Now for the stupid part, lol
1) Car note for 28k that is 560 month with 4 yrs remaing
2) Car Note for 12k that is 340 month with 2.5 yrs remaing
3) 18k cc debt
4) 8k student loan debt
No I will never make car mistakes like this again!!! In fact, I have thought about getting out of the 28k car and getting into a focus or something but I reckon the 28k car is only actually worth 22-24k so I am underwater on that one. 12k car doesnt bother me cause its a 2017, nice and only has 30k miles on it
My monthly expenses are 2160 + I pay my wife not to divorce me every 2 weeks 600 bucks. Plus on top of that she is always running out of money so I fill up gas and buy odds n ends. I also have 3 kids and a mother in law living in my house so we have high expenses and I believe our groceries and misc spending isnt maximised.
1. I'm not sure if you are being sarcastic about paying your wife to not divorce you, but consider that $600/2 weeks is $1300/month and $15,600/year. This is your largest single expense I can see without actually doing any math. Does your wife work and pay any bills? Where is this money going? Not sure if she is SAHM because you didn't give your kids' ages and everyone's situation is different (noted that MIL stays with you as well), but this seems like something that might need to be addressed, if possible.
2. Speaking of your children's ages, do you plan on helping them financially in the future for schooling/housing/etc? How old will they be when you are 50/51? How old will they be when you are 57? Kids stay around home longer and are more financially dependent longer, so until they are gone you might consider scenarios where one or more doesn't leave home until 25. Just a thought.
3. What do you net on your rentals? Your first rental looks like you get $495/month after the mortgage. Does that include paying all the taxes on it as well? I know very little on rentals or taxes in Texas but you are earning 0.2%/month on your "better" rental before income (and possibly property) taxes. That works out to 3.05% per year. To me, you can do better putting this in a high interest CD or the market. Consider raising rent (if possible) or getting rid of rental #1 as well as rental #2 and you can attack your debt.
4. Attack that cc debt when your emergency fund is back to where you want it. You seem to earn enough money and expenses are low enough that you should not carry that. After that is gone and you decided what you are doing with the cars, you can pay the higher interest loan of either your car or student loans.
5. It looks like with your VA disability, 401k, as well as pension, you should be making plenty for your expenses to retire in 12 years, but the uncertainty of your scenario makes that harder to judge how you will handle 50-57.