The Seven Deadly Sins of Newbie Entrepreneurs

By Dana Brownlee 98B
President, Professionalism Matters

It’s been over a decade now since I left Corporate America. As I look around at other colleagues who chose to dip their toe into the shark-infested entrepreneurial waters around the same time, I’m somewhat amazed at how many of them have become a statistic. You know the statistic that I’m referencing – a ridiculously high percentage of small businesses will fail in the first couple of years. Looking back on my first few years, I can’t say that I don’t understand why. Now that I’m on “the other side” of those grueling first few years, I can see how treacherous the waters are for a new small business. In particular, there are some major mistakes that many newbie entrepreneurs seem to make with alarming consistency. The GREAT news is that those who manage to navigate around these all-too-common land mines can drastically increase their likelihood for success!

Sin #1 – Not setting aside enough cash reserves to support yourself during start up

Having built my own (very small) training/consulting business, I firmly believe that one of the reasons why so many small businesses fail within the first few years is NOT because the business model isn’t viable or the entrepreneur isn’t “good enough” to make the business work; it’s the fact that the financial ramp-up time is a firm reality and most entrepreneurs simply run out of money to support the business and/or themselves before the business is profitable enough to sustain itself. In my case, I started stashing cash while I had a lucrative consulting job (and no kids) into a fund specifically designed to support me during the first year or two of my small business. It seemed like divine intervention when my business started to turn the corner JUST about the time when my funds were running dangerously low. Thankfully, my business didn’t require any significant capital expenditures and I didn’t have employees (labor costs), but even with that meager expense structure it took a year for the business to generate enough revenue to cover its own expenses and about 18 months for it to cover my salary as well. It took three years to hit the six figure mark. When I look back at my success, as much as I’d like to attribute it to my personal brilliance, a large part of it was just that I had the financing to enable the business to grow and cultivate its own success. The business development process is like nurturing a garden: you can water, fertilize, and do all the right things, but you also must simply give it time to grow. There’s no substitute for providing that time.

This trap of not saving enough is critical, not just because it can kill your business, but also because it can make it a slow death. By that, I mean that a lack of cash creates a sense of desperation that forces the entrepreneur to commit all the other sins as well….See sins 2-7.

Sin #2 – Using assumptions that are overly optimistic during planning

I see so many newbie or want-to-be entrepreneurs fall into this trap. They have a great idea. They’ve mulled it over in their mind, convinced their friends and family that it’s a no brainer, and they jump into the fray only to realize that there were a few not-so-little details that they failed to consider or a few areas where their assumptions were overly optimistic and before they know it, that “no brainer” business is hanging by a thread!

I have a friend who’s tried for years to develop a training business and I remember a specific conversation where she quipped that she’d figured out her plan. She’d decided that even if she only got one new training client a month, she’d have enough revenue to meet her goals in the first year. That may sound reasonable, but as someone who’s developed a training business over more than a decade, I immediately thought, “How in the world are you going to get a new paying client every month?” My business is one where I’ve had a small number of main clients providing repeat business over several years, but it took lots and lots of lunches, client meetings, free webinars, and lunch and learn sessions to develop each and every relationship. Again, I can only speak from experience in my own industry, but her assumption of getting one new paying client each month, or twelve in one year, with virtually zero reference clients, minimal website presence, and minimal professional training experience, was completely ludicrous in my mind. Later, she came to see that her assumption was completely unrealistic and ultimately took a part-time contract position while she tries to get her business off the ground.

Talking to other wannabe/newbie small business owners, I’ve heard similar unrealistic planning assumptions that proved very harmful, if not fatal, to the business:

  • Overestimating demand for the product/service
  • Underestimating time required to get the first client
  • Underestimating time required to do marketing, business development, website development, social media outreach, and other critical, non-revenue-generating activities
  • Assuming that it will be easy to win clients from existing business relationships
  • Assuming zero risk – not allowing for what will go wrong
  • Assuming that it will be fairly easy to find the right people to support the business (employees, vendors, or other stakeholders)

In my case, I made some of these same unrealistic assumptions. Here are just a few… I didn’t plan on having to sue a client for non-payment in the first couple of years. I was completely shocked at just how difficult it was to win clients (particularly the first few). For some crazy reason I thought that clients would flock to me just because I was a great trainer (not true). I continue to struggle with the balance of working “on the business” while also working “in the business” – it’s difficult to predict/manage the time allocation split between business marketing and execution activities. (If someone has the right formula, please let me know!) When I first left management consulting, a colleague told me that they wanted to bring me in to do about $50K in training immediately – business which never materialized. Thank goodness I had my nest egg (see Sin #1).

