1. There was a productivity company that gave so much with their PLG offerings that I basically felt that I was getting a fully functional product for free. They gave most everything that one would need, but the more and more I used it, the more involved I got and the more I needed to do. They had self service options to upgrade, and I seamlessly upgraded when the tiem was right. I now am a loyal customer and strongly reccomend this to any and all colleagues.
2. There was another company who made it very difficult to convert because they gave a “free trial” of the product but gave such limited functionality that I wasn’t able to gauge whether or not this would be a good fit for my company with specific use cases or anything besides basic functionality. Also, the way that their pricing was structured, you needed to commit 6 months payment up front as well, which was a lot to ask for for hardly using the product. It felt like a low value place to introduce that friction, and although there was some justification for the 6 month committment, I ended up not converting because I didn’t have enough to justify that decision.