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Depends on where you want to go and how you want to get there (economy vs biz vs first). I wouldn’t transfer until you have a redemption option in mind and they have open space for the class of service you want to fly in.
100%
While it may or may not be a worse redemption rate, note you can use AMEX points on their travel site to buy tickets and sometimes they run specials so I usually check if that’s a good deal. Those tickets count as revenue tickets and thus earn miles and count towards status qualification with the carrier as AMEX Travel is actually buying them from the carrier.
I never find the redemption of Amex points to be that great, so I usually book a hotel with Amex points and cancel it later on. You’re not refunded the points, instead you get a statement credit. Essentially you get 25% redemption than directly using the points as a statement credit. I then book the flight with cash...