by Brian DeChesare Comments (35)

Should You Quit Recruiting or Working Full-Time and Start Your Own Company Instead?



Recruiting sucks.

You network with hundreds of alumni… cold-email people via LinkedIn… write 51 drafts of your resume…

…and then you still have to go through multiple rounds of interviews, case studies, assessment centers, and more.

Here are the exact words one customer used to describe his feelings recently:

“3-4 hours of applying and networking per day is as far as I can push it – I can’t motivate myself to do more because there are fewer postings and alumni to contact every day.

This process is definitely soul-sucking: I did this for my junior internship, my first full-time job, and now I’m doing it again less than 2 years into this role.”

You might have similar thoughts, and then come up with a completely different idea:

Skip it all and start your own company instead.

If you’re putting in killer hours, dealing with psychotic bosses, and not even getting paid that much, why not just work for yourself instead?

Plus, everyone’s doing it these days – how hard could it really be?

Not so fast.

Perhaps finance is not for you, but your “Plan B” should not necessarily be starting your own company.

Despite the vast number of blog posts and books written about startups, several important points are continually glossed over.

Consider this your reality check.

Why Am I Writing About This?

I’m writing this because of 2 big trends I’ve seen in the past 1-2 years:

  1. Trend #1: Quite a few former bankers have been asking me to promote their new products and services… which they launched after they abruptly quit their jobs.
  2. Trend #2: Outside the finance community, startups are the new “in” thing to do. “I have a startup” is the new “I have my own band.”

There are plenty of ways to quantify the second trend (the rise in computer science majors, the growing popularity of CS and startup-related classes at universities, etc.), so feel free to do that on your own time.

What concerns me is that many of these “startup founders” are not serious about it at all.

I’ve seen more and more “groupies” attending events and acting like they’re a combination of Steve Jobs, Mark Zuckerberg, and Bill Gates… because they just launched an app that has a grand total of 2 users.

And, of course, Founder Hounders abound.

My favorite story?

Earlier this year, I met a recent grad from a top business school and explained my company to her.

She told me I needed to be more of a “visionary” and “inspire great action in people,” sent me a link to a TED talk, and talked up her startup… which hadn’t even launched yet.

A few months later, she was accepted into a startup accelerator.

Someone asked her what she would be doing there, and she responded:

“I’m going there to work on my company. But mostly to have fun!!!!!!”

How to Avoid Wasting Your Life on Failed Ventures

If you have an actual good reason to quit your job and/or the recruiting process and start a company, sure, consider it.

From what I have seen, though, most people have no idea of what they’re getting into.

Here are the top 6 fallacies I’ve seen among bankers, former bankers, undergrads, MBAs, and well-paid circus monkeys who are suddenly “inspired” to start their own company:

Fallacy #1: You “Work for Yourself” When You Start a Company

A few years ago, I was in LA visiting a friend who seemed very impressive on paper: undergrad and MBA degrees from top schools and experience in IB, PE, and VC.

Then he made a less-than-impressive comment:

“Sometimes I really envy you, Brian, I just hate working for other people. I want to start my own business and work for myself!”

I almost started rolling around on the ground in a fit of laughter.

You do NOT “work for yourself” when you start a business.

You work for your customers, and instead of reporting to 1 boss you now report to 1,000 bosses.

Instead of having 1 or 2 bad bosses, you might now have 10, or 20, or 200 bad bosses.

And instead of getting ridiculous requests from just a few people, now you’ll get them from the world at large.

If you raise outside funding, you also work for your investors, and they can be even worse bosses than demanding customers.

And if your strategy is to get “acqui-hired,” you are completing an unpaid internship at Google, Facebook, Microsoft, etc. with a low chance of receiving a full-time offer.

So if you want to start a company to “work for yourself,” you better rethink your motivation.

If you think you’re immune to crazy people and unreasonable requests because of the market you’re targeting, your distribution strategy, or your prices, think again.

To your eyes, your co-workers, classmates, friends, and acquaintances may all seem “normal.”

But when they pay you for a product or service, the relationship changes and you see personality traits that were latent before.

