For income on SSI am I supposed to add all 4 of my 1099 in one box

No, you will enter them one by one.

Log into TurboTax

1. Under Federal
2. Select Wages & Income
3. Scroll to Retirement Plans and Social Security
4. Select IRA, 401(k), Pension Plan Withdrawals (1099-R)
5. On the screen Let's import your tax info
   1. Change how I enter my form
6. On screen How would you like to upload your 1099-R?
   1. Type it myself
7. Enter your Broker or plan administrator information.
8. Follow the interview.

Where do I enter my 1099-R?

What do you mean by "from this year and the past?"  Please explain that.  Do you have past year tax documents that were not entered on past year tax returns?

And.....was Social Security your ONLY income---or did you have other income besides SS?