Sin #3 – Not properly evaluating your business model

I guess this is where my MBA and Engineering degrees come in handy. I love models and my mind inherently thinks fairly strategically, so for me it felt fairly natural to analyze my business model. But not everyone incorporates this into their planning. It’s so easy to get really lathered up around the concept of your business, but it’s quite another thing to put pen to paper (or I’m sure there’s an app these days) to help you objectively evaluate your overall business model and its profit potential. The simple truth is that having a great idea is just a start – it doesn’t necessarily translate into a profitable business model (think online grocery shopping which was thought to be the next big thing towards the end of the last millennium).

Let’s get real – what in the heck does business model really mean? My non-SBA expert view is that it’s a representation of the structure of your business and how it will serve customers and generate profit. Considerations could include the following:

  • Product or service based business
  • Business to Business (B to B) or Business to Consumer (B to C) sales model
  • Sales online, through distributors, directly, etc.
  • Franchise based

Years ago, one of my friends started a “life coaching” business. Admittedly, I know very little about this space and I’m certain that it’s a perfectly viable industry, but having cultivated a training business several years earlier, I began to highlight some stark contrasts between my business model and hers. First, my business was B to B, and hers was B to C. In my opinion, the latter seemed riskier because the client base is inherently more price sensitive. Coca Cola has deeper pockets than their employees – it’s just a fact. The second stark difference was that my service was being provided to groups whereas hers would be provided to individuals. As a result, my price points would/could be much higher because I was providing a service to 20-40 people simultaneously and could charge accordingly. Finally, my service tended to sell in one-day increments where hers tended to sell in one-hour increments. Again, my model accommodates a higher price point, since I’m charging for a full day (or multiple days) at once instead of charging hourly. The other difficulty related to this is that she’d need to consider the amount of marketing time required to “sell” that hour of service and how much turnover would cost her when clients’ budgets were tight or, for whatever reason, they chose to discontinue service. Again, my point isn’t that coaching can’t be a viable business model – it certainly can – but definitely take time to evaluate your business model so that you have a realistic picture of how you’re making money and what is reasonable profit potential given the structure of your business. In her case, maybe she should offer monthly rates (instead of hourly) or consider developing some related products (e.g. webinars, e-books, etc.) to extend her profit potential. It all starts, though, with understanding your business model.

Sin #4 – Trying to do everything yourself to save money

This is such an obvious trap. Of course, when you’re first starting out, you want to keep expenses down and do things yourself as much as possible. However, if you outsource wisely, you can end up saving much more money in the long run. Remember that your time IS money and think about where you really must personally invest your energies – developing/refining your content, products and services, cultivating relationships with key clients or stakeholders, and developing credibility within your industry – no one can do this for you. Others can, however, develop your website, handle your public relations, develop templates for your newsletters, make trips to printers/copiers and perform random administrative functions. The key is identifying what to outsource and what to keep. A good rule of thumb is this: if it’s not part of the core competency of your specific business, you have little expertise in the area, it’s time consuming, and there are many suppliers who can provide the service at a reasonable cost, consider outsourcing. Of course, if you haven’t saved a sufficient nest egg to support the business in its infancy (Sin #1), you may not be able to afford to outsource anything. But, you will see quickly that if you try to do EVERYTHING yourself, you’ll not only run yourself into the ground, your business will suffer because you don’t bring sufficient expertise in every area. Find some great suppliers and use them! Hint: other small businesses can be a great place to look. Prices are often much better and bartering could even be an option!

