Celtics are a better team than Cleveland, the LeBrons just happen to have a lot more talent on their roster, but they aren't a great TEAM. They are assembled to win, have talented players and all the calls in the world, but against a real great team they have little chance.
Celtics need a lot of talent, they're not a couple pieces away, it will take 2-3 years to develop/trade/draft the next Celtics contending team. There are no shortcuts and the best thing is preparing ourself for the trip.
Simmons and Windhorst are not basketball experts, they're communicators but they don't know the trade like Ainge or Coach Stevens. I'd trust the real pros, and take podcasts and "experts" for what they are: entertainment.