Many people are completely fine and stay relatively well-grounded… but the small percentage that do not will keep you up at night.

You’ll see this trend no matter what type of business you start: restaurants/bars, retailers, tutoring services, mobile apps, construction services, and yes, probably even laundromats.

Fallacy #2: A “Strong Work Ethic” is All You Need to Run a Business

Many bankers are drawn toward entrepreneurship under the following logic:

“I work a lot now, and I’m smarter than my bosses. Why should all the benefits of my hard work accrue mostly to them? If I’m working twice as much as a normal person, I might as well start my own company!”

You’ll see disgruntled consultants, lawyers, bankers, and even doctors saying the same thing: forget normal careers and spend the time starting your own firm instead.

They fail to understand that “the hours” are only a small component of what’s required to start and run a business.

More than “tolerating the hours,” you have to be willing to get your hands dirty and assume responsibility for everything that takes place on your watch.

Are you capable of doing EVERYTHING that’s required, from taking out the trash to arranging office furniture to fixing your IT systems to fixing code when your website breaks at 2 AM?

If not, you should rethink your plan… because you will be doing all of that yourself at first.

Even if you have some funding initially, you’ll still be doing a huge number of “random” tasks because of limited manpower.

If you’re starting it with partners, some of your burden will be reduced… but then you run into other challenges, such as dividing up equity or firing a friend who isn’t contributing his fair share.

Most people from top schools and “prestigious” firms are not willing to get their hands dirty by doing this type of work.

As you grow, the challenges evolve.

You won’t be emptying trash baskets or fixing code anymore, but now you’ll be disciplining under-performing employees, putting out fires started by managers, responding to competitors coming into your space, yelling at suppliers for not delivering what they promised, and so on.

Note this passage from Paul Graham’s excellent essay, “Before the Startup”:

“Mark Zuckerberg will never get to bum around a foreign country. He can do other things most people can’t, like charter jets to fly him to foreign countries.

But success has taken a lot of the serendipity out of his life. Facebook is running him as much as he’s running Facebook.”

It doesn’t matter how much you “automate” or “outsource” because ultimately your business is yours, and you are 100% responsible for everything that happens at all levels across all departments – even when those things are completely outside of your control.

Sure, you work a lot in finance… but even as a Managing Director or Partner, it’s not your fault if someone else’s deal or investment falls apart.

Fallacy #3: No Industry Experience? No Idea? Just Start Something! It’s Easy!

A lot of people think “the idea doesn’t matter”: just look at how many search results show up for that term.

In some sense, they’re right: whatever idea you pick will evolve over time.

Sometimes it will turn into something completely different.

And the team and the execution matter more than that initial idea.

BUT… the set of potential ideas on your radar matters a lot.

If you don’t have experience working in a specific industry, you’re unlikely to magically come up with a product or service that solves a problem real people are willing to pay for.

This is why there are so many derivative companies that are amalgamations of existing ideas: Airbnb meets Spotify meets Tumblr!

Sure, sometimes you’ll see genius ideas that aren’t linked to definable problems at all.

But more often than not, you’re better off starting out by working in an industry, seeing what problems exist, and then coming up with ways your new company can solve them.

Even the most famous person in the startup world agrees:

“So if you’re a CS major and you want to start a startup, instead of taking a class on entrepreneurship you’re better off taking a class on, say, genetics.

Or better still, go work for a biotech company. CS majors normally get summer jobs at computer hardware or software companies. But if you want to find startup ideas, you might do better to get a summer job in some unrelated field.”

Don’t confuse your general knowledge of a market with the specific knowledge of what people are willing to pay to solve.

When I started M&I, for example, I began by offering resume editing and mock interviews because I had to learn the real problems that students and professionals were encountering.

Yes, I had worked in investment banking and interviewed tons of people, but I didn’t know enough about how they prepared for interviews to create a useful product.

If I had created a product based only on my general industry knowledge at the time, it would have been a complete failure.

Fallacy #4: You Attended Top Schools or Worked at Prestigious Firms, So You Have What It Takes to Start a Company

When I started this business and told a few students at my illustrious alma mater (ugh, writing that makes me want to shoot myself), do you know what their most common question was?

