Regarding the cars/bike
The cars are my hobby, as well as my transportation. To me, 50 bucks a week is not much to put into hobbies. I'm very disciplined about it, and have yet to go over that amount. I have friends who pay 40+ in greens' fees each time they go out golfing. My neighbor's bass boat payment is over 300.00 per month. I could go on and on with similar examples. The difference between my hobby and theirs, is that my hobby also provides me with daily transportation.
You're focused in on "3" vehicles, but, the motorcycle is a long-term money saver. At 2.75 per gallon, my Jeep's fuel cost is .14 per mile. My Firebird's is .16 per mile. The motorcycle's is .05. I drive a little over 12,000 miles per year. If I only drive 8,000 of those miles on the bike, I'll save at least 720.00 this year, and that's using the Jeep's lower cost per mile, not the Firebird's. Also, that 8000 mile figure is low, I'll drive more on the bike versus the car(s), which increases savings. That's also calculated on an average gas price of 2.75 per gallon. The higher gas goes, the more I save.
With a 1,000.00 initial investment, I'll have recouped the initial 1,000.00 investment in the bike in a year, or a little more. Remember, all repairs and upgrades from this point forward come out of the 50.00 per week already budgeted for Vehicles; it's hobby money, so that .05 cost per mile is all savings after the initial investment is recouped.
At 50.00 per week, my Vehicles budget line comes out to 216.67 per month.
When I bought my Jeep in 1996, my payment was 376.00 per month. The payment on my girlfriend's 2007 Honda is 394.00 per month. Since I'm not willing to go 6 years or longer on a car loan, there's no way I could come out with a payment lower than 350.00 per month on anything I'd like to own. Therefore, I'm actually saving well over 100 bucks a month with my old cars/old bike plan over what I'd be doing if I went the "standard" way of owning a newer car with a payment.
I pay less in insurance for my two cars and a bike than I used to on my Jeep because I've gone from full coverage to liability-only. If I owned my girlfriend's Honda, I'd be paying more for insurance than I do now, too, for the same reason.
I pay less to tag all three of my vehicles than my girlfriend does on her Honda.
I spend more than she does on tire rotations, oil changes, alignments, etc., but, they come out of that 216.67 monthly budget line, while hers are all in excess of her car payment, so, she actually pays much more.
The fact is, I spend considerably less owning and operating my 3 vehicles than the average American does owning a single vehicle with a car payment. My hobby provides my daily transportation, at a cost significantly lower than what most people spend on their daily transportation, alone.
Most importantly, though. I like my two cars and a bike. Life's a journey, enjoy the ride. I am absolutely concerned with retirement savings, etc., and want to make the best decisions possible with my retirement planning, but, every day lived is a day lost, and I'm also determined to get enjoyment and satisfaction out of each. For me, a huge part of that is playing with my two cars and a bike.
The cars are my hobby, as well as my transportation. To me, 50 bucks a week is not much to put into hobbies. I'm very disciplined about it, and have yet to go over that amount. I have friends who pay 40+ in greens' fees each time they go out golfing. My neighbor's bass boat payment is over 300.00 per month. I could go on and on with similar examples. The difference between my hobby and theirs, is that my hobby also provides me with daily transportation.
You're focused in on "3" vehicles, but, the motorcycle is a long-term money saver. At 2.75 per gallon, my Jeep's fuel cost is .14 per mile. My Firebird's is .16 per mile. The motorcycle's is .05. I drive a little over 12,000 miles per year. If I only drive 8,000 of those miles on the bike, I'll save at least 720.00 this year, and that's using the Jeep's lower cost per mile, not the Firebird's. Also, that 8000 mile figure is low, I'll drive more on the bike versus the car(s), which increases savings. That's also calculated on an average gas price of 2.75 per gallon. The higher gas goes, the more I save.
With a 1,000.00 initial investment, I'll have recouped the initial 1,000.00 investment in the bike in a year, or a little more. Remember, all repairs and upgrades from this point forward come out of the 50.00 per week already budgeted for Vehicles; it's hobby money, so that .05 cost per mile is all savings after the initial investment is recouped.
At 50.00 per week, my Vehicles budget line comes out to 216.67 per month.
When I bought my Jeep in 1996, my payment was 376.00 per month. The payment on my girlfriend's 2007 Honda is 394.00 per month. Since I'm not willing to go 6 years or longer on a car loan, there's no way I could come out with a payment lower than 350.00 per month on anything I'd like to own. Therefore, I'm actually saving well over 100 bucks a month with my old cars/old bike plan over what I'd be doing if I went the "standard" way of owning a newer car with a payment.
I pay less in insurance for my two cars and a bike than I used to on my Jeep because I've gone from full coverage to liability-only. If I owned my girlfriend's Honda, I'd be paying more for insurance than I do now, too, for the same reason.
I pay less to tag all three of my vehicles than my girlfriend does on her Honda.
I spend more than she does on tire rotations, oil changes, alignments, etc., but, they come out of that 216.67 monthly budget line, while hers are all in excess of her car payment, so, she actually pays much more.
The fact is, I spend considerably less owning and operating my 3 vehicles than the average American does owning a single vehicle with a car payment. My hobby provides my daily transportation, at a cost significantly lower than what most people spend on their daily transportation, alone.
Most importantly, though. I like my two cars and a bike. Life's a journey, enjoy the ride. I am absolutely concerned with retirement savings, etc., and want to make the best decisions possible with my retirement planning, but, every day lived is a day lost, and I'm also determined to get enjoyment and satisfaction out of each. For me, a huge part of that is playing with my two cars and a bike.

And your latest post has demonstrated you really have looked at all the angles. Being naturally cautious when it comes to major financial decisions, I tend to play devil's advocate. As to the Roth question, i'm not sure it makes a really big difference either way? I think some people would say make the Roth contribution sooner rather than later as the tax deferral benefits would then start working for you 11 months earlier if you did it earlier in the year, or whatever. Others would say it's better to dollar cost aveage into it, not knowing how the market will be.
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