Retirement tax questions

I guess this is not as simple as I hoped.

 

I did file an extension. 

 

What is a trustee to trustee transfer?

 

A bit more info... 1 of the 1099's is a recharacterization from a Roth of 2,309.28 (earnings 309.28), the other is for a properly done backdoor Roth for 6,298.87 (earnings 298.87).  If I enter the 2nd one, it works fine... form  8606 is created and I'm taxed on 298.87.  As soon as I enter the 1st one, form 8606 disappears and Turbotax wants to charge me tax on 8,608.15.

 

Thanks for you time and response.