“Oh, do you need a business license for that type of company?”

Yes, really.

Instead of asking about what actually mattered – customers, products/services, pricing, lead generation, etc. – they wanted to know about the red tape I would have to go through.

This question speaks to the larger problem of working at a Big Company or attending a Prestigious University: you spend an inordinate amount of time on minutiae that make NO difference to winning new clients or servicing existing ones.

Experience in banking or consulting is arguably the worst background for entrepreneurship because the “Revise this presentation 37 times and fix all the font sizes” mentality takes over your brain at the expense of the “Get it done ASAP, get feedback, and iterate” one.

But even outside those industries, you spend a lot of time on useless tasks at Big Companies: sitting in meetings… creating internal presentations… getting clearance to go to the bathroom.

Consider the story of how I launched the first BIWS course in 2009: I put together the content quickly and cut a lot of corners.

I knew that competitors’ products had more content at that time, so I priced it lower than other courses: the goal was to win paying customers, get their feedback, and improve it over time.

I showed it to a former co-worker right before I launched it and he said:

 “What?!!! This is so bad. You should have used [real companies / better case studies / more complex models / longer videos / a professional recording studio etc. etc.] and spent at least a year creating this! Anyone who signs up will immediately ask for a refund.”

We ended up with a grand total of 3 refund requests (< 1% of initial customers); most people didn’t care about any of that, given the price.

If I had taken his advice and spent a year polishing it, competitors would have caught up and launched their own video-based courses first.

 “Fast plus ‘good enough’” will beat ‘much slower + ‘perfection’” any day of the week.

If you’re coming in with a banking, consulting, or Big Company background, you’ll need to reverse your brainwashing to adopt this mentality.

Fallacy #5: Starting a Company is Just Like Working Any Other Demanding Job

Once again, this is a common line of “banker reasoning”:

“Yes, of course it will be demanding. So what? I already work 70, 80, or 90 hours per week! What’s the difference? At least I’m working for myself now!”

This reasoning is incorrect because it ignores how your mindset toward work changes as a direct result of your own business.

If you have a job – even a demanding and stressful one – you know when you have to go to work, when you can go home (even if it’s 3 AM), and when you have to be “on call.”

Then, you can spend the rest of your time hanging out with friends, doing activities, traveling, etc.

This mindset reverses itself when you have a business.

Instead of planning your free time around your work, you will plan your work around your friends / activities / hobbies.

If you do not have something specific planned on a certain date and time, you will be working on your business – at least if you want to be any good at it.

If you could work 24 hours per day, 7 days per week and not die in the process, it would be in your interest to do so because you are the owner and there is unlimited upside for you.

This is guaranteed to create tension between you and your friends, family, and significant other(s).

They will never “get it” because to them, work is work, and when you leave the office you’re done.

They will misinterpret your behavior and say that “you’re working too much” or “you’re obsessed with making money.”

Neither one is accurate.

You are simply obsessed with making the best possible product/service, because it is an extension of who you are as a person.

If you don’t believe me, or you think I’m just an extreme workaholic / perfectionist (yes, that is true), take a look at Ron Conway’s advice to founders:

“[If you’re] dating someone or married: warn them that they’re not first in line, that you have this vocation, that your duty is to your company. It has to be that fanatical.”

He wasn’t joking, despite the audience reaction.

Fallacy #6: Come On, What’s the Worst That Could Happen? If You Fail, Just Start Over!

You might think that failure is the worst case scenario: you lose time/money, you disappoint your investors and customers, and then you go back and start something new.


The worst case scenario is that you sink a lot of time/money into a venture, but then your growth slows down or you run into other problems and you have no exit options.

One friend, for example, started a company that quickly grew to $50 million in revenue with no outside funding.

He’s commonly viewed as a “guru” in his market and geography.

But when I spoke to him a few months ago, he told me a very different story: he was trapped.

Yes, $50 million is a lot of revenue for a bootstrapped company… but it was also barely profitable.

Growth had been flat in the past year, and there was no way the company could go public or get acquired due to its market and financial profile.

