BOS to JFK positioning flight timing advice

Pointify is tracking this award space for the points-and-miles community.

Hi all - first time booking a positioning flight before a business class award to Europe and wondering whether my current plan is too risky? Award flight: Air Europa - JFK to MAD departing 10:05 PM on a Friday I’m based in Boston and currently have 2 positioning flight options booked: JB flight scheduled to land at JFK at 6 PM Delta flight scheduled to land at JFK at 6:40 PM (and should be same terminal fwiw) Th