13 Financial Mistakes You Could be Making While Freelancing or Managing Your Small Business

Being an entrepreneur means wearing many hats. Most of us start with a creative passion or deep expertise in a certain area and have to learn the rest as we go. Most of us are making small mistakes along the way without noticing, and sometimes these pesky little mistakes add up to larger costs in the long-run.

Here are a few of the mistakes I’ve made, and corrected, since starting my first business all those years ago.

Not Paying Your State and Federal Taxes Quarterly

Did you know in the US you most likely* need to pay your state, federal, and city/county taxes quarterly if you’re self employed?

It’s an annoying amount of paperwork, but if you fail to file, you’ll be paying penalties at the end of the year on the amount they think you earned. The good news is it’s easy to do the paperwork yourself each quarter and send in your payment. If you overpay, it will all shake out at the end of the year, and you will get a refund. It’s better to be safe than sorry.

*Check your city and state for specific requirements. Some cities require monthly payments (e.g., City of Scottsdale).

Making Decisions without Understanding the Cash Flow Implications

On financial matters, don’t go with your gut. Financial decisions should always be made with cash flow forecasts in hand. Make sure you have an up-to-date cash flow chart at all times, so you can plug in numbers before pulling the trigger on a big investment!

Waiting for Payment until the End of a Project

Getting paid up front is a great way to manage long term business growth and cash flow. I’ll let you in on a tiny secret: If a client is not okay with paying a deposit or upfront payment for your services, run far away! They won’t want to pay later and will bleed your time while you wait for your fee to arrive. Don’t be afraid to ask for an upfront payment. It’s vital to your growth, and the right clients will understand that.

Not Tracking Shareholder Loans and Draws, and Adding Interest

You should be tracking when you loan your business money and when you withdraw it! Did you know, your business can actually act as a bank for you and pay you interest when it pays you back for a loan you put in? Track these ins and outs carefully.

It’s also important when you put money in a company to classify it correctly. Is it a capital investment or loan? They’re both treated differently. Loans must have a term interest rate and notes on how often the interest compounds. In addition, they must be signed by the person loaning the money and the receiving party (sometimes the same person is a single member or small company).

Overestimating Projections

One big mistake I see often is small business owners overestimating their projections. I’m all about being hopeful and reaching for the stars, but when it comes to financial projections, being realistic will set you up for the most success.

Once you have your realistic projections in hand, don’t forget to cross reference them weekly or monthly! Take a look to see where you’ve exceeded your goals or where you may have fallen short and need to make adjustments.

Not Following a Budget

It’s just as important that you track and understand your budgets on a daily basis. Blindly spending will get you in trouble! Be sure to account for variable expenses, too. These are expenses that will increase or decrease alongside your workload. For example, for every new client, there may be the cost of added freelance support, office supplies, travel, legal fees, onboarding costs, and so on.

Making Long-term Staffing Decisions When Your Team Gets Busy

Long term hires should be brought on when you’ve seen a trend that has extended more than 1.5 years. Otherwise bring in freelance and contract labor to help you through a busy time. Staff to your slowest periods, and sub-contract to your busiest. This will allow you to be nimble and adjust to the expected ups and downs of your business.

Unlike permanent hires, contractors should be able to jump in immediately and be able to help or resolve a situation without too much preparation. Set your business up in a way that allows for that type of easy integration.

Overspending on Overhead, Office Space, Etc.

We all get excited sometimes and want to spend on a beautiful space or nice car. Overhead can truly kill a small business, so try to stay lean. Look into great coworking spaces that exist with short term agreements which allow you to scale when the time is right. There are great benchmarking reports you can find online for free, tailored to your industry and business model, which may be helpful in understanding average margins in your space.

Not Paying Attention to Your Banking Fees

Bank fees can add up! Keep an eye on them, and always be sure to check in with your bank representative to ensure you have the account plan that is best suited for your business. As your business grows and your transaction numbers climb, you’ll want to stay one step ahead. There are amazing online banking options that have zero fees for small business owners that you should check out if your fees are creeping up to an uncomfortable terrain.

Confusing Write-offs for Discounts

Business write-offs (i.e., business expenses) are great non-taxable fees that will come off the top of your income when it comes to tax season. They may help put you in a lower tax bracket, which is always a great thing. But beware — it’s still real money being spent. They’re not free discounts or coupons. Money is money. If you have it and need to spend it on something valuable for your business, go for it. However, if you don’t, then it’s just dollars poorly spent.

To truly understand write-offs, be sure to research your deductions specific to which type of entity you are (sole proprietor, LLC, S Corp, or C Corp).

Underestimating Employer Tax

Once you have team members on your payroll, you need to watch out for those taxes. They can be extreme and gut wrenching if you’re unprepared. Expect to pay anywhere from 7-15% on your payroll sums.

Also, be careful when calculating payroll for yourself and any employees, because if you mess up, it’s the responsibility of the individual to pay any penalties and interest on underpayments at the end of the year. If you’re uncertain, you can always turn to a third-party payroll provider for assurances.

Lacking Solid Contracts and Collections Measures

People will try to not pay or delay payment when they can. All businesses are faced with these types of clients. Be prepared for late payments and have a process in place.

Have solid contracts before starting any work to protect yourself and a follow-up plan that allows you to notice and escalate outstanding payments quickly. Escalation may look like alerting your lawyer to issue the client a previously drafted letter or working with a collections agency. Whatever it is, be ready and don’t back down! Get that money.

Allowing Scope Creep

If you run a service-based business, it’s very important to define the scope of the project at the beginning. The scope of a given project allows you and your staff to prepare, delegate, and deliver in a timely fashion. Scope allows a project to remain defined, and it keeps deliverables realistic. Sticking to the scope allows you to be profitable.

Clients will try to get you to bend outside of the agreed upon plans and strategy, and this can cost you hours of work you’re not getting compensated for. Your time is money. Upcharge clients who ask for more, and be ruthless about it!

Best of luck growing your business!

About the Author

Sari Delmar is a former entrepreneur and current growth marketing freelancer for Every, which offers banking for online businesses. Sari is based in New York City, sits on the board of directors for Women in Music, and consults a number of startups and agencies.

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