Regardless of what anyone says here, you have to test several approaches and pick the best performing one. One company I worked for was famous in it's niche fo

Regardless of what anyone says here, you have to test several approaches and pick the best performing one. One company I worked for was famous in it's niche for running tests. We'd run 30/45/60 day free trials, bundle offers, one-time offers, and so on. I mean we ran literally hundreds of split tests every year. The funny thing is that we went a few years before trying a low $1 trial (for a $100+ item) on a whim, and you know what? It out-pulled almost every free trial test we'd ever run. Then we bumped it up to $2.95, and that out-pulled $1 even more. All this time we'd been running free trials because common sense said that's what would pull best. Not testing this earlier was literally a multi-million dollar mistake. This taught me a valuable lesson: never make any assumptions about what will or will not work, and test all time.