Sorry I didn't post sooner, but I was away.
Before I list the portfolio, I'll tell you my strategy. I do most of this myself, with the help of a traditional full-service broker who is paid low, negotiated commission rates (not as low as discount brokerage companies would charge, but I trust him and he is good). I try to keep things simple.
Given the length of time I expect to need to rely on these funds, I did not invest it all in the market when I received the bulk of it. I was too concerned about the risk of a 20%+ decline right off the bat followed by a prolonged flat period, forcing me to draw down depreciated assets.
I have written a fair amount of put options at levels where I wanted to buy. Some have gotten filled, and others expired. But the portfolio started to get bought in and I earned the option premiums. I also put in buy orders below (sometimes well below) the market. On some of the really bad days in the market, these got filled.
Overall, I have stayed away from individual stocks and buy larger, established ETF's. The ability to do market orders and write options as well as the tax efficiency are appealing. I'm not big on commodities (I feel I missed the best part of the runup, we might be in bubble territory, and there aren't many easy, tax-efficient ways to own them. I also don't own REIT's (already have enough RE exposure) or other stuff. I have plenty of exposure to energy, financials, tech, etc., but not huge amounts of small cap and mid cap right now because I think the market isn't going to be kind to these companies for awhile. I have some foreign, but not much developing countries right now because I think in the next few years there will be an opportunity to buy these at better levels.
I started off keeping all the uninvested cash in a very safe, high-yielding money-market-type account and then shifted all of this to muni bonds when short rates started falling and munis became so attractive.
Eventually, I plan to be 80-90% exposed to equities, with that level coming down, but perhaps 20 years from now.
One of the reasons I keep the mortgages is to have the ability to go "all in" if there is a major, relatively sudden, significant move down in the market. These opportunities don't happen often, but they almost always result in very attractive returns.
So it breaks down as follows:
50% ETF's: Large holdings of EFA, RSP, VTI, IVW
35% Munis: Mostly Vanguard High Yield
15% Misc: Includes Fidelity IRA's from working days (mostly Leveraged Company Stock Fund), a previous employer's stock (low tax basis), a 529 plan, and some other stuff from before I was FIRE'd.
As far as the comfort factor, I spent a long time before I decided to sell the company figuring out what amount of money I would need to support my spending for a prolonged period. I didn't know about FIRECALC, but I relied heavily on Fidelity's retirement planning tools, which include an excellent Monte Carlo simulation of future returns, and a little as a check on something called ESPlanner, which is robust but not very user-friendly.
