1. When entering the code-G From 1099-R for the $17.5k rollover, answer No to both questions that ask if the rollover was to a type of Roth account. TurboTax will then treat it as a nontaxable rollover to the traditional IRA. (The code-2 Form 1099-R from the IRA custodian reports the taxable Roth conversion that you made from the traditional IRA.)
2. The code-H Form 1099-R indeed reports a distribution from the designated Roth account in the 403(b) and the rollover to the Roth IRA is nontaxable. It's clear from this and teh code-1B Form 1099-R that you made your after-tax contributions to the designated Roth account in the 403(b), not to the traditional account in the 403(b)
3. Due to investment losses, the amount of funds in the designated Roth account in your 403(b) available to roll over to the Roth was less than your contributions. Still the difference still became basis in your Roth IRAs due to rolling over the entire designated-Roth-account balance to the Roth IRA. Enter the code-1B Form 1099-R and answer Yes when asked if you rolled it over to a Roth IRA. This will cause TurboTax to add it to your Roth IRA contribution basis but will not appear anywhere on your tax return.
