How to safely rollerblade/bike ride with your dog?

[Colubridz]

I was curious how to go about safely bike riding/rollerblading with your dog on and offlesh ( in permitted areas) safely?

I would assume first and foremost your dog would need to be in good shape and used to moderate to long jogs to be able to keep up.

Duke and I have both started jogging as of one two weeks ago and started in slow spurts of jogging in between normal walking and have increased to about 10 minutes ( lol really needed to get back in shape). However he is only 8 months so we only do it occasionally as I do not want to stress his joints. At what age would it be safe to start bike riding/ rollerblading with him?

Next I'm guessing a good solid range of commands such as heel ( so they don't bolt in front of you and trip you), halt or stay ( so they stop when you need to stop) and of course good recall for offlesh biking.

Duke is halfway through completing basic obedience and is already used to heeling for 5-10 mins when we go jogging and I am now working on teaching him to stay/halt more abruptly so encase I needed to stop quickly while blading/biking he would immediately.

Lastly I'm wondering what type of equipment I should use from length and type of leash, to type of collar/harness ( he's used to a gentle leader right now) and so on.

Thanks
Kayla