25 year old MD made a $2mm bonus at OffDeal, An "AI-Native" Investment Bank

Found this story about a 25-year-old who's making millions at an investment bank for SMBs. The model is a 5% fee per transaction, with the MD taking home 20% of that, so about 1% of each deal, which adds up to millions if the MD is driving a dozen transactions a year.

Has anyone heard of this? The article credits this success to AI automation of the M&A process, but can't tell how much of this is hype vs truth. Regardless, $2mm at 25 is insane...

Edit: The MD is in line to make $2mm, if the companies sell.

31 Comments
 

Based on the most helpful WSO content, the idea of a 25-year-old MD making $2 million in bonuses at an "AI-native" investment bank for SMBs is certainly eye-catching, but it’s worth breaking down the details to separate hype from reality.

  1. Fee Structure and Earnings:

    • A 5% fee per transaction is on the higher end but not unheard of in the lower middle market (LMM) or super LMM space. Smaller deals often command higher fees compared to larger transactions.
    • If the MD is taking home 20% of the fees, that translates to 1% of the total transaction value. For $2 million in bonuses, this would imply the MD is driving $200 million in total deal value annually. While ambitious, it’s plausible if the MD is closing a dozen or more deals a year.
  2. AI Automation in M&A:

    • The use of AI to streamline the M&A process is gaining traction, particularly in areas like deal sourcing, due diligence, and valuation modeling. This could significantly reduce overhead costs and increase efficiency, allowing smaller teams to handle more transactions.
    • However, while AI can enhance processes, the success of an investment bank still heavily relies on relationships, negotiation skills, and execution capabilities—areas where human expertise remains critical.
  3. Reality Check on a 25-Year-Old MD:

    • Becoming an MD at 25 is extremely rare. Most MDs in traditional investment banking reach that level in their mid-to-late 30s or later, after years of experience and relationship-building.
    • If this story is true, it’s likely the individual is in a niche or boutique firm where the title of MD is used more liberally, or they are a founder/partner in the firm, which would explain the high compensation.
  4. Hype vs. Truth:

    • While the compensation and success story are impressive, it’s important to approach such claims with skepticism. The combination of a high fee structure, AI-driven efficiency, and a niche market focus could make this scenario possible, but it’s not representative of the broader investment banking industry.

In summary, while $2 million at 25 is extraordinary, it’s likely a combination of niche market dynamics, aggressive fee structures, and perhaps some exaggeration in the narrative. The role of AI in M&A is growing, but it’s not a magic bullet that replaces the need for human expertise.

Sources: Why work up to MD in Investment Banking?, WARNING : Do NOT enter IB (coming from a VP at a BB), Young and making substantial money...doesn’t feel real?, https://www.wallstreetoasis.com/forum/investment-banking/investment-banking-is-being-physically-annihlated?customgpt=1, 2022 Bonus Megathread (IB Only)

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

"This year he’s in line to make a $2mn bonus by selling perhaps a dozen companies with the help of AI."

I suspect this means that he'll get $2mn if he sells 12 companies. Perhaps there's 12 prospects / mandates in the pipeline, but it really doesn't seem likely that he'll sell them all. I can't imagine one person with two years of experience singlehandedly successfully executing a dozen sell sides in a single year. 

 

Would it be more plausible if you considered the fact that these companies are all LMM/Small cap where the process is simpler?

 

Somewhat, but smaller doesn't mean always easier. Small businesses might not have reliable accounting data, defensible forecasts, readily available information, tax issues, etc. Buyers might not go as deep on due diligence and the business might be simpler, but I'd would still expect there to be Q&A and other time consuming deal related activities. Once you sort that out, you still need to convince someone to pay a price that's acceptable to the seller. The seller might also not have realistic expectations. 

Taken together, 12 deals in a single year does feel ambitious even with AI assistance. 

 
Most Helpful

Hi there, Ori Eldarov here, the CEO at OffDeal

Sam's pay is based on probability weighted fees he is expected to generate (i.e. unrisked fees are almost 2x as high). 

In his particular case, he has multiple deals in the $2-3M range, all under offers from PE, so if all goes well he will a great year. 

Completely agree on complexities of LMM M&A - especially the point around valuaiton expectations. 

