Nice that you have a large agency as a captive audience to close the deal on for the next 20 days or so. Step 1: I would start by adding a message at the top o

Nice that you have a large agency as a captive audience to close the deal on for the next 20 days or so. Step 1: I would start by adding a message at the top of the agency side of the login. Sign up for an annual agency plan so all your employees can have their own account. Click Here To Sign Up. Your Free Trial ends in 20 days. (You can change the message, track clicks on the sign up button/link, send them to a custom landing page with their company name) Step 2: On the portions of the App where their clients login/view pages. Add a small notice. XYZ company your free trial ends in 20 days. (display this on the agency pages as well in the same way, on those pages include a link to upgrade their account, you could even personalize it, make it easy to upgrade, just the cc info.) Step 3: Try to reach out to the two email addresses and give them an offer of a deal on an agency annual plan (Subscribe to our annual agency plan before the end of your trial and get two months free and all your employees can have their own login and use our service for unlimited clients.) Step 4: Depending on how your app works could you show them some metrics on their dashboard of how often their client is logging in or you've shared XX documents or they were viewed XX times by your clients, etc to show them the value of your app) As others have mentioned it is a good idea to re-visit your terms and conditions make sure it includes restrictions on multiple free trials for the same company and/or domain. Interesting situation. Good luck getting them to sign up. Let us know how it works out.