Why L/S hedge fund from venture capital?

Hi guys,

I'm currently a Sr. Associate at a late stage, technology-focused venture capital fund. I've done two years in technology banking and three years in technology investing. I'm interviewing at a technology-focused L/S hedge fund for an analyst role where I'll specifically cover software, consumer internet, and technology-enabled services. I'm having a lot of trouble articulating why I want to move from a VC fund to a HF. Any help? Here's what I like and dislike about my job:

Likes: sector focus, buyside, ability to see a lot of emerging trends in technology, how emotionally invested I am in deals I work on (it's pretty awesome)
Dislikes: lots of sourcing, look at a LOT of crappy companies, ability to see a company you invest in shit the bed because they can't scale, lack of analysis/modeling, lots of post-investment work, including strategic, hiring, exits, managing relationships, etc. that takes away from looking at new investments

I'm sure I can think of others. But, that's generally it. Any thoughts would be amazingly helpful and much appreciated.

6 Comments
 

disclaimer: just a college student, but this is the impression i got from talking to a lot of alums in later stage vc/growth equity vs hedge fund alums

  1. the ability to short vs long
  2. the fact that VC is more options investing vs looking at a fundamentals driven 'business.' by this, i mean that VC, you don't have to pick winners in the sense that you need to pick 'good' businesses; you can profit in VC by having IPO exits (even if your company sucks at monetizing, because future expectations are built into the stock price, i.e. twitter) or being acquired by a strategic because of the proprietary tech or user base you have even if your company sucks at monetizing. A VC investor once told me that VC investing is more 'options' investing, if that makes sense.

At a HF, at least fundamentally driven ones, it seems a lot more value driven in that you're trying to pick winners, companies who have strong competitive advantages vs their peers and can generate better returns (FCFF) for their shareholders as an actual business.

  1. the public markets are 'fair,' in that for VC investing, your relationships determine whether you can invest in a company, but with the public markets, you don't have to go through the relationship management because you just call your prime broker and place a buy order.

Hopefully that (2nd hand) knowledge helps.

 

College student also, first thing that springs to mind is that you want a more markets based role/you want to focus on investing rather than some of the other aspects of your job you mentioned. If your background in investing was related in some way to what you want to do in this new job, you could say you tried VC for xyz and found that you liked these aspects of your previous job better, which you can find in this new job but this new job will also give you abc.

 

Shouldn't this be straight forward? Where does the market come into play for a VC? If it comes into play you're looking at an exit, for a HF you're always in the middle of the market (at least at most L/S HFs). At HF you get to see direct results immediately (admittedly these aren't always true signs of success), whereas at a VC you need to be involved with the investment more directly and often for a longer period of time. Just my $0.02

 
Best Response

Rather than focus on why you like/dislike your job focus on crafting a convincing story regarding how you can leverage your existing skill set to help your PM generate returns. I would focus on your sector knowledge and your oversight (of portfolio company management and business practices) experience. You need to convince the group that you are more interested in market oriented investing than you are in process oriented invested. That has been a key factor as I transition from working on complex private equity deals, which are highly structured (source, diligence, finance/bid, win/lose, operate/de-lever, exit, repeat) and due diligence oriented, to a role that is fundamentally driven and more sensitive to the markets. The key differentiating factor is that you are more interested in passive investing (screen, analyze, buy/sell) vs. the active investing (getting your hands dirty and actively trying to drive company value) that comes with PE/VC.

 

Thanks for the responses. Drijver, I wish it was "that" simple but it's really not. And it's always helpful to get an outsider's perspective.

junkbondswap, that's really helpful advice. Would you mind if I PM you? Seems like you made a similar transition and I'd love to learn a bit more about it.

 

Sint voluptas quisquam minus ratione. Veniam magnam iure quod dicta quis ipsum. Qui dolores tempore qui architecto. Nemo est rerum similique et distinctio accusamus. Non quam culpa qui dicta doloribus ullam adipisci.

Magnam sit quasi architecto quia omnis ut iste. Voluptatem in repudiandae officia laborum eos officiis deserunt. Quia voluptatibus et dolore consequuntur consectetur tempore. Deleniti laboriosam ex ut quo autem et voluptatibus laudantium. Blanditiis qui adipisci impedit ipsa iure consequuntur.

Delectus illum itaque nostrum consequatur non illum quos vero. Perferendis voluptatum et quos quibusdam dolores. Natus sapiente vel laborum dicta. Est perferendis autem dolor autem quasi dolores et soluta.

Career Advancement Opportunities

June 2026 Investment Banking

  • Evercore 01 99.4%
  • Moelis & Company 01 98.8%
  • 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 98.8%
  • Morgan Stanley 05 98.3%
  • JPMorgan No 97.7%
  • BMO Capital Markets 12 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 (78) $151
  • Intern/Summer Analyst (72) $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
dosk17's picture
dosk17
98.9
7
GameTheory's picture
GameTheory
98.9
8
DrApeman's picture
DrApeman
98.9
9
CompBanker's picture
CompBanker
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...”