I started with Square Payroll in 2023, Q2 after having used Gusto for a couple of years. At the time their support was lacking and they seemed not to be able to correct my billing from 2 locations down to one. What was attractive is the ease staff can clock in with Square POS, and I can easily correct on the app (yes other services have that too). I had mistakenly believed that Square would manage payroll well and in may respects they have until they don't! Then try to get an error fixed. When I set up the account, whoever did the backend set up, had me report annually, and did not check with me or Gusto. After my first IRS notice I called and asked that if be corrected and reports sent. That never happened (the correct reports), but they did finally get the quarterly filing done. Today I find out IRS is still looking for Q2, Q3, Q4 941 and the 940. Today Square Payroll tells me that I need to send them in. I reminded them that as a fiduciary it is their responsibility to manage my reports properly. I was not even able to speak to "The Department" to let them know that it is their responsibility to manage my account properly. So now I file a legal claim against them in small claims court, and switch payroll services.
