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re: If you could go back 20 years what would you do differently?

Posted on 7/4/25 at 2:57 pm to
Posted by KWL85
Member since Mar 2023
2928 posts
Posted on 7/4/25 at 2:57 pm to
Put more money in a Roth. 20+ years of no taxes on earnings is significant.
Posted by TigerFanatic99
South Bend, Indiana
Member since Jan 2007
34413 posts
Posted on 7/5/25 at 12:26 pm to
I wouldn't have waited 20 years to start contributing to my 401k, that's for sure.
Posted by Hangit
The Green Swamp
Member since Aug 2014
45073 posts
Posted on 7/5/25 at 6:19 pm to
AAPL traded between $.42and $.48.
Posted by leeman101
Huntsville, AL
Member since Aug 2020
2365 posts
Posted on 7/5/25 at 6:37 pm to
Wait till the crash of 2008 and load up.
Posted by member12
Bob's Country Bunker
Member since May 2008
32998 posts
Posted on 7/5/25 at 8:16 pm to
quote:

One thing I would not do is have any bond funds in my retirement portfolio in my 20s, 30s, and probably well into my 40s. I would be 100% equities during those primary accumulation years.



This.
Posted by Fat Bastard
2024 NFL pick'em champion
Member since Mar 2009
87297 posts
Posted on 7/5/25 at 8:26 pm to
quote:

Don’t hurry to pay off debt that no sane lender would give you in a truly free market.



exactly why i will never ever pay off my EIDL Loan from the SBA during covid. terms are just too damn good. 30 years @ 3.75%. All my other stuff including primary residence is paid off and most has been paid off since 2012(couple vehicles paid off after that) except some rental properties. sold a bunch as well.

quote:

I made a big mistake twice. I paid off almost half of the principal on my mortgage.


meh. my interest was too high and it did not pay to refi and i had the cash to payoff as it was not some astronomical amount. Also, i paid my house off after 18.5 years on a 30 year note. woulda been paid off on a 15 year mortgage anyway so it was not like i paid off a 400k house in 8 years with a 2.75% interest rate like a dumbass instead of investing.

I will say this getting stuff paid off has allowed me to invest over 50% of my income for a long time and helped me compound assets fast.
This post was edited on 7/5/25 at 8:28 pm
Posted by lsu for the win
Member since Jun 2022
1576 posts
Posted on 7/5/25 at 9:18 pm to
Two chicks at the same time.
Posted by Upperdecker
St. George, LA
Member since Nov 2014
32619 posts
Posted on 7/5/25 at 11:10 pm to
quote:

I started noticing it when it was around $700 on here. Didn't give it enough effort to try and figure out what it was or how to actually get some. Then had the same thoughts at 2k, 30k, 60, 100k

You likely wouldn’t have held. I tell myself that every time I remember seeing Wiki peddle it on here when I didn’t have two pennies to rub together so I didn’t go buy any
Posted by Upperdecker
St. George, LA
Member since Nov 2014
32619 posts
Posted on 7/5/25 at 11:13 pm to
Buy calls in April 2020
Posted by SlidellCajun
Slidell la
Member since May 2019
15475 posts
Posted on 7/6/25 at 11:38 am to
I sold some winners way to soon and bought some losers that I didn’t understand

I bought into the dot com craze and didn’t evaluate value which was a costly mistake.

I should have bought market ETF’s sooner

Posted by DownshiftAndFloorIt
Here
Member since Jan 2011
70776 posts
Posted on 7/6/25 at 12:12 pm to
quote:

Wikitiger


Even though I was in college at the time, I did try as well. I only had $200 or so that I planned to buy with. A short while into it i said frick it, that dudes nuts, and bought beer or watermelon or something stupid with the money.
Posted by jlsufan
Baton Rouge
Member since May 2021
385 posts
Posted on 7/10/25 at 1:15 pm to
but the poster isn't playing an announced stock split....he's got money to invest in MSFT and is waiting (hoping) for a split to jump in...there's no split announced (or guaranteed, they last split in 2003)

meanwhile, he might lost 2 years of return in the meantime
Posted by supadave3
Houston, TX
Member since Dec 2005
31699 posts
Posted on 7/11/25 at 7:19 am to
quote:

fricking Voyager's BK stole 2 from me, but I still have 1 left


$230000(and counting) lost in the Voyager BK? I’d be beyond pissed. Sorry for your loss.

