GREAT JOB!
Launching something new is always hard and I'm happy for you.
I would look at: https://scottscheapflights.com/
They have a similar business model to your product, and I think they do a great job balancing free and paid.
Another great model for what you're doing is: https://www.instagram.com/chartrdaily/?hl=en
Personally, I think you guys are trying to upsell too early. I would hide the upsell more and focus more on converting subscribers and delivering more value up front.