Family Portfolio: how to unload stocks into ETF's without losing $$$ to taxes

Hey all,

Need some advice here. I've been helping manage my family portfolio for a couple years, and we've had a pretty solid run of things. We invest mainly in large tech companies, and have held Netflix/Apple/Amazon/FB/Google/Alibaba for quite some time now, to the point where they are all up well over 300% each.

However, my dad's getting to almost retirement age, and definitely doesn't want the stress of having such a concentrated portfolio for the next 30 years, so we were considering moving everything into basic S&P/International ETF's.

Is there a way to do this without paying ridiculous capital gains taxes? Could he put the stocks in mine/my siblings name's as we just have internship salaries and the rate would be much lower?

Also- what would you do in this case? Is there an argument to just holding on for the ride? (For perspective, we do have 50% of the fund in ETF's already- these stocks represent 35-40%, and the other 10% is other large cap stocks)

2 Comments
 

Et tempore quia molestias recusandae quibusdam vitae. Ratione beatae animi non unde et. Voluptatem esse qui tenetur eveniet quia quam omnis. Officia omnis nobis sit in ex.

Nemo facilis beatae ipsa rerum qui voluptatum. Ipsam inventore animi voluptate saepe deleniti doloribus nisi. Atque quia quo ratione dignissimos quo facilis. Ut est minus illum commodi. Sint voluptatem pariatur quia magnam quasi similique.

Rerum voluptates veniam minus aut. Velit a maiores aut sed molestiae itaque unde. Dolor qui est quisquam rerum et id doloribus voluptates. Quod ex ut voluptates tempore expedita itaque accusantium. Itaque dicta enim non velit aliquam.

Career Advancement Opportunities

November 2026 Investment Banking

  • Evercore 01 99.5%
  • Moelis & Company 01 99.0%
  • JPMorgan 01 98.4%
  • Guggenheim Partners 02 97.9%
  • Morgan Stanley 06 97.4%

Overall Employee Satisfaction

November 2026 Investment Banking

  • Moelis & Company No 99.5%
  • Morgan Stanley 02 99.0%
  • Evercore 01 98.4%
  • Banco Santander 02 97.9%
  • BMO Capital Markets 13 97.4%

Professional Growth Opportunities

November 2026 Investment Banking

  • Evercore 01 99.5%
  • Moelis & Company 01 99.0%
  • Morgan Stanley 05 98.4%
  • Goldman Sachs 01 97.9%
  • JPMorgan No 97.4%

Total Avg Compensation

November 2026 Investment Banking

  • Vice President (16) $429
  • Associates (57) $264
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (29) $183
  • Intern/Summer Associate (16) $161
  • 1st Year Analyst (84) $151
  • Intern/Summer Analyst (77) $101
notes
16 IB Interviews Notes

“... there’s no excuse to not take advantage of the resources out there available to you. Best value for your $ are the...”

Leaderboard

1
redever's picture
redever
99.2
2
BankonBanking's picture
BankonBanking
99.0
3
Secyh62's picture
Secyh62
99.0
4
kanon's picture
kanon
99.0
5
Betsy Massar's picture
Betsy Massar
98.9
6
DrApeman's picture
DrApeman
98.9
7
GameTheory's picture
GameTheory
98.9
8
CompBanker's picture
CompBanker
98.9
9
dosk17's picture
dosk17
98.9
10
Mimbs's picture
Mimbs
98.8
success
From 10 rejections to 1 dream investment banking internship

“... I believe it was the single biggest reason why I ended up with an offer...”