Retirement tax questions

"convert the entire traditional IRA balance"

This is a taxpayer choice and has nothing to do with a backdoor conversion  Roth, so please don't call it that.

taxpayer could recharacterize and then convert $300 from traditional to Roth.

Tax would be on some amount less than $300.

(that still puts you in the situation of having a basis going forward).

 

The backdoor Roth, when available, is a tax-free event, and leaves no prior years basis.