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Topic: OT - Money / Investing Thread (aka financial no stupid questions)

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847badgerfan

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #280 on: July 30, 2026, 01:19:26 PM »
I just sit back, don't think about it much, let a bunch of smart dudes with decades of experience handle it

if they do freak out about something, they don't let me know about it.  (I doubt they freak out often)
This is basically me.

I saw an email this morning that my guy moved some stuff around this week.
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FearlessF

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #281 on: July 30, 2026, 01:20:44 PM »
yup, I just delete those emails
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betarhoalphadelta

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #282 on: July 30, 2026, 01:39:42 PM »
I didn't have faith in my guy at MSSB. So I handle it myself. 

But I don't freak out. Even if it sounded yesterday like I was freaking out. 

847badgerfan

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #283 on: July 30, 2026, 02:09:54 PM »
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Wildcat4E

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #284 on: July 30, 2026, 03:12:53 PM »

I haven't looked into any of this for some time, but used to be you had to completely retire to collect at 62.  The chart obviously isn't taking into consideration the extra income/savings and potential investment gain by continuing to work past 62, to whatever age, can bring.  Also, Medicare doesn't kick in until 65, so you're on your own for health insurance for 3 years.

But, if you can swing it, no reason not to try to get your'n back from the gubnmint. 

847badgerfan

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #285 on: July 30, 2026, 03:32:55 PM »
At 62 I could still make around $24.5K without penalty - if I wanted to. 

That would put me at $58K/year or so, until I hit 65. 

Only IF I wanted to. At this point, I don't.
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FearlessF

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #286 on: July 30, 2026, 03:49:47 PM »
yup, I think I can make $2,000 per month w/o penalty

might start that in 12 months - if my current boss thinks part-time is a good plan for me
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MikeDeTiger

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #287 on: July 30, 2026, 03:53:16 PM »
So... Financial advice question.

I currently contribute 10% of my income to the company ESPP. There are a lot of benefits to it, such as a 5% discount with an [up to] 2 year lookback price. So if the stock appreciates relative to my lookback price, I can make a significant instant profit on a buy. I've traditionally used it as forced savings to have a SHTF fund. By keeping the money out of my hands it ends up only being used when needed, while if I'd just tried to put it in savings (or leave it in my checking) I know I would've spent it.

Well, going forward I have enough to cover a SHTF situation, so I don't really *need* to keep contributing. After my next purchase late 2026 which will be the last on the current lookback period, I don't expect another 10x+ movement in the stock from here (although I'd love it lol). So some of the upside might not be there for the instant profit on the stock going forward.

Next summer I want to buy a house. That'll coincide with another kid leaving the nest (and a commensurate reduction in child support). But houses here are expensive... No matter what, I can't afford a mortgage w/o including that 10%.

I'm planning to at least ride the 10% into the next purchase period that ends late spring 2027. But from there I'm considering dropping it to 1% so that I can actually contribute that 9% to mortgage payments. With that, I'm still in the program so if the stock price becomes advantageous vs lookback I can always ramp it back to 10%, but the 9% ends up in my bank account every month instead of only having it lump sum into ETrade every 6 months when we have a stock buy.

The alternative is to keep contributing 10%, live cash flow negative on a monthly basis, and sell stock as needed to make up the difference. That way I continue to have all potential upside of the ESPP program and just might accumulate more $$ over time. And if there's an unexpected stock price move I'm already at 10%, since I can only ramp up percentage every 6 months for the next offering period, not within a specific offering period.

Thoughts? What would you do?

My $0.02.....literally worth exactly that.  

Your ESPP has already accomplished its original goal.  In my high-yield savings account, I use a spreadsheet to split out categories, and have sinking funds for various things that can or might blindside us.  Those are effectively my SHTF categories.  One thing I've had to teach myself to do is to quit contributing to those when I know the reasonably estimated target goals have been hit (cue questions about how can you know what SHTF stuff is coming.....I'd say "I just do," but really, I've found most things can be forecasted and planned for).  Things have "hit us" which didn't really hit us, and when appropriate, I resume building back up that portion of the account. 

So the way I see it:  Option A--1) contribute 10%, 2) the mortgage is effectively too expensive, 3) every month you're short, 4) you sell ESPP shares periodically as needed, 5) technically, your net worth might grow slightly faster.  What I don't like is, practically, you're constantly selling investments to pay bills, timing may matter, it potentially makes your taxes more of a hassle, and every unexpected expense requires another sale.  You said you don't expect another 10x movement.  

Option B--1) contribute 1%, 2) mortgage is affordable from paychecks, 3) no monthly deficit, 4) you remain enrolled in ESPP, 5) you can increase contributions later if circumstances change. 

I'm going with Option B.  There's value in simplicity, and I wouldn't want to buy a house knowing that my monthly budget works because I plan to liquidate investments every so often.  (I'll note that's different from selling stock for a down payment.  No problems for me there.)  

You can make an argument for looking at the discount value you've actually realized for the last X years and looking at the average gain from the lookback (presumably ignoring the big run you don't expect again).  If you expect that extra 9% contributed to ESPP to net you, say, 6-7%.....I mean....maybe?  If it were something in the realm of 20%....that's a different thing.  

Not knowing specifics to think through any particular projections.......I'm sticking with Option B.  

That said, you should probably do A.  Fading every decision I make is probably the best way to get ahead.  

Riffraft

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #288 on: July 30, 2026, 10:43:50 PM »
[img width=234.333 height=500]https://i.imgur.com/Y6ogcTL.png[/img]
What this doesn't take into account either I continue working until 67 or I start liquidating my investments. I can and have make more on my investments than the gain from delaying taking ss

847badgerfan

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #289 on: July 31, 2026, 06:30:10 AM »
I'm working and I've already started taking money against accounts that I have to pay taxes on. Only to the point of staying just under the 22 percent tax bar. 

My wife makes a lot of money not working.

I hit the jackpot with her (in other ways too) but don't tell her I said that.
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FearlessF

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #290 on: July 31, 2026, 07:23:59 AM »
hah, I need to take a trip to Florida :72:
"Courage; Generosity; Fairness; Honor; In these are the true awards of manly sport."

Cincydawg

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #291 on: July 31, 2026, 07:47:03 AM »
I figure paying 24% if I hit that level is not end of the world.  The next level up is 32% but starts a bit over $400 K married.

So, $211K to $405 K taxable income is 24%.


847badgerfan

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #292 on: July 31, 2026, 07:48:20 AM »
We don't need more than $200K to live very well here. We could do fine with less, and we will.
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Cincydawg

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Re: OT - Money / Investing Thread (aka financial no stupid questions)
« Reply #293 on: July 31, 2026, 07:51:52 AM »
I'm sure we could "get by" with a lot less than we do, don't travel, don't eat out as much, just pay the bills we have, we're fortuate enough to be able to do other stuff which is of course ancillary and discretionary.  I've run the numbers a few times on a Roth conversion.  It's not a no brainer for us at all, I did a small bit one year.  It would be kinda nice to have it all in a Roth and pay essentially no income tax going forward.

I had that plan once, convert everything and move to California.  

 

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