I currently have Quicken Classic and would like to upgrade to Quicken Home and Business. Will I lose the information from that I have already entered into Quicken Classic?
No, you won't lose any data with the upgrade. They use the same data file layout.
For the upgrade, you only need to pay the difference in price between your current Q product price and the H&B price.
If you click SUPPORT at the top of this page, they can conduct the upgrade with you.
"Classic" is just a new brand name signifying nothing. Significant names are Starter, Deluxe, Premier, etc. Your data will remained intact.
Can I upgrade to Quicken Home and Business for a year or two, then downgrade back to Premier?
it’s all the same data file - just with different software features turned on/off for each version…