Good grief... this pseudo-owner is being ignorant. It seems kindly to feed strays, but now he's unwittingly contributing to a problem. The best is if he either calls the shelter to round up the dogs, or if he goes the other way and fully adopts the dogs and cares for them properly. This half way inbetween situation is a mess, and not only is he putting you at risk as a passing cyclist, but the little boy across the street, others who walk by, delivery persons, and so on.

Good luck with the trap.