We force most of our clients to go through a QOE with a third party CPA firm BEFORE we launch the deal to ensure we're all aligned on EBITDA / valuations etc - this also makes the DD process on the buy-side a lot easier too. 

Every deal is unique, but for a banker to CLOSE 10 deals, they would probably need to work on 20-30 per year. This is doable, given that our guys can work on 5-10 deals concurrently (especially if they are staggered) and the avg deal takes about 4-5 months (of which 60 days is post-LOI DD).

Happy to answer more questions! :) 

 

When it comes down to brass tacks, IB MDs are a step away from being some combination of salesmen and brokers. Which are a step away from influencers.

So no, I don't think it's necessarily impossible that some 25yo kid could be making $2MM a year selling SMBs through some "AI-native" investment bank, considering that there are 25yo kids making way more than that doing way more stupid shit on the internet.

 

A few notes:

  1. According to the article, he didn't make $2M...he "could" make $2M
  2. At that pay-out ratio, he'd have to generate $10M in fees to make $2M. Most banks would pay you somewhere in that range at $10M in fee generation so it's not a real change in payout structure
  3. Anyone who has ever had to work a $10-20M EV acquisition before knows that the probability of close is so small that these guys will probably have to work 30 deals to close 10.

All that to say, if being a business broker was a better payoff than being an investment banker then the good investment bankers would do it. Instead, it's largely relegated to those who struggle to bring in quality deals. Any firm with 25 year old "Managing Directors" seems to be in that model. 

 

the harder pill to swallow is that a 2-person investment bank is executing over 20 deals because AI is doing nearly all the work

besides, many were commenting condescendingly on their business on twitter, and it's 100% envy/cope. AI is trully accessible to everyone, and seeing others do something that one thinks he could have done as well is another hard to pill to swallow. 

incentives trumph ethics
 

Restless

the harder pill to swallow is that a 2-person investment bank is executing over 20 deals because AI is doing nearly all the work

besides, many were commenting condescendingly on their business on twitter, and it's 100% envy/cope. AI is trully accessible to everyone, and seeing others do something that one thinks he could have done as well is another hard to pill to swallow. 

Even worse, the guy mentioned in the article was canned from an IB and tried to land a job in the industry. There were many banks, including ours, that he applied to, but the feedback didn't come back favorable.

Now, he's providing terrible service and advice to private business owners who are entrusting AI to facilitate one of their most important life events.

 

Not this one - but I’m aware of someone similar and the process is something like this

  • Use AI to lead search for small businesses
  • Come up with an AI generated valuation deck / assessment and send as cold email
  • If there is bite, try to sign EL
  • Then put the thing through AI for CIP / model and try to run a broad process and see what bites

    Can see it work for small businesses owned by individuals and there will be diamonds in rough. As somebody mentioned, total disservice to the seller. Guy I know had little idea on businesses, hired what I would call a very random execution team (VP was an event host …), and basically trying to make a quick buck. Heard the material was clumsy. If you send a 10,000 emails and 20 of them hit and you get 3 across the line - sure you make more than $300K. But how’s it any different than a crypto scam or Nigerian prince - idk. I’m sure there are lot of small brokers who take advantage of people, but when you can at scale with minimal cost, the impact is very magnified. 
 

Props to Ori and team, a few thoughts


FT article mentioned that these guys don’t even sit in on due diligence meetings / coordinate diligence. With SMBs you can probably cut corners and still get a good deal done which is probably what they’re betting on. Have seen similar start-up type boutiques in the SMB space that have some sort of edge but in terms of value and service are still falling short to what traditional banks currently provide. That said, as AI matures I can see them generating superior service and higher value overall and the large banks that use discrete tech / AI won’t stand a chance against an industry pioneer with a custom-built consolidated CRM. They’re also servicing a niche that middle market and bulge brackets don’t even target. In my humble opinion this is scalable up to a point with companies that are higher up-market having diligence processes that are more rigorous and demanding as will negotiation between lawyers and bankers on either side post-LOI (don’t see how someone with just an analyst background provides super insightful valuable post-LOI advice to a mid-size to larger strategic). My two cents is that a mature AI system can conquer the SMB space which is where Ori / team will get rich, but someone else is going to use a hybrid model (maybe a Rogo or something) with pedigreed individuals and creep into the space that the traditional banks operate in (but it will have to be pedigreed bankers bringing established rolodexes). Deal volume will increase / headcount will cut / pay per core head will shoot up