Plus, there were other shareholders so the decision to sell was beyond my friend’s control.

He couldn’t just “take money off the table” and leave because it was a C-corporation and not that profitable to begin with.

And he still had to work relatively long hours: “automation” is nice in theory, but in the real world it may or may not be possible.

So he was stuck.

This happens even with much smaller ventures: for example, a few dozen friends tried to “follow in my footsteps” by starting their own online businesses.

Most of them made some amount of money, and a few even turned the business into a full-time job.

But many of them got “stuck” at a certain level of sales and didn’t see a path to growing or selling the business at a worthwhile price (multiples are low for small businesses).

So they were faced with tough questions:

“Do I continue with a business that has gotten repetitive for me and make, say, $150K to $200K per year?

Or do I quit and go back to a normal job, earn less than that, but have a clearer path to advancement?

Or do I put in even more time and effort into another business that may or may not do better than this one?”

Nope, I don’t have an answer.

No one does.

And that’s the point.

So How Do You Fix All This? What Should You Do?

I’m not saying that you shouldn’t start your own company.

But you need to understand that it’s fundamentally different from working in other demanding, stressful jobs, and that most people gloss over what it really takes to have even a small chance of success.

So here’s what I recommend instead:

Tip #1: If you really are interested in starting your own company, and you’re not just doing it because it’s “the thing to do,” join an existing startup (using our IB to startup guide here) or launch a small project such as digital / physical products or a simple app.

There is no “shame” in joining something that’s already up and running, and in many cases you will learn more and earn more by contributing to an existing venture rather than throwing your own ideas against the wall until something sticks… if something sticks.

After all, “the 100th engineer at Facebook did way better than the vast majority of entrepreneurs in Silicon Valley”.

Tip #2: If you’re being honest and you’re not actually interested in starting your own company, but you simply want better hours and a better lifestyle, join a big tech company.

Some people at the likes of Google, Microsoft, and Facebook do work a lot, but it is also possible to do very little and succeed: I have friends and acquaintances at those companies that do maybe 2 hours of “real work” per day and still earn high ($100K+) salaries.

You’ll never be super-wealthy, but you’ll have a life, you’ll like your co-workers, and you may even get to do interesting work.

It’s tough to get in unless you’ve attended a top university, but that’s no different from banking.

Tip #3: If you’ve considered both those options but you’re still set on starting your own company, ask yourself one simple question:

Could you imagine yourself doing anything else?

If the answer is “yes,” don’t start it.

To make it work, you have to be so committed that your answer is “No, I could never imagine myself doing anything else.”

It’s like the “burn all bridges” concept from Think and Grow Rich: if you still have a bridge – a backup plan – you might be lured away.

So until you’re standing at that bridge with a bucket of gasoline and a torch, you are not ready.

But if you are actually standing there with your torch already lit, get it over with and burn that bridge.

You probably won’t become a billionaire.

Your personal relationships will suffer.

And you might realize that you’re in over your head with no exit options.

But hey, at least you won’t have to go through the recruiting process again.

For Further Reading

M&I - Brian

About the Author

Brian DeChesare is the Founder of Mergers & Inquisitions and Breaking Into Wall Street. In his spare time, he enjoys memorizing obscure Excel functions, editing resumes, obsessing over TV shows, traveling like a drug dealer, and defeating Sauron.

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  1. Hi Brian,

    You mention that banking/consulting/Big Company is the worst background for entrepreneurship. So, what would constitute good experience, before taking the dive into entrepreneurship?

    1. Sales. Companies do not exist without sales, so learn how to sell, learn how to market, and learn how to create a product that is “good enough” for people to want to buy.

      1. Hi Brian,

        Thank you for your reply. I am looking into a vacancy with a growth equity firm in their deal origination team. Would you know anything about what sort of role that is (think it might be a lot of cold calling)? Is it the same as an investment role? My contact said that “you’re trying to sell/market the firm to potential investees”. Would this count as ‘working in sales’/be good experience before entrepreneurship?

