Using your bonus for real estate investment

So you just got your first bonus and by the grace of god you’ve managed to avoid the temptation of blowing it on bottle service and a watch that will remind you that you’ve sold your soul for a fancy clock every time you look at it.

You’re a financially literate person, you know how to build wealth, you want your hard earned money to work for you! As I’ve been thinking about the best use of that capital I’ve come to a cross roads. Do you take your ~8% in the S&P and wash your hands of any need to pay attention to it, or do you invest in multi family rental properties.

I think it’s clear that you can definitely make more in real estate if done correctly, but being in IB and almost certainly not having the time to do the hands on work involved with being a rental owner, will the costs associated with a property manager / land lord be worth the trouble, and more importantly long term outweigh the benefits of parking your cash in index funds.

Anyone gone down this route before and care to share their thoughts / advice on how to get started?

15 Comments
 

Happy to answer any questions. Started banking in MCOL (Charlotte/houston) and bought some lower cost rentals sub $250k and set them up myself as a self managed property. Figured out everything myself (roofing contractor, hvac contractor, plumber, handyman) and just coordinated as my own GC. Cash flows well if you screen and select tenants yourself. I literally used Zillow rental manager and marketed for $10 a week and screened tenants on TransUnion Smartmove. Just choose a lower crime area with no foundation issues.

Easy as fuck.

 

Being in IB the big advantage you have (in theory) is being able to analyze businesses to some extent.

Why not do growth-y investing in early stage companies? Probably not venture, but companies growing at ~20% - 50% YoY and largely bootstrapped? If they're doing ~$10m - $25m a year, someone like you can probably add a lot of value around the finance side. Even just implementing a 13w model + getting a good cap stack running does a lot for them.

Your IRR would be much much higher than RE or stonkz + you'd learn a lot quickly + it compounds very quickly.

I met a guy in PE working for an MM firm doing it on the side and he's crushed it in ~2 - 3 years. I think it could work even with IB schedule.

 

Tried doing this with smaller LMM firms and wasn’t too successful seeing ROI on headache. Would definitely appreciate pointers on building out a pipeline for this - like, which 20m Rev business growing at 20%+ is looking for me to invest a meager $10-50k for the privilege of being their outsourced corp fin person (assuming no retainer)?

2020 Update: recounting my experiences in PE and sharing thoughts on recent deals at https://leverup.substack.com
 

OK so I’ve done something similar to what you’re saying (i.e buy real estate with free cash flow) but took a different view on underwriting. Only twice so please do take it with a grain of salt. The reality is that cap rate is shit almost wherever you look in North America. It doesn’t make sense for me to buy a $1 mil property and rent it out for $5k/month and maybe net 1-2% cap rate. Instead the thesis is on regions where you expect to see fast capital gains. Smell the flow of money into a neighborhood/city/whatever. One play that worked out well is buying residential detached house/townhouse in the suburbs in the last 18-24 months, which would have seen above average growth due to desire for space from WFH. Unlevered return of ~5-10%, engineered with leverage to boost that to ~20-40% on a physical asset? Growthy af. We’re not even talking about fixer uppers. Artificially low rate environment made financing easier, and competition for those assets more intense. Demand outstripped existing supply and the pace of new local level housing starts. You get the idea. If you observe, you’ll find a thesis. The tougher part is actually winning a bid. You may run into many situations where you’re bidding against 15-20+ offers. Many are cash offers. Some walk in with a massive bank draft. Others even write letters. You don’t need to buy it when it’s hot. Just form a view about a region. Maybe there’s new transportation access. Maybe a new hub is being built next to an existing one. Maybe a few companies are moving HQ nearby. Information / research process is different from what you do in IB but the logic is the same: see where money would go, plant your trap, and then collect your killings. This is the 500 A.D. spice merchant game. Left out some stuff but hope that helps. 

 
Most Helpful

Cumque quis provident enim earum autem rerum alias molestiae. Nam ex ex ut. Fuga nam quia eveniet omnis reiciendis.

Career Advancement Opportunities

June 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • JPMorgan 01 98.3%
  • Guggenheim Partners 01 97.7%
  • Morgan Stanley 07 97.1%

Overall Employee Satisfaction

June 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 02 98.8%
  • Evercore 01 98.3%
  • BMO Capital Markets 12 97.7%
  • Banco Santander 01 97.1%

Professional Growth Opportunities

June 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.9%
  • Morgan Stanley 06 98.3%
  • JPMorgan 01 97.7%
  • Goldman Sachs 02 97.1%

Total Avg Compensation

June 2026 Investment Banking

  • Vice President (14) $434
  • Associates (44) $258
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (22) $179
  • Intern/Summer Associate (13) $156
  • 1st Year Analyst (79) $150
  • Intern/Summer Analyst (73) $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
kanon's picture
kanon
99.0
4
Secyh62's picture
Secyh62
99.0
5
CompBanker's picture
CompBanker
98.9
6
Betsy Massar's picture
Betsy Massar
98.9
7
DrApeman's picture
DrApeman
98.9
8
dosk17's picture
dosk17
98.9
9
GameTheory's picture
GameTheory
98.9
10
bolo up's picture
bolo up
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...”