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It drives me crazy that so many of our competitors lie and say they have a $14/user/month tier ($1 cheaper than ours) when in fact it's $168/year, or ~$20/user/month. It's just a straight up lie. How did this become the norm? It's super hard to explain this to potential customers.

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Hidden price math like that really erodes trust. One thing that might help in sales calls is putting a per-user monthly price next to the annual total on a simple side-by-side comparison, so prospects can verify it themselves. Do you find that actually shifts deals?

Yes, after a year of paying $14/month, you'd have paid $168. But it's a lie to say "the price is $14/month" if you're not actually allowed to pay monthly. The pricing page should say $168/year if that's the only way you're allowed to pay for it.

With those products, if you do want to pay monthly, the price goes way up (generally to >$20/month). So the sticker price is low ($14/month) but the actual price you pay if you want monthly billing is much higher.

Ah, I somehow read "$168/year equals ~$20/month" not "you can pay $168/year or ~$20/month". True, yeah. As a user, I also hate these pricing pages that show you a monthly price with a toggle for yearly/monthly payments. Seems very deceptive.