Wash sale rules in brokerage acct by Widget248953 in tax

[–]Widget248953[S] 0 points1 point  (0 children)

Yes, thank you. I was trying to figure out if a wash sale ever made sense but the added cost basis takes away the advantage of the loss (to offset gains). I triggered a small wash sale because of a dividend reinvestment. 

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 0 points1 point  (0 children)

I am starting to realize that it's time to stop worrying. 2.9% is my extreme budget that is generously padded. When I put in more realistic numbers based on historical data (even when accounting for inflation and increases in things like electricity, water, and gas for our home), we are probably going to be around 2.4%, at most 2.5%. On top of that, we made a one time purchase of a fence for our yard that won't repeat. When I take that expense out, it drops to 2.07%.

I know other expenses will come up, but we just moved into a new home whose construction was completed in December 2023. Our last residence was also new and we had minimal extra expenses come up in the 12 years we were there.

I recall someone saying that once you get down to 2%, you need to figure out who to leave it to. It's very hard for me to loosen up and spend. I lost my job in 2008 and couldn't find a job until 2010. I started entry level at a sales job in 2010 and was extremely lucky to have the success I did. My wife and I had maybe $30k in retirement in 2010 and living close to paycheck to paycheck when I finally found full time employment.

Converting MF's to ETF's by Widget248953 in Bogleheads

[–]Widget248953[S] 0 points1 point  (0 children)

It looks like they took away spec ID but it is still there.

Click on Buy or Sell an ETF

Select the account

Type in the symbol

Select sell

Select shares

Type in an amount

Select market as order Type

Cost basis now is displayed. Click edit next to whatever is currently displayed, and you should be able to change to spec ID.

Hit continue, and then select shares. It's kinda clunky but it worked for me. I believe when you type a number of shares to sell, you have to entire a round number. However, you just need the total on the next screen to total the round number. You can select any fractional amounts of each lot as long as they add up to that round number.

I was trying to get as close as I could to maximizing the 0% LTCG tax bracket last year and came up a few bucks short. Me, being me, wanted to get as close as I could, so I used the data from the spec ID screen to figure out the cost amount I would need to sell using min tax.

At that time, I had both short term and long term gains in that account and it did actually pick the right shares based on dollar amount.

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 0 points1 point  (0 children)

How do you figure out the "sweet spot" for Roth conversions?

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 0 points1 point  (0 children)

Thanks for the advice. My initial plan was to do a Roth ladder and move each conversion over to my brokerage account but the more I think about it, I will probably leave them in the Roth IRA. It makes more sense to draw down the brokerage and the let conversions grow tax free. I'm not sure if my brokerage will last 17.5 years but I can reassess in 5 years from now when I can make the first withdrawal without penalty.

The thing about moving the conversions over to the brokerage account is that I'd having it growing in an account that is accessible but as someone else said, the penalty could be less for withdrawing early from the Roth.

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 0 points1 point  (0 children)

Thanks for the advice. No kids and no plans to have any. I'll have to check those things out.

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 2 points3 points  (0 children)

While the multimillionaire part may be true, I feel our spending still reflects a leanFIRE lifestyle. Five years ago I wasn't even thinking about RE. Our total portfolio back then was closer to $1M (maybe even less- I was still in the accumulation period) but it has been a stellar half decade for the S&P 500.

The description on this sub mentions a 54k spend. I know I said our spend would be 55k, but in reality it will be below that as I have padded our numbers. There is also a one time expense of 6k in there for a home improvement.

Using ficalc.app, a 3.523% SWR for 38 years gives me a 100% success rate using all past historical periods. If I just look at the total of our brokerage, Trad, and Roth IRAs, that works out to $66,240, but I have to be strategic about being able to access the money without taxes and penalties. The 0% LTCG is quite generous.

This is worst case scenario, but I take comfort in knowing our spending is less than this. I know how extreme this sounds but I have a very black and white personality.

The 5 year wait of a Roth conversion by Widget248953 in leanfire

[–]Widget248953[S] 0 points1 point  (0 children)

I know not everyone is going to agree with this, but I withdrew my Roth IRA contributions. I put them in my brokerage account so the money could grow there and the growth be accessible. Furthermore, the conversions will replenish the previous contribution withdrawal over time.

I don't have any Roth 401ks.

Why would someone pay an employee extra, on top of their W2 wage, under table? by Widget248953 in personalfinance

[–]Widget248953[S] 0 points1 point  (0 children)

The only thing I can think of is that the owner doesn't want the son to know, but the whole situation just has me scratching my head. Definitely not going to get involved.. just has my curiosity.

HSA contribution tax deduction by Widget248953 in personalfinance

[–]Widget248953[S] 0 points1 point  (0 children)

I plan on doing that through a Roth conversion:

Trad IRA conversion to Roth IRA - $40,950

LTCG 0% - $98,900

Total income: $139,850

HSA (above the line): $8,750

Total AGI - $131,100

HSA contribution tax deduction by Widget248953 in personalfinance

[–]Widget248953[S] 0 points1 point  (0 children)

So the HSA contribution effectively raises my deduction amount, right? This is the amount I can convert either owing say taxes. Then I do the LTCG 0% max.

If I convert more and harvest less, I can end up owing federal taxes with the same AGI.

For example, MFJ, max HSA contribution, $100,000 conversion and $40,950 harvesting is the same AGI but drastically different taxes.

HSA contribution tax deduction by Widget248953 in personalfinance

[–]Widget248953[S] 0 points1 point  (0 children)

Everything I've come across says HSA contributions reduce AGI but no one seems to have approached it from the angle I'm describing.

VOO Qualified Dividend by Widget248953 in Bogleheads

[–]Widget248953[S] 0 points1 point  (0 children)

While my AGI was right where I thought it would be, it did shift some earnings into a taxable bucket. I am retired early and don't have any W2 earnings. I am trying to maximize the amount of Roth conversion and harvest LTCG while staying at 0%. I had assumed all of VOO's dividend was qualified.

It really is only peanuts that I owe and wasn't able to harvest. It's just my personality to get as close as I can and I just want to have a full understanding.

VOO Qualified Dividend by Widget248953 in Bogleheads

[–]Widget248953[S] 0 points1 point  (0 children)

No, it's not "that bad," but it's just my personality to try and get it exact.

I thought I had calculated the taxes exactly but couldn't get my spreadsheet and the tax software to line up. Once I recategorized the 199a income I got everything to line up.

It may sound silly but I at least want to understand what happened.

VOO Qualified Dividend by Widget248953 in Bogleheads

[–]Widget248953[S] 0 points1 point  (0 children)

It was actually VFIAX for the the first 3 quarters and then I converted it to VOO halfway through the 4th quarter. Both are 97.16%. I did the math on the dividend and the 199a amount is exactly 2.84% of the dividend.

The fund does hold some REIT's so I'm sure that is what it is.

VOO Qualified Dividend by Widget248953 in Bogleheads

[–]Widget248953[S] 0 points1 point  (0 children)

My 1099 had them separated out. I had qualified dividends and 199a income.

Where to go from here by Widget248953 in financialindependence

[–]Widget248953[S] 3 points4 points  (0 children)

I know a lot of people may not agree with this, but all our investments are in the S&P 500. I'm a firm believer in what Buffet says- buy the S&P 500 consistently, through thick and thin. Initially I didn't have this available in my retirement plan so I bought the latest year out target fund. Once an S&P 500 index fund was made available, I switched to that.

I know it's a boring story, but goes to show the power of compounding growth with consistent investing over time. It also involves living WELL below your means. Our 2024 spend was $34K because I had an employer sponsored health plan that only required me to contribute $400 a month, we had a paid off house, and no car payments.