        1. “Deal origination” usually means cold calling, yes. You’ll probably get to do some investment work, but it will mostly be cold calling. It’s better experience than something like pure investment analysis work, but still not as good as selling an actual product or service to companies or people.

          1. Thanks Brian. Would you have any more information on this role, e.g. career progression, salary etc.?

  2. Hi Brian,

    Is it hard for an Investment Banking Associate, or perhaps middle management Banker (VP and Up) to start a business? Would the hours be too much to start a business?

    1. You generally won’t have enough time to start a business if you’re working full-time in IB at any level. Maybe you could do some part-time / freelancing work, but nothing that requires full-time effort – unless you’re capable of sleeping 2 hours per night on a consistent basis.

      1. What about working a 40-hour, non-finance job like tech and starting a business? Would it be possible then?

        1. Potentially, yes, but it depends heavily on what you do… start with freelancing or consulting first to test market viability, and then move to products/services. Check out I Will Teach You To Be Rich for tips.

  3. I think an article on Intrepreneurship would be a great topic response to this article!

  4. Im impressed by the quality of information on this blog. A new entry in my top10 websites :) greets from italy

    1. Avatar
      M&I - Nicole


  5. Good article to shake pretenders off the idea of starting an own business. However, I would like to learn how did you decide to burn your bridges and jump on the start-up boat. I am currently in the planning stages on a business venture that I have thought about from quite some time. It is a new version of already existing service, in a way similar to M&I and other IB sites. I would like to ask you whether you were sure that you would be able to draw clients from competitors. And is a better product all that clients are after?
    Before that I was convinced I should do IB, I thought it would fit with my energy levels and my desire to challenge myself. I went through the application process and landed a number of interviews, with the help of your site. I am feeling quite well about rejecting the offer to go into IB because it would have tied me down for years to come. While now I really can go full speed on this project.

    1. Thanks. For me it was relatively easy because I hated working in a normal office environment so much that I knew I never wanted to go back. Plus, I didn’t particularly like my co-workers.

      The standards in most markets are pretty low. You’ll find tons of very bad products that still sell a lot because nothing else is there. I didn’t know all the details before jumping into this, but as I looked around I got more confident because most of the products at the time were a joke. It takes more than that to win customers because marketing is also essential. I saw that no other companies were even attempting to market online and build an audience like that (overlooked channel), so it seemed like a good opportunity.

      1. Thank you for replying. I can definitely relate to your feeling about the office environment, this is one of the main reasons I decided to pursue my business idea.
        I know that the first few months are particularly hard for any business. How did go through them ? And how did you manage to attract those very important first customers?
        I am sorry to bombard you with questions, but I feel you could share a lot more relevant experiences than entrepreneur guides and videos.

        1. I go through some of these points in Parts 1 and 2 of my story here (scroll to the middle if you don’t have time to read the whole thing):

          I spent a lot of time doing outreach to news sites, message boards, and other online forums in the beginning. I don’t recommend that for everyone, though, because your audience may or may not be there. But you definitely want to focus on building traffic first, even if it’s via other methods.

          1. In the articles you mentioned that you spent too much time polishing your product. I infer that you now believe in getting your product out there instead of perfecting it.Thus is it better to have a fully functioning service before launch or you could improve the service while operating?
            Which of the too do you find optimal?
            Thank you for pointing me to the to articles I was able to find a few mistakes similar to yours.

          2. Spend no more than 1 month (about 160 hours of time) creating version 1. Launch that, then improve it over time

  6. Thanks Brian and M&I !!!
    Super great article; I enjoyed every sentence of it.

  7. Avatar
    Charlotte Annoh

    Studied Bsc.Procurement tho I had a diploma in Public Admn. I noticed i have a passionate appeal to be an Entrepreneur. Had taken the risk already and quit my job because of the massive ideas I see each and everyday in a problem …. how to solve and the urge to start up a problem solving business in my community. I had read n participated in many entrepreneurial programs.
    Please have I made a good choice in a whole ?

    1. Hard to say based on what you have described… I think it really comes down to whether or not you could see yourself doing anything else. Plus, are you doing something you have specific experience in / do you have a good idea of what people are willing to pay for? That’s the only way to decide.

