What is your strategy for creating dynamic, interactive "canned demos" for the sales team given that the product frequently changes?

We have been experimenting with a monthly recorded demo presented as a webinar. Our teams can then share out that latest recording with customers and they're never more than a month out from the latest product greatness.  By nature of being a webinar, it saves us from the curse of perfection—we record it live, it does a great job of conveying the value, and we don't obsess over every phrasing. 

I hope the details and features of the product change and improve often… but hopefully the overarching story of what you do and why does not often change. If you keep the “canned demo” focused on the vision and benefits of your product or solution (rather than features and specific functionality) it should stand the test of time. If you need to include more specifics on “how it works” you could always at the end of the video or webinar point to a more detailed “how it works” page where you dive deeper into features. It’s easier to update as things evolve, and is another good indicator (if y...

More tactically, here's a sample template originally from Salesforce that I use for training sales on demos.    https://drive.google.com/file/d/0BzSot4wxOi-VUk5TZTlwdVMyQ2M/view?usp=sharing

Align the demo updates with the larger product launches, so that you're highlighting some of the major product updates in the canned demo. I've found what works best in delivering canned demos is to create a script and get feedback on it from other GTM stakeholders prior to the launch, and then to work with sales enablement to deliver training on the demo and any updated messaging after. 

Recently, we moved from a long demo video (of 20 minutes) to several topic-specific short videos ranging from 1 min to 5 minutes. Having granular content helps us manage these videos easily without reproducing the entire video.  We then use our own product to create a content page for these videos. In some cases, we create multiple pages. A sales rep never has to worry about video versions or product changes. As long as they are using latest video assets published in the portal, they are assured that it is the latest video. Plus, if a video is changed, all shared links automatically show...

Pat and Sean did a great job answering with some more tactical approaches so I'll be brief with a couple tips.    There are purpose built tools like Inkling that can be a great way to enable massive sales teams, but they require a ton of investment to do well. Webinars and quizzes are things that work well remotely. Salespeople are competitive so use that to your advantage.   If you have a massive sales team, you should also have the budget to get some outside help to help train them. I’d recommend hiring a professional services firm to make sure the training doesn’t consume all of your...