Self-employment is very nearly a universal goal across most industries. While not practical in fields like commercial aviation or nuclear engineering, self-employment is certainly an option for financial professionals. Many brokers and investment managers understand quite clearly how much of their revenue they must "share" with their employers, and dream of the the freedom and income-generating possibilities that go with independence. Before taking the leap, though, would-be self-employed financial professionals should consider some of the challenges that go with the do-it-yourself approach.

Friends and Family Aren't Customers

Many would-be asset managers build their business plans around the assumption that they will manage the funds of their family and friends and use this as the starting point for their businesses (and to tide them over). More often, though, this business never materializes and the end result is not only a lot of hard feelings, but a business plan that is undermined at its foundation.

A lot of people are uncomfortable talking about their financial situation with family members or friends, and this cuts both ways in this context; many entrepreneurs are reluctant to ask their friends and family for business, and just as many (if not more) friends and family members are reluctant to give the entrepreneur that level of access and information regarding their personal financial situation.

It's great to have a rich relative who believes in you (it certainly helped Warren Buffett back in the day), or wealthy friends who are willing to help you get started, but these are far and away the exceptions. At best, you may be able to manage a portion of their funds but you should not expect to feed yourself on the management of the funds of your friends and family. If nothing else, think about the dinner table at Thanksgiving and how pleasant that will be if you've lost money for most of the people sitting there.

Your Customers Aren't Your Customers

Whatever sort of new investment business you're contemplating (brokerage, investment management, advisory services, etc.) you had better be careful to check the provisions of the employment agreement with your current employer, as well as relevant industry, regulatory and association rules regarding the solicitation of existing customers upon switching jobs. In many cases, approaching existing clients of your firm and soliciting them to move their business to you is explicitly forbidden.

It's not unheard of for companies to work out transition agreements with employees who wish to go independent, with the entrepreneur often having to agree to a profit-sharing arrangement. In many cases, though, existing customers are off limits—of course, they can switch their business to you if they so choose, but you cannot solicit them (sometimes even informing them of your departure is not allowed). What that means is that the large business you've built may be largely off-limits if you wish to venture out on your own—or at least off-limits for a period of time (sometimes measured in years).

Simply going out on your own and poaching customers is a bad idea. For starters, you may be in violation of a contract or civil/securities law in doing so and expose yourself to significant financial consequences. Second, nobody likes poachers—for all of the criticism that the financial services industry has taken over the last five years, it is still a business where reputation counts for a lot and ruining your reputation from the get-go is a sure way to fail.

No One Else to Push You

There is an image of the independent financial professional as an ambitious and motivated self-starter. That's certainly true, but it only applies to the successful ones. One of the hardest parts of transitioning to self-employment for many people is also the part that made it so attractive—there is nobody else telling you what to do. If you want to knock off early and go play golf instead of continuing to call prospective clients or work on your marketing pitch, nobody will stop you. Working as a solo act requires a certain amount of delusional self-confidence (I speak from experience here), but assuming that you can take it easy early on, just because you know the customers will show up eventually, is a good way to fail.

It Can Be a Lonely or Isolating Existence

It's common to the point of being a cliche to talk about managers and supervisors who live easy off of the work done by their subordinates. This is particularly true in Wall Street, where senior analysts and bankers may leave at noon on Friday to play golf, but the first-year employees are stuck in the bowels of the firm assembling pitch books until 11 p.m. on Friday night.

Many new entrepreneurs are surprised to learn just how much work goes into running a business. Much of this is invisible in a large firm with multiple branches—the accounting, HR, legal, compliance and other functions may not even be done on-site or in-country. When it's your business, though, it all has to get done and, ultimately, by you. That leads to many late nights or weekends spent attending to tasks that aren't even why you got into the business in the first place; that can lead you to become something of a recluse or hermit—not necessarily by choice, but because you have to get the work done. If you value a job where you can just "unplug" at 5 p.m. every night, going independent may not be for you.

Lack of Resources and Reputation

One of the biggest surprises that independent financial professionals discover is how expensive it is to replicate the resources they are accustomed to when working for a larger firm. There is very, very little I miss about working on Wall Street (both the buy-side and sell-side), but I do miss access to information sources like Bloomberg, FactSet and Markit. While these data sources are invaluable for competing as an independent financial professional, they cost tens of thousands of dollars each year and can represent significant upfront costs for the newly independent professional.

Not only can large firms like Fidelity or Edward Jones negotiate more competitive rates for seat licenses, but they have more options in paying for those resources. Not so with the lone independent. There is virtually no negotiating leverage there to speak of, and customers are not going to pay higher fees just because your expenses are harder to leverage. Likewise, setting up systems for clearing, custody and so on can take time, and independents seldom get the best prices the service providers have to offer.

Inputs like rent, support staff, back-office functions, IT and info services all add up, and they're not too hard to quantify if you ask the right questions. What can be more challenging, though, is factoring in the cost and value of reputation. I've known more than a few advisers who thought that their success was due solely to their own skills and not the name on the building. When they went out on their own, they quickly discovered that very few clients wanted to deal with an independent, and most of those who were willing to do so expected a significant discount on fees.

Think of it this way: If you deal with a "bad rep" at a nationally known firm, there's at least some chance of getting legal and financial satisfaction (leaving aside the fact that the arbitration process tilts heavily in favor of the industry and borders on the corrupt). Dealing with an independent, though, brings to mind images of Bernie Madoff and the prospect of somebody taking your money and running to the Caymans. That difference in client confidence may be difficult to quantify, but it does show up as a real "cost" when it comes to establishing your own business and your reputation as an independent.

The Bottom Line

Done right, which means careful and detailed planning backed by significant resources to get you through the startup and initial months, working independently can be a great life. There is no shortage of challenges or hassles, but the rewards flow all to you, and you can decide the sort of business you want to operate. The key, though, is "done right," which means thoroughly understanding not only the requirements and challenges of the business, but your particular strengths and weaknesses and your ability to respond to both expected and unexpected challenges.