Escape from cubicle nation - sidehustles / passive income

Hey monkeys,

Many of us are trying to find a way out of the rat race. Thought I'd query the monkey tribe to see what has worked (or not) for you, and what ideas you have.

I've been experimenting with side-hustles and passive income for some time, with various degrees of success. I'll share my 2 cents. And it has always come to a trade-off in time + capital expenditure vs income. Time is often the biggest gating factor. Since for me having a day-job in finance is fairly lucrative, I need to minimize time outlay to SH.

  1. funds mgmt: currently my wife and I generate $120k / yr (60 each) with no work. 0 time outlay, 0 capital investment, I don't want to go into too much detail on it here around that, but it leverages our funds mgmt experience.

2.. capital raising consulting I have done capital raising consultancy. That did not work so well. Generally, funds want to pay a success fee only, and no retainer. That sucks, because most funds who take on independent help are not top flight funds. Capital raising is VERY time consuming (making PPTs, researching which LPs to call on, having LP calls, arranging roadshows, etc.) it's a lot of time to invest, in the hopes that just maybe that fund manager can close a check, and then honor his commitment to pay. That work sucked.

  1. real estate We're in Asia, Real estate has been a low-yield game, but oh, those capital appreciations. RE has gone up 10x in value in our portfolio in the past decade. We are sitting on a lot of value, but yields are still low, and in many cases negative, so it's more like we're feeding the beast. I was at a BB in 2010, so I wish I'd bought US property then. Damn. So maybe doing more emerging markets real estate investing (or waiting for a downturn to buy distressed) is a better way to go. My wife is the queen of distressed-seller real estate.

general (non capital raising) business consulting I had 4 consulting gigs running in parallel, and it was a disaster. Mostly, I've found clients are NOT understanding of the time limits. They expect to have you all to themselves, and are judging by results, not time spent. It's like having having 4 unsatisfied and demanding b*tch girlfriends, and even tho you told them it's non-exclusive, they are not understanding. They all felt under-served even tho I said "well, you're paying my for 15 hrs / wk, and so I can't give you more."

One of them in particular took WAY MORE TIME than we agreed to originally, and I didn't fire the client, though I should have. They paid $7k/mo which in our agreement was enough for 15-20 hrs a week max, but they ended up taking consistently north of 35hrs/wk. This one gig cost me my other consulting gigs, which eventually melted down.

Other Side-Hustles I've heard worked well for others:

-import export from China-to-global (maybe pre-fab buildings, pre-fab interiors, etc.) -EB-5 consulting 7, -advising startups on capital raising

3 Comments
 

Hey earthwalker7, I'm the WSO Monkey Bot...do any of these help:

  • What do people do to generate passive income? Hey guys, Can't trade single stocks at my the HF i'm at. Besides real estate and buying properties at 5-7% cap rates (but less in reality w/ vacanies, and main. capex), what are some places you can earn a nice double digit return on your capital ...
  • Passive Income Opportunities & Diversifying Your Wealth any golden nuggets of wisdom, or other ideas I may have missed. Thanks. passive income No Yes 273442 ... income outside one's daily W-2 grind. Personally I've given the idea a lot of thought lately as ... yielding income generating securities-would require a large base of capital and discussion with financial ...
  • "Passive" Business with Physical Location give me some good ideas. passive income office space ... So I currently run WSO from a home office (in Palo Alto, CA) and I was thinking that since I work ... from home, I could pretty easily rent out some real estate nearby and start another business that takes ...
  • Income Inequality, Is It Unavoidable Income inequality, a topic that gets discussed a lot here. I've been reading up on it, namely ... to get it from others, and those who know how to give it up. I've heard things like universal ... basic income, but wouldn't the people who already spent everything they have spend that as well. ...
  • I'm constantly surprised at how obedient/passive humans generally are. (or permanent diability) with a meat cleaver? (or said more politely, what's preventing him from ... live until 300 years old, thus making it "worthwhile" from an aggregate, total lifetime ...
  • Career in Passive Investment? popularity of ETFs etc and money moving away from active investing, there is obviously less career ...
  • Escaping the Back Office- Seeking guidance to successfully escape the BO and migrate into a FO role in IBD. **TLDR Background: ** 2018 ... analyst role at a regional bank (US Bank/Pacwest/CFG/BNY), seeking a path to IB. My story: I come from an ... from Culinary school and moved to Florida, where I worked 15 hours a day in a banquet kitchen. After ...
  • More suggestions...

I hope those threads give you a bit more insight.

I'm an AI bot trained on the most helpful WSO content across 17+ years.
 

Would love to bump this because I do think it is important to get a better idea of where people can be successful on the side along with what level of expertise is necessary.

Have been trying to help my father (soon to retire) find ways to make what money he has saved work for him, and it's hard to diversify away from by single family rental properties.

OP what have you found to be the most successful SH you've attempted?

 
Most Helpful

Error harum delectus quia doloribus et excepturi quae. Eaque facilis magnam odio ut qui dicta. Ut aspernatur quaerat deserunt sunt quae. Iure aperiam eligendi rerum.

Reiciendis voluptas ad odio animi quia pariatur. Laborum consequatur voluptas veritatis laboriosam eum nobis. Ut dolor quae cupiditate id et quod. Et voluptatem sit est ut in.

Est a praesentium illum animi placeat mollitia nihil. Iste id voluptas eligendi inventore.

Nam aspernatur qui neque et porro autem. Voluptate corporis id sed et molestiae nostrum optio. Est deserunt deserunt reprehenderit repellat est consectetur et.

Career Advancement Opportunities

June 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.8%
  • JPMorgan 01 98.2%
  • Guggenheim Partners 01 97.7%
  • Morgan Stanley 07 97.1%

Overall Employee Satisfaction

June 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 01 98.8%
  • Evercore 01 98.2%
  • BMO Capital Markets 12 97.6%
  • Banco Santander 01 97.1%

Professional Growth Opportunities

June 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Evercore No 98.8%
  • Morgan Stanley 05 98.2%
  • JPMorgan No 97.7%
  • BMO Capital Markets 12 97.1%

Total Avg Compensation

June 2026 Investment Banking

  • Vice President (14) $434
  • Associates (43) $259
  • 3rd+ Year Analyst (8) $210
  • 2nd Year Analyst (22) $179
  • Intern/Summer Associate (13) $156
  • 1st Year Analyst (75) $151
  • Intern/Summer Analyst (66) $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
Secyh62's picture
Secyh62
99.0
3
BankonBanking's picture
BankonBanking
99.0
4
kanon's picture
kanon
99.0
5
DrApeman's picture
DrApeman
98.9
6
dosk17's picture
dosk17
98.9
7
CompBanker's picture
CompBanker
98.9
8
GameTheory's picture
GameTheory
98.9
9
Betsy Massar's picture
Betsy Massar
98.9
10
numi's picture
numi
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...”