Quitting my 6-figure corporate soul suck. Seeking advice on how to best put $100k to work.

I'm in my mid 40's and never really wanted to live in a cubicle for 40+ hours a week. Yet I have for the past 13 years. I've been trying to convince myself to quit for years. But one does not simply walk away from six-figures. I really need a change in life and issues at work have reached a point where I'm ready to say fuck it. So, here's my financial situation: Rental House bringing in $800 net income monthly. About $200k in equity on a house worth $400k in a very hot west coast city market that is expected to keep growing. Have $250k in 401k. Currently live in a house with a very affordable mortgage and $60-80k in equity. Also in the same hot market. Renting out rooms but they don't bring in net income - just help keep my costs low. These things I plan not to touch - they should make for a decent "second retirement" in 10 years or so. My estimate is the equity in the houses and 401k should be worth around $1M. And my rents should continue to go up and provide revenue streams. $110k in savings, checking, ira and stocks. I plan on living on this plus my rental house income. My goal is to live very cheap. Factoring in all expenses, I see me going through about $20k a year. I'll bring in $9k with the rental house (granted there could be repairs that would cost me, but both houses are in great shape). My question: is there a relatively safe bet for putting this $110k to work for me in a way that could generate 5-6% returns and not risk big losses? I was thinking about $20k in savings for emergencies and $80k in 5-6 diversified, stable, high-dividend stocks like AT&T, Verizon, Southern Company. These seem like safe bets and pay around 4.5-5% in dividends. I'd still be going into my principle by about $6-7k a year, which I'm fine with, but I'd like to stretch it out as long as possible in case I decide to continue my year off into 2 or 3 years off. Not really looking for judgements on my decision to quit or to "get a part time job" - more on how to best invest the "expendable" money. I figure at some point I may do some consulting or find some work doing things I'm passionate about to bring in some additional funds. But I NEVER want to go back to cubicle life in corporateland. Right now, just want to set up for a plan to not work.

Life Situation: 0 dependents but a gf w/ 2 kids 5-12 who would love to move into current house and pay 3/4 of mortgage if I'd stick around vs heading off on an extended motorcycle trip.

Current expenses: If I stay and let the gf/kids move in, I'm just under $20k a year in expenses, and that's figuring in everything plus some added play money. She's got a very steady, union protected job, so not worried she'd get fired, but if she did, I could sell the house and get $80k pretty quickly.

For mortgage payments, 29 years left on the primary residence at 3.5%.

Liabilities: only debt is a student loan at $8k

Specific Question(s): Should I sell the rental house and invest - I feel like this is a no. Where would you put the $100k in savings? How would you allocate the 401k?

Thanks for any advice.

Posted Feb 21, 2016, 9:21 PM UTC · edited

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