Thanks for the suggestions, this is my thought, and I also apologize for the lack of detail, I've already paid $1000 of the $3000 on my wife's engine replacement:
Amount owed Desc. monthly payment
$2,000.00 car $0.00
$4,708.88 Medical $337.25
$7,902.40 Home Improvement Loan $306.26
$6,208.04 Credit Card $160.00
$20,819.32 total $803.51
That leaves $10,500 in the stocks. I talked with the hospital this afternoon and they said that just based on my income and my wife's income i would qualify for financial assistance for my son's upcoming medical bill. I'm not sure if the stocks get in the way though so i have to see what the application form says (worse comes to worse I pay that off with stocks too). This would end up leaving me in the positive and I can make additional payments to my 401k loan to knock that out quicker and still leave money in the stocks for emergencies.
Then in addition to that I could sell my car like i was thinking before and use the difference to pay for a used one plus a little more from stocks so i don't have a car payment. That could would reduce my monthly payments by $1,142.51. Am I thinking about this correctly? Could I then use that difference to pay off my 401k loan in a few months?
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Therefore, you could use your stocks to pay off all of these debts which would reduce your expenses by well over $1,000 (if you factor in extra medical bill coming and fixing car). This will allow you to have positive cash flow every month. If you don't want to totally exhaust the stocks then pay back those with highest interest rates for sure.
Things to work on after that -
1 - Expenses: There are many things that stand out as possible savings. Electric bill is obscene - does your electric company offer a free electric audit? Water is higher than we pay and our city is higher than most. Pet food is probably double ours and we have 2 dogs and a cat - buy something like CostCo brand and don't buy overmarketed stuff like Blue Buffalo. Have you shopped around for car insurance recently and do you need an art rider? How many Van Gogh's do you have? Cable & Netflix & Prime? Are you in a dangerous area of town because one of the biggest deterrents for crime is an ADT sign/stickers which you will still have if you cancel monitoring (I buy the stickers off of eBay and skip system).
2 - Income: Your wife is working full-time for $5,200/year after daycare? Just seems like there might be an opportunity to either change jobs or look at alternatives. Heck, she could probably quit and watch someone else's kid at your home and come out way ahead.
It's great that you are trying to get on a positive path to financial freedom!
1. My electric company charges for an audit. I did some calculations on my own and the issue that seems to stand out here is when my compressor goes into defrost mode. I have all electric house, no gas (again sorry for the lack of detail). I had an HVAC tech from work take a look, the compressor doesn't have a low ambient kit, so when it was -10 deg F this winter the heat pump would still run. To make matters worse it was set to go into defrost mode every 60 minutes. When it did this i stood by my electric meter and calculated the rotation into kwh used. Ended up being an insanely high number consistent with what my electric bill had. Heat pumps below 25 deg F are horribly inefficient, but all the other tests checked out fine. Since then I bought a low ambient kit from a supplier at work for $147. As luck would have it the temps warmed up and i haven't been able to test it since. So this is something i look to finishing up in november/december area.
Water i think is outrageous, but it's inline with what i paid in my apartment 8 years ago so it must just be here.
The pet food i have to re-evaluate because I found out last month that if you are an amazon prime member, and have 5 subscribe and save items you save 20% off the price on amazon. The price is already lower then the stores and you get your free 2 day shipping and no sales tax. So along with the baby formula and diapers i added the dog and cat food on there and got up to the 20% savings. But that needs re-evaluated because that number might be a lot lower, i didn't track it in mint.com well so i threw a number at it; it said last month I spent less then $20 on pets.
Cable/netflix/prime: I do need prime, not for the movies but the diapers and formula savings. Netflix i don't need but i buy the gift cards on ebay which ends up giving me a cheaper rate. I was planning on canceling tv if i could but that's something is a tough sell.
I actually have ADT for the fire protection, it just cost the same to add the burglar. My had an issue with the electric main coming in, in that the bolts weren't tightened enough and they started arching, ended up melting m entire electric panel. I got adt as a result to monitor in case of a fire; but with that said I've been thinking of getting rid of it.
The additional art/jewelry insurance is $72 a year, I have toyed with canceling it and the security system but someone's been going around for a while now vandalizing cars in our neighborhood and recently last week they set cars on fire. And i don't live in a bad neighborhood!
2. This is a tough one. Since my wife works at the day care we get a 50% discount. So it costs us $541 every two weeks, or $1082 per month. If she was to get another job paying more, we'd still need to pay for daycare, but it would cost us $2164 per month so instead of making $16k, she would need $28k after taxes just to break even. At that time it doesn't mathematically even make sense for her to work. She does have a degree in early childhood development. I like the idea of possibly watching someone's child. I'm not for her being a stay at home mom though without my kids having interaction with other kids during the day. There's a much larger benefit I see to having them with others. But that's my thought.
Again I appreciate your help. Excuse my comments above I'm just getting started so I could easily see them as antimustachian.