Hi there
your plan sounds good, although there are some minor tweaks I might make (below). I wouldn't worry about getting a late start' 33 is far from late and with your impressive income you could retire much earlier than 55. In fact, if you were willing to carefully control your expenses you could be retired i your early 40s for sure... but that's another post.
a few observations/suggestion
On target date funds: The 'target date' is almost always when the fund will be ~ 60/40 stocks bonds. If you want to be more heavily in stocks, choose a later date, even if you plan on retiring before this date. For example, I might choose a 2040 retirement date even though I hope to be FI sometime around 2020, because I want to be more heavily invested in stocks. YMMV
On retiring at age 55 - why do you think you can't retire before then? that's 22 years away. With an AIG approaching $200k you could certainly become FI much, much sooner.
#5 and #6 are at odds with each other. You can't put 'any money' towards one and also the other (though you couuld split them 50/50). There's fierce debate on this topic, but I htink if your mortgage is <4% your best bet is to leave the mortgage alone and pile everything extra into your index funds. The longer you keep a mortgage with a low rate, the better it is for you (inflation hedge).
Any details on your annual expenses? What about your rental home, how much are you earning there?
cheers
I would love to retire earlier, the earlier the better! I just don't know if that is doable with our current expenses. We live in a HCOL (NYC) and while I'm slowly getting my husband on board, the savings and living frugal mentality does not come natural to him. He has thankfully been very receptive to my suggestions and changes so far (implementing a budget, tripling his retirement contribution, etc.)
Thx for the clarification on the Targeted Date Funds, I selected 2045 Fund for the 457 Plan.
Our primary mortgage has a rate of 4.375%
The net of the rental property is about $453 a month after paying the mortgage, common charges , taxes, fees and saving for maintenance items. We pay really low taxes ($9 a year) because of an abatement and that will run out in about 14 years. I have a lot of equity in the property, maybe about $300K before selling costs/taxes if I were to be conservative. I had no intentions of selling anytime soon though because it means a lot to me. I was hoping to pass it down to my kids and use the rent as income once we retire. Rental Gross income is about $2,660.
Our expenses are high, our mortgage runs about $2,339 a month including insurance and taxes. I am constantly looking for ways to cut other expenses but again its a balancing act with where we live and getting husband on board.
I would love to explore the idea of retiring early. My husband has a more flexible job and doesn't mind working longer. Any tips or ways to start thinking about how to make Financial Independence happen earlier would be appreciated.