Team, I finally figured out to ditch all of the individually downloaded ESPP transactions from my brokerage, and simply enter 1 TOTAL transaction (all total ESPP shares for the year). Inside of the step-by-step for this 1 transaction you will find a screen where you can enter individual "Lots" of ESPP sales, and use step-by-step for each Lot. This worked fine and I entered each individual transaction as a different lot. For some reason, TT has only allowed 1 table entry for all ESPP transactions.
