Most heirlooms only work in a limited level range in their default form and must be upgraded to work at higher levels. That costs gold, and you’ll need around 30,000 gold to outfit yourself with a fully upgraded set (counting only those that give you bonus experience). You may need to spend some time on a boosted character to acquire the gold you need to outfit another character with heirlooms, but it’s well worth the effort.
If you're looking for simple, just get actionator. Set it to undercut everything you post for 1c and alt click from your bags. It will place the item on the ah window, do a scan for that item and autoset the price for how much you told to undercut (you can change it accordingly if you feel like it). It will remember if you do stacks for which items and replicate it everytime.