CityDog: The Two-on-One Walking Date

Perhaps I've been watching too many episodes of the Bachelorette, but after we wrote about how dog-walking is like dating we realized how much our own walks are like the 2-on-1 date. On the show it is the dreaded episode where the two suitors are pitted against one another on a single date to win the Bachelorette's attention. The stakes are raised because they know that she only has one rose and the other contestant is heading home in the mini-van.
This is exactly like our morning walks where I'm walking our two pups at the same time. They each have separate needs and I need to figure out how to give them both attention for different reasons. Though I have plenty of treats and no one is going home in the mini-van.

It has become a bit of a delicate balance as we spend the time working on each of their different needs.
The funny thing is that each pup is a 'savant' in the area that the other pup is working on.
On our walks, we are working on getting Miss M to pee and poo on command. She has a problem where she has to over deliberate, and she can often spend an entire walk without peeing. Each time she pees or poos, we mark the behavior with a treat so she learns to do it more often. And each time Mr. B pees or poos, we will also mark that so Miss M can learn from his example. The only problem is that Mr. B is an expert pee-er lifting his leg for every weed, corner, branch, piece of trash, or blade of grass that we pass.

At the same time, Mr. B is working on focus. He is afraid of small dogs, tall dogs, dogs barking behind windows and the feral cat colony on our street, and he tries to bolt with the speed of Scooby-doo cartoon legs whenever we encounter them. We have been focusing on getting him to do check-in's so when we do see any of his phobias, he won't notice because he is too busy focusing on us. Every time he makes eye contact and checks back with us, he gets a treat. The only problem is there is a certain someone else who has an over-attention problem and every 'look at me' intended for Mr. B involves the ever-widened eyes of a certain someone who does not need to work on focus and takes it all a bit too literally. 

It involves a lot of balance and the hope that they are actually improving in their deficit and not over-improving in their savant skill.
How do other people manage the needs of walking multiple pups at the same time?

Also:
Learning to walk two dogs at the same time.
Dog Speed dating
Did you know a certain 2 familiar pups are going to be Mr. and Miss July in the Unexpected Pitbull calendar? All proceeds go to rescue and you can get 15% with pre-order (and see our calendar page!) here.
Stay tuned tomorrow where we will announce the winner of our Ruffwear Swamp Cooler Vest Giveaway.