Your Business Bottom Line: Why Choosing the Right Payment, POS, and Payroll System Matters

Published: 04-02-2025
Author: Crystal Cole

Running a business is an exciting journey filled with opportunities – but also challenges, especially when it comes to setting up essential systems like payment processing, point-of-sale (POS), and payroll solutions. Too often, business owners are caught off guard by hidden fees, misleading contracts, and poor customer support because they don’t know the right questions to ask up front.

I’ve heard far too many stories about sales reps who mispresented, oversold and then underdelivered. Unfortunately, there are often hidden fees and high rental costs, fees that look good up front but then suddenly increase. With so much on their plate, the last thing a business owner needs is to struggle with expensive, inefficient, or deceptive service providers.

Choosing the right partners to work with from the start can save you significant time, money, and frustration down the road. That’s why understanding how these systems work and what to look out for is crucial.

Knowing what to ask up front can make all the difference in choosing the right company to work with.

After years of working in payments processing, POS, and payroll, I’ve seen firsthand how the wrong choices can hurt a business. I’ve also helped numerous owners avoid costly mistakes by educating them on what to look for and what to avoid. If you’re in the process of setting up your business – or reconsidering your current setup – asking the right questions before you sign a contract can make all the difference.

It’s so important to know the right questions to ask up front, to understand what makes sense for your business, and then select people who are a good fit to work with. Considering the heavy expenses related to accepting credit cards and running a point-of-sale system, this decision should be made through due diligence and strategic planning.

Educating new and current owners so they know what to avoid and how to best forward, is the fun part of my job. I enjoy advising people on the “do’s and don’ts” of setting up business payment processing, point-of-sale systems, and a payroll service.

Key points to consider include:

  • Where their support center is located;
  • If any integrations are available;
  • How the company ensures and charges for compliance;
  • How they review transactional efficiencies;
  • How easy are their statements to read.

Below are 5 GREAT QUESTIONS TO ASK about each of the three services, to help owners avoid pitfalls, overpricing, contracts and penalties down the road:


Payment Processing

  1. Am I signing a long-term contract or only an agreement?
  2. What happens when/if I need help?
  3. Will my fees ever go up and how will I know?
  4. Could you go over one of your monthly statements with me?
  5. How many basis points are you adding on and what are the monthly fees?

Payroll

  1. Give me all the fees that I should expect to see, in writing.
  2. What happens when/if I need help?
  3. When would I see a fee beyond these and why would that happen?
  4. Am I going to be called/solicited by your company?
  5. How do your fees compare to your main competitors?

Point-of-Sale

  1. Is this the only option that you have to sell me?
  2. Do you sell or lease the hardware?
  3. If it’s a lease, how much will this hardware end up costing me in the end?
  4. Who is going to help me with my inventory/menu uploading?
  5. Who is going to install the system, and what happens when I need help?

By keeping these key questions in mind, business owners can avoid common pitfalls and make informed decisions that support long-term success. Whether you're just starting out or looking to optimize your current setup, taking the time to evaluate your options can lead to significant savings and better service in the long run.

The right payment processing, POS, and payroll solutions can streamline your operations, improve cash flow, and protect your business from unnecessary fees and headaches. Getting there does requires due diligence, transparency, and asking the right questions before signing any agreements. The effort to ask questions and evaluate more than just price up front is well worth the time and energy!

Your business deserves partners who care about your success – not just their bottom line. Be informed, be proactive, and build a team of service providers around you that support growth and efficiency.


Written by...

Crystal Cole - post author

Crystal Cole

Owner - Ledgewater Consulting
Contact Author

Crystal Cole is a business consultant in Maine and New Hampshire. She has helped dozens of businesses save thousands of dollars by providing the right solution(s) at a fair price, and then following that with commitment and service. Outside of work, she can be found working out, indoor rock climbing, or writing her latest book. Feel free to reach out to her - she’ll be happy to help any business owner keep more of their hard-earned money in their pockets! Check out Crystal's Listing



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