I use Quicken business on both Windows and Mac. I tried to migrate my one account to Mac last year. There were a few issues with my account in Mac which made me end up going back to Windows for that account.
When I migrated it separated "accounts receivable". The new invoices go into a "Client Invoices" folder. The original "Undeposited Checks" was now also not to be used and I had to open a new "Undeposited Check" folder. Why can't that all be linked together.
Windows: No link between customers and corresponding invoices. In Mac you can open your "client" and see the invoices & payments for that client. When looking a an invoice Windows does not have a clear view of what and when any payments have been made on it, you have to open the "payment history" to see them. Mac has a great view, it's very clear with no extra steps. The "address book" is hidden instead of being a tab under the business.
Mac: Unable to print statements, setting up the clients and how to print the invoices with all this extra client info. Plus the issues with my accounts receivable & Undeposited Checks. I would migrate to Mac for that account if those were addressed.