Will Quicken Home and Business manage multiple businesses?
Yes, you can manage multiple businesses with Quicken Home & Business. Depending on how you have your entities set up would decide how you want to set it up in Quicken. If your bank accounts are set up together or have one account then your best bet is to have just one file with multiple accounts. If you have separate accounts and there is no trading back and forth between businesses then keeping separate files will be the best bet. Once you have figured out what you want to do then go to File -> New and Quicken will ask you which you want to do.
