HSA contributions made through payroll deduction or recorded on your W-2 and captured automatically. Later in the program, there is a place to enter additional HSA contributions that you make out of pocket.
Incidentally, COBRA insurance premiums are one of the things that you are allowed to pay for from an HSA. If you want, you can deposit money in the HSA and then withdraw it the next day to reimburse your COBRA premiums make your premiums tax free. You can’t take a itemized tax deduction for premiums that you pay from the HSA, but you will likely get greater tax savings than paying the premiums with after-tax dollars and trying to take the medical expense deduction, because of the limitations and threshold on the itemized deduction for medical expenses.
