I think in the talk they added new features not in order of cost vs benefit but by how much they'd learn, or how much they'd need to learn to do it. Because what they'd learn implementing #1 would probably totally change the rest of the 'features to add' list, and how they'd add them.
[0] the weebly guy on product market fit https://www.youtube.com/watch?v=0LNQxT9LvM0
Randomly select 3 of your viable ideas. Put up 3 static sites with some marketing materials and/or “demos” without actually building anything.
Market them a little with word of mouth, social media, a few dollars of paid ads, cold emails, etc.
The one that gets the most pre-sales in a week or month or some timeframe is the one you build. Refund all of the other ones if they have pre-sales.