Sin #5 – Not being willing to work like a dog during start up

I’m amazed how often I run into people who’ve only recently launched their businesses but seem shocked that they’re not making six figures while working a 25 hour week. They seem to have this glamorous view of entrepreneurship where they get to start at the top and skip all the hard work. It reminds me a lot of how we tend to view celebrities or professional athletes. We focus on the few A-listers who were the exception and made it to the top, but we completely ignore the fact that during their first decade or more they may have taken non-speaking roles in low budget productions, lived at the Y, and worked a “real job” while also volunteering at a casting agency for exposure and working 50-60 hour weeks – paying their dues until they could get a big break that would give them a chance of making it.

Running a “typical” small business isn’t as hard as becoming an A-list actor (I hope!), but the simple truth is that to make it, you’ll have to HUSTLE early on. This might mean working another job while you’re starting your business, volunteering or working for free to gain experience and exposure, and working nights and weekends. When I first started, I would teach for any organization that would have me. At the beginning, I didn’t have material, reference clients, or reputation, so I desperately needed exposure and experience. That was the currency I was after. If I made a few hundred dollars per gig, that was gravy, but that wasn’t my primary goal. I was hungry to get out there and get my business off the ground. I didn’t care how far I had to drive or how early I had to get up; I wanted to work! Now, clearly, you shouldn’t stay in this “hungry” state forever, but when you don’t start there, I personally think you send a message to the universe that you’re not willing to truly sacrifice. They say that luck is where preparation meets opportunity, and I think that the more you prepare and the hungrier you are, the luckier you get!

Sin #6 – Pricing your product/services too low or too high

This is such a classic mistake and I’ve fallen victim to it as well. In my business, I often respond to RFPs (Request for Proposals). Years ago, I’d been submitting proposal responses annually to a large governmental agency. After about four years of consistent rejections, I got a tip from a colleague that my pricing was too low to be considered seriously. That year, I doubled my pricing on the same classes and was selected for the first time! On the other end of the spectrum, I had a friend starting a training business who was preparing a proposal for training with a large company and intended to charge over $20,000 per day! You won’t be shocked to find out that she didn’t win the business.

Pricing is so tricky. Of course, benchmark whenever you can. See what others are charging. If you’re new, charge a little less than the market, still maintaining profit though, or you may not be in business for long (unless you’re doing something pro bono for marketing or other strategic reasons (see Sin #5)). At the same time, don’t fall into the trap of assuming that you can charge what your previous company paid for the same service or product. They may have been purchasing from a major company or other established supplier and you may simply not be able to demand those rates right out of the gate. It’s much smarter to offer value pricing initially, prove your value, and then raise prices over time (as you enhance your service/product as well). You may even acknowledge that your initial pricing is a discounted rate for new clients so that they have an expectation that prices may rise in the future. Also remember that you can often ask clients for their budget. This information will not only give you an idea of what to charge but could minimize the risk of your severely underpricing or overpricing your product or services. You may also consider offering different pricing options to increase the likelihood that you’re offering something within your client’s price range.

Sin #7 – Not having a growth strategy

Most small businesses think that the goal is to win as much business as you can but that’s not necessarily true. Sometimes, you can attract too much business and then you have a completely different challenge that, believe it or not, could threaten the longer term viability of the business completely. We all know of a restaurant that was great when it first opened, then they expanded and the food/service declined, then they developed a bad reputation and eventually closed. Don’t be that business. Think about how you want to grow and develop a high level growth strategy fairly early on (even if it changes as time progresses). I’m facing this challenge right now with my training business. I have several options for supporting the growth of my business. I could hire additional trainers/support staff to work for me, develop online services or other instructor-led alternatives, develop training products, partner with others, raise prices, etc. Each option, though, requires a very different course of action/preparation process, so if I’m to meet the demand head on, I must plan my growth strategy proactively.


Having developed a small business over the past decade, Dana Brownlee is an advocate for helping other small businesses succeed. She is President of Atlanta based training company Professionalism Matters and is an acclaimed keynote speaker, corporate trainer, and team development consultant. She can be reached at danapbrownlee@professionalismmatters.com and on LinkedIn and Twitter @DanaBrownlee.

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