I transferred $350 in gambling winnings to Bitcoin when it was around $4000/coin. One my $350 became $2400, I sold it thinking I was likely cashing out at the top. What a dumb move.
Posted by Hawgleg
Member since Jan 2022
502 posts
Posted on 7/11/25 at 7:39 am to
I believe Tyson got down to 8 or 9 bucks a share.
Pilgrims pride was pennies.

I know somee around here that made bank.

I did well, very well on Tyson and that led to a great Apple buy around 2015.

Posted by DownshiftAndFloorIt
Here
Member since Jan 2011
70776 posts
Posted on 7/11/25 at 8:10 am to
quote:

One my $350 became $2400, I sold it thinking I was likely cashing out at the top. What a dumb move.


Its fun to think about the what ifs for bitcoin but I know good and well id have sold it once I hit 100%+ profit. No point in day dreaming being a gazillionaire because even if I had bought as much as I wanted to when I first wanted to, id have never held it long enough.
Posted by boogiewoogie1978
Little Rock
Member since Aug 2012
19201 posts
Posted on 7/11/25 at 8:42 am to
quote:

If you could go back 20 years what would you do differently?

Run for Congress. I'd be worth 60-70 mill by now.
Posted by Bard
Definitely NOT an admin
Member since Oct 2008
57619 posts
Posted on 7/11/25 at 8:45 am to
quote:

I'll go back 30 yrs in the mid 90's when my wife and I were considering buying AAPL.


This. AAPL didn't even sniff $1/share until the mid 2000's. I would have bought the crap out of it then retired once the divy's started back up in 2012.
Posted by Artificial Ignorance
Member since Feb 2025
1424 posts
Posted on 7/11/25 at 10:28 am to
quote:

My goal was to always get out of debt by retirement age. In hindsight, I should have been leveraging up in houses and properties as asset inflation pays off big time. I’ve been swimming against the stream of what big money does…rather than borrow and acquire.


Assets more broadly, and the “right” assets (ie, Real Estate, Stocks, etc) with right risk -return for you…100% agree! Richest Man in Babylon (book) stuff.

While I respect that some people have a ‘peace of mind’ mindset (no debt…salute, Dave Ramsey), the peace of mind (no debt) opportunity cost was just too big for me. Using other peoples’ money to make money (truly investing mindset and behavior, not culture of consumerism debt stuff)…with targeted and focused wealth creation…offers a peace of mind of never having to work again (control of my time/life). And to me this far outweighed having some (good) debt to get there.

Typing this now from the other side! Now have the wealth to never have to work again. And grateful to be here 7-10yrs earlier than avg.

To say, in spirit of OP, take advantage of time, invest early and often, and use good debt (right price for right assets) to your advantage but not beyond your capacity (mentally and financially). It pays off big time!
This post was edited on 7/11/25 at 10:30 am
Posted by kjacksonp
Mobile, AL
Member since Dec 2006
1087 posts
Posted on 7/13/25 at 6:42 pm to
I would have begun to buy real estate outside of my personal residence back then. The combination of rental income and asset appreciation over 20 years would have greatly increased my net worth.
I put every dime I could into state retirement and then a 403B and that has been fine, but putting small amounts toward real estate would have been a wiser path.
Posted by CE Tiger
Metairie
Member since Jan 2008
41877 posts
Posted on 7/13/25 at 11:33 pm to
Everyone thinking they could buy bitcoin at pennies and hold it this long has no idea what it’s like to hold a volatile asset to millions. Most would sell after it pumped a few hundred bucks and take their profits.
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