 

Associate 1 in IB - Gen

Props to Ori and team, a few thoughts


FT article mentioned that these guys don’t even sit in on due diligence meetings / coordinate diligence. With SMBs you can probably cut corners and still get a good deal done which is probably what they’re betting on. Have seen similar start-up type boutiques in the SMB space that have some sort of edge but in terms of value and service are still falling short to what traditional banks currently provide. That said, as AI matures I can see them generating superior service and higher value overall and the large banks that use discrete tech / AI won’t stand a chance against an industry pioneer with a custom-built consolidated CRM. They’re also servicing a niche that middle market and bulge brackets don’t even target. In my humble opinion this is scalable up to a point with companies that are higher up-market having diligence processes that are more rigorous and demanding as will negotiation between lawyers and bankers on either side post-LOI (don’t see how someone with just an analyst background provides super insightful valuable post-LOI advice to a mid-size to larger strategic). My two cents is that a mature AI system can conquer the SMB space which is where Ori / team will get rich, but someone else is going to use a hybrid model (maybe a Rogo or something) with pedigreed individuals and creep into the space that the traditional banks operate in (but it will have to be pedigreed bankers bringing established rolodexes). Deal volume will increase / headcount will cut / pay per core head will shoot up

At what level do you think rigorous diligence processes and demanding negotiation start to take place? Hint: it overlaps with the range this group is targeting. PE is the predominant buyer for LMM businesses (usually through add-ons, but also as platforms) and there is always stringent diligence.

 

Consequatur inventore quibusdam tenetur asperiores quas dolor. Fugiat nam laboriosam quo provident. Qui nihil laudantium maiores aspernatur quod error quo. Aut ut est est aliquid qui laudantium reprehenderit.

Inventore quasi cupiditate repudiandae placeat dolorum aperiam voluptas eligendi. Culpa non possimus dignissimos soluta rerum velit. Officia reprehenderit omnis sint. Facilis asperiores eos eveniet et non praesentium minus. Reiciendis rerum pariatur voluptate.

Quas exercitationem in sunt cum voluptates. Voluptates ea voluptates voluptas suscipit neque saepe et eaque. Sequi saepe ea sunt expedita quae sunt. Doloremque ut nam dolore ut. Atque rerum corrupti id.

Rerum recusandae odio earum et molestias voluptatem deleniti. Impedit doloremque quisquam modi odit voluptatum accusamus reprehenderit. Explicabo sed reiciendis ad error sunt.

 

Ea eos id laudantium non consequatur. Sed dicta fugit id vel dolores. Delectus omnis hic delectus non est voluptatem veritatis. Omnis eos occaecati odio. Est consequatur perferendis ut qui quisquam atque sequi quia. Aut dolor dolores labore ut ut.

Quibusdam veniam est amet et similique. Accusantium optio aut et et temporibus aliquam. Officia eligendi totam ut et sit in. Et deleniti sapiente magni fugiat qui quis. Sequi quia sapiente ratione qui quis.

Career Advancement Opportunities

July 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

July 2026 Investment Banking

  • Moelis & Company No 99.4%
  • Morgan Stanley 02 98.9%
  • Evercore 01 98.3%
  • BMO Capital Markets 12 97.7%
  • Banco Santander 01 97.1%

Professional Growth Opportunities

July 2026 Investment Banking

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

Total Avg Compensation

July 2026 Investment Banking

  • Vice President (15) $434
  • Associates (46) $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
Secyh62's picture
Secyh62
99.0
3
kanon's picture
kanon
99.0
4
BankonBanking's picture
BankonBanking
99.0
5
CompBanker's picture
CompBanker
98.9
6
Betsy Massar's picture
Betsy Massar
98.9
7
dosk17's picture
dosk17
98.9
8
GameTheory's picture
GameTheory
98.9
9
DrApeman's picture
DrApeman
98.9
10
Jamoldo's picture
Jamoldo
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...”