Hello there, @NPI.
Let me start with your first question. Since the employee's health insurance and shareholder's health insurance are different items, QuickBooks will show them as two different liabilities.
To get both on the same payment, you can create a custom liability check. This way, the items paid to the same agency are combined into one liability check.
Here's how:
- Go to the Employees menu, then select Payroll Taxes and Liabilities.
- Click Create Custom Liability Payments.
- In the Select Date Range for Liabilities window, select the appropriate date range or check date, then OK.
- Select the Health Insurance and S-Corp Medical Insurance items.
- Select Print if you want to print the check. If you pay liabilities by Electronic Funds Transfer (EFT), unmark the To Be Printed checkbox and type EFT in the No. (check number) field of the liability check.
- Click Create.
- Hit Save & Close.
For your second question, if you want to get that Worker's Compensation (WC) liability to show up on the same check as to your employee's and shareholder's health insurance, you can add that item in your custom liability check. If you're referring to something else, any additional information you can provide me on this matter will be appreciated.
For additional reference, you can check the following article about how to pay WC in more than 1 state, create reports and some FAQs about it: About Workers' Compensation.
I'm just a post away if you should have any other questions. Have a great rest of your week.