How do you obtain a solid understanding of how Sales sells your product?

Do you have access to a listening tool like chorus or gong? I find when we can't be in the room, listening to how sellers pitch after calls have concluded helps us gain insight on how to iterate or improve on strategy. Another option would be to peruse customer success/support tickets to identify gaps in perceived value. I would also encourage you to ask to join calls as a ride-along or silent observer!

It's critical to stay aligned with how Sales is messaging and selling your product. Even more critical to see how customers react, engage, and ask questions. If you have a service like Gong, it can help you watch recordings and get deeper insights. If you don't have a call recording solution, ask your sales team if you can join calls as an observer so that you can better support them. 

Talk to Sales! This is seemingly the most obvious, but layered within this step is the importance of understanding how Sales sells across the team. Talk to the top performers and see if you can sit in on calls, or if your org has a tool like Gong that records sales calls, use that as a tool to extract as much about the buyer journey and customer problem statements. This will help you see what's working today in the sales process. But that's not all! Do the same for your newer less experienced sales team as well. See where they need help and compare and contrast messaging.

Sales enablement is not really for your top guys - it's to provide tools and messages to the "greener" end of your team and help them up their knowledge. In many of the companies I've worked for, the sales team is the most in-tune with the current state of the market because they spend every day hearing the problems of your industry and market. They also tend to have more of the "big picture" items from your customer than the customer service team, although customer service can usually have more integral details of feature problems missing from the product today.