If you dig around online (sorry, can't find the link right now), you'll find people reporting conversion numbers for SaaS free trials --> paid accounts at:
10% convert to a free account
15% of free accounts convert to a monthly subscription
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0.015% overal conversion rate
To put it loosely in perspective with your numbers: 2,200 wait list signups
9 people signed up and used it
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0.004% conversion (a quarter of the way there)
I didn't read your follow up, but my first thought would be to carve out a hyper targeted sub-niche of users.For example, programmers who work at a < 10 person startup, located in San Francisco, who can be found listed on Twitter/Facebook/Etc..., have purchased monthly subscriptions for software tools in the past and wear yellow t-shirts :)
Market to them with a very personalized message (easy since it's a very targeted sub-niche) and see if you can get closer to that 0.015% mark with that targeted messaging.
But you may already have done this or something similar detailed in your follow up post :)
Just my two cents...