Start by looking at several vendors that offer products to businesses with similar business models to yours.  Most systems are sold through dealers or VAR’s (Value Added Resellers) that offer a full range of service and support for the software and hardware that make up the system.  Most are happy to come to your location with equipment and demonstrate their products.  Once you have looked at a couple products make a spreadsheet of features that you want and begin checking off which system most closely meets your needs.  You will probably find that several systems meet most if not all of your needs.   

The most important thing that you need to know is who you are dealing with.  It always amazes me that people are willing to trust one of the most important parts of their business to someone they have just met without checking their references. Get references and then check those references.  Get several references from similar size and type establishments to yours.  POS systems are extremely complicated with many options.  The best POS system will become unusable, or worse unstable, at the hands of someone not properly trained or someone that doesn’t understand your needs during the setup process.   This system is essential in keeping your operation running smoothly and downtime can be disastrous and stressful.  Know that the VAR you select will be there when you need them.

Ask about certifications, are they licensed to do low voltage network cabling, do they have Microsoft certified technicians and network engineers.   Find out how long the company has been in business and if you are in their primary service area.  Are they available during your hours of operation?  What are typical response times for onsite service as well as remote and phone support?

Find out about all continuing costs for maintenance and upgrades.  Systems need upgrades to keep abreast of changing credit card rules and many companies require fees on a annual or more frequent basis and may charge additional amounts or “ skip fees “ in the case where you may not be on the latest version.  Make informed decisions and get everything in writing.