So Stripe Atlas for freelancers except it costs money. Look at how Atlas works and ask: why does Stripe do it? The answer is because it gets a new Stripe customer out of the deal and SV Bank gets another customer and the follow up legal services generate some money as well; so everyone gets paid at some point but there’s more of a value chain.

Why not give away some parts, charge for other parts on the backend rather than upfront.

Look at the Atlas model and see where you can copy that in the freelancer context. Perhaps make some deals with companies to provide qualified freelancers to members of your service; then you have a lead generation value prop to add to your product.

Freelancers need clients more than they need an NDA. So work all sides of the freelancer’s pain.

And stop with the “shares” thing. Honestly, nobody wants a piece of your business (yet,) so that’s just meaningless.

Why not $29 per year? What’s your actual marginal cost per user? Find that number, mark it up some amount and then go after scale. Alternatively, market to new freelancers — existing ones already know what they’re doing.

This is a big market but a really tough one. Freelancers are generally opposed to spending money unless absolutely necessary to their business because the one that can afford your service, don’t need it and the ones that do, can afford it — meaning the value doesn’t exceed the cost.