  8. Thanks for such a relevant article, Brian. Having gone through an excruciation of full-time recruiting I have been thinking about starting my own company for a while now. On that note, how do you think top MBA schools look at that? If I start my own company and it fails, do you think I will have hard time getting into a top MBA if I only have that one bad experience on my profile? Also, how easy do you think it is to transition from a start-up to a corporate job out of undergrad, having only had that start-up experience?

    Thanks in advance!

    1. I think you could spin it into looking good for business schools even if it doesn’t work out, but you probably need at least a few other experiences to have a good shot at getting in (e.g., some type of leadership role in a group or some other interesting hobby/interest). In some industries it would be easy to go from a startup to a normal corporate job (tech) and you see plenty of people do that. But in more conservative industries it would be more difficult and you might have an easier time with a more standard job first just to prove that you can work in that type of environment.

  9. Hi Brian,

    This is a nice article. I have 14+ years of experience in F&A, FPNA and Techno-Functional Role as well. I recommend and vouch this article fully. It’s a real eye opener for many young people.

    I am also on the same line. Whether to go for my own goal, whether the right time has come or to continue some more time for Big MNC Companies’.

    Any I am firm on my goal and decision. Timing is the issue for me. So I have decided to put my efforts on both the ways till I get clear signal as to when I can move in which direction. I do a lot of ground work before doing any-thing.

    A large hearted salute to you my friend.

    Thanks & regards,

    Kiran Naik

    1. Thanks for reading! Yeah there’s no easy answer, but you always have to do the groundwork first.

  10. This article makes a lot of great points. I have really noticed a surge in the “don’t work for someone else, be your own boss” mentality within the last few years. I applaud it and I always admire innovators and people that take risks, but it’s gotten to where employees are shamed into corners for not starting their own business. I get hounded every few weeks by people that I should start a business even though I have no desire to and have no original business idea. I’m a good employee and it’s what I like. “What should I start?” I ask them. “Anything. Be your own boss.” It’s this mantra and it makes me dizzy. It’s not tycoons spouting this either, it’s usually grad school students or fresh-out-of-school individuals who say “unlimited upside” more than any other phrase in their vocabulary. Like some kind of cult.

    As you identified, people think it’s automatic. Just put a name on the door and the money flows in while you do nothing. Reminds me of the article you had a guest writer do about those who think they’re going to go into biz dev and immediately start drawing revelations on the whiteboard in front of important people. Ironically these are oftentimes highly intelligent people that make pretty shoddy conclusions about what running a business entails.

    Sometimes I think people are more focused on what it looks like to others rather than the value their operation adds to the market. Almost like they’re more interested in pretending the customer is not their boss meanwhile anointing themselves with the title of CEO because their name is on the DBA filing.

    1. Yeah it is kind of crazy, it’s almost like people just expect that by “starting a company” instantly they receive a certain amount of cash in their bank account. I think it has gotten way too easy to raise funding, and it has to come crashing down eventually…

  11. Phenomenal post.

    You don’t go into entrepreneurship because you want to, you do it because you have to.

    Start-ups glamorized these days. From what I’ve observed, the risk-adjusted-return working for a major corporation is far greater than starting your own business.

    My dad ran his own business for 40 years and he worked just as hard as any professional I know and his stress was far greater – if something went wrong, he couldn’t blame the analyst/associate/VP/MD/economy/government and continue on with his day…

    1. Yup, definitely true… people like to focus on a few exceptional outliers and ignore the rest.

  12. As ever fantastic (albeit sobering) advice, much needed with so much positive “just do it” stuff on the web now around starting a company.

    1. Yeah, definitely. I have to laugh at the stories I see sometimes…

  13. Great article. After a long time I read a Blog/ On-line article to the very end, every word or commented on it.
    This was written as an open letter to your child, no less and you poured the essence of your life experience into it.
    I have worked for big corporations, started businesses (plural), been a consultant, a tinker, a tailor, a soldier …
    One very essential exit strategy that you closed the door on must always be kept open. Ability to cut your losses and walk away. Easier said but necessary skill to negotiate life.

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