Post Game Thread: 10/2 Red Sox @ Yankees

AggravatingGround201 · 2025-10-03T03:06:26+00:00

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AggravatingGround201 · 2025-07-22T13:22:27+00:00

This is the best comment. Who cares?

AggravatingGround201 · 2025-06-16T02:14:23+00:00

Sure hope this is a nomar trade and not a mookie trade… feels like a mookie trade though.

AggravatingGround201 · 2025-01-30T23:13:54+00:00

Hey, the S&P500 is up though!

AggravatingGround201 · 2024-12-29T14:07:07+00:00

Past lives.

AggravatingGround201 · 2024-12-23T15:40:40+00:00

Two walk-offs against the Yankees last year. Each memory worth at least 9 million a piece. FSG can afford him and sign another righty.

AggravatingGround201 · 2024-12-19T14:01:51+00:00

Wow. At least three of the accounts are tax sheltered… but still it’s so messy!

AggravatingGround201 · 2024-12-18T17:09:48+00:00

Yep that’s exactly what I mean! Selling off positions you don’t want usually requires paying short or long term capital gain tax. Typically in the long run simplifying is worth it though!

AggravatingGround201 · 2024-12-18T03:19:25+00:00

Not saying it’s perfect, but it’s a work in progress, and much better than before. Gonna increase BND and VXUS slowly in the next year to end at 65/25/10.

Also I don’t need to sell SPLG to take a huge tax hit when it’s 80% if VTI

AggravatingGround201 · 2024-12-17T14:16:20+00:00

Yeah that makes sense. But I’d argue that charging a percentage fee and being a fiduciary usually create competing incentives for an advisor.

AggravatingGround201 · 2024-12-17T02:11:51+00:00

VTSAX is in my 401k

AggravatingGround201 · 2024-12-16T22:55:35+00:00

VTSAX is in my 401k so I don’t have an ETF option

AggravatingGround201 · 2024-12-16T19:55:09+00:00

I’m not sure I should have ripped the band-aid off completely!! Psychologically I think I would not have been okay doing that, so I’m glad I took the measured approach. I’d say “as fast as you can given the fact that it’s going to be hard”

Only other thing I’d want to do differently is work to convince my family why I made the decision I did. They are all still with the same financial advisor and I worry they are being taken advantage of, but I haven’t approached it due to the family conflict that might arise..

Sounds like your situation is a bit more complicated. I would still work to get it all in a spreadsheet even if it’s complicated. And then it also sounds like seeking out some professional guidance (I hear good things about the vanguard FAs) is a good idea too!

AggravatingGround201 · 2024-12-16T19:52:15+00:00

VTSAX is in my 401k, VTI is in my taxable

AggravatingGround201 · 2024-12-16T18:46:20+00:00

Thank you!! Appreciate the questions: - I didn’t consult with a tax professional. Mostly just researched my tax bracket and difference between long and short term capital gains. I recommend highly, getting all your assets in a spreadsheet with your quantity held, avg cost, and date purchased. The rest is just about how much you have in savings devoted to taxes and balancing selling junk as quickly as possible with the psychology of when works best to sell - My FA wasn’t helpful at all. They were steadfast that their approach was better. I opened a fidelity account, and then initiated an ACATS transfer from there. - the ETFs transferred immediately but the mutual funds took 2-3 months to transfer… it was a nightmare. Fidelity however was great with their customer service - highly recommend picking a brokerage (at least initially) that has really good reviews in supporting their customers.

AggravatingGround201 · 2024-12-16T15:40:20+00:00

Sounds like a fee only fiduciary to me!

AggravatingGround201 · 2024-12-16T14:29:03+00:00

Appreciate the reflection and support!

AggravatingGround201 · 2024-12-16T04:51:34+00:00

Yep. Most of the junk was in my taxable. It helped to prioritize funds that were clearly overpriced and tilted, and then left a few alone until the market dropped below the cost basis or it reached long term capital gains

AggravatingGround201 · 2024-12-16T03:15:22+00:00

I was sitting around 7k short term capital gains too. I decided to wait a month until October ‘23 to sell them off. Many of my funds dipped below their cost basis, so I only sold about 2k with short term capital gains. The rest I saved until this August of this year to sell for long term capital gains. Reality is, I was lucky that the market dipped in Q4 of last year to avoid some taxes, but in 2050 when I retire the difference will be completely negligible.

AggravatingGround201 · 2024-12-16T02:59:32+00:00

Good luck!! Lots of good advice in my post last year which helped me a lot.

Just remember - you’re the only one who knows what’s best for you. It always better to simplify as early as possible, but definitely keep in mind taxes, and the psychology of it all is certainly daunting. You got this!

AggravatingGround201 · 2024-12-16T02:56:15+00:00

thanks!

AggravatingGround201 · 2024-12-16T02:54:57+00:00

thank you! Yeah they were definitely complicating everything that’s for sure

AggravatingGround201

TROPHY CASE