes suck. i have NO DEBT and very few monthly bills. at 50, i think about NEVER billing a client again and i wanna be sure i dont close the biz too early, so im building up a margin of safety. as the real estate market slows and fees go lower and work less steady, i may have to alter my plans. i can tell you, that ive worked my ass of over the past 25 years to get comfortable and i dont wanna give in to a mid-life urge to "f**k it" and trade. i basically done with work, but im gonna keep it going on the side as a safety net. i have a medical concern that could complicate things, so the trade-off, for now, is the way its gonna be. i can always work on a fee-split part of the year, but i fear it would be hard not being the boss after all these years. tuition for good colleges can run $50k/year, so 2 children = appx $500k with housing and stuff.
in "cashing in on the american dream, how to retire at 35" by Terhorst" he says "you can quit and always go back, but realize that when you go back, you will not make what you did when you quit." i agree with that, so i trudge a little farther down the work road.

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