I’m having the same issue with no tracking number option showing up. I’m not understanding why an envelope would not have the tracking option. The package is within the dimensions for first class (15 x 12 x .75) and under 13 oz. I did define it as a custom package because first class wasn’t showing up as an option for products if I did not. The only options are to define the package is as a box or envelope so how would I define it as a letter if that is the reason for no tracking option?
I can print first class labels fine for an envelope with tracking on etsy and by using paypal.com/shipnow. Both of those sites have tracking automatically included.