1. When in doubt, always use more poop bags.
If you have a big pooper, and you're wondering whether you'll need 1 or 2 (or 3) poop bags to do your duty and pick up theirs - the answer is to always use more poop bags. You'll wish you listened when one splits!
2. Slow and steady wins the race.
Why rush yourself or your dog into a situation where energies or emotions could be high or unstable? Why not move a little slower, take a little more time and succeed when the energy is calm.
