How do I tell the program that I would like a certain amount left at the end of the plan to leave to my family?

The best way is to enter the amount you would like left over as an expense in the Goals & Additional Expenses section. src="https://cdn.livehelpnow.net/clients/21145/kb/inher1_5e056108-9c9f-489c-9b1f-2a10306b4379.png" id="28a6ed00-4e2b-48a0-be1f-898fbf5f25f1" alt="inher1" width="90%" height="auto" data-image="28a6ed00-4e2b-48a0-be1f-898fbf5f25f1 [...]

I can't find where to tell the program I will have a Roth IRA conversion. Where is this done?

You must have an investment set up with an 'Account Type' of Roth IRA. You can then add the conversion information in the 'Annual Contribution' section as you see in the screenshots below. In this example this person is converting a manually entered dollar amount by year. Note that the program will add an inflation adjustment to these entries. For example, if it is 2024 and you enter a $10,000 [...]

Should I include taxes for Annual Living Expenses In Retirement?

No, this would be double-counting because the program calculates taxes for you each year in [...]

Where do I model rental income from my real estate property?

Enter rental income in Plan Inputs & Assumptions>Additional Cash Inflows. Most people model the income as the net after expenses and taxes. src="https://cdn.livehelpnow.net/clients/21145/kb/rent1_eef6b191-a031-44bc-81b9-9d6db263b10b.png" id="1d28eacf-3442-44fd-8a40-da6037f68402" alt="rent1" width="90%" height="auto" data-image="1d28eacf-3442-44fd-8a40-da6037f68402 [...]

Where do I model the sale of a home in the future?

You should model this in the Additional Cash Inflows section. Enter the cost basis and toggle 'on 'Is Primary Home' if this is your primary home and you can receive the home sale tax exclusion. Note that when the sale occurs in the program the after-tax proceeds are reinvested in 'Taxable' accounts pro rata based on their balances at the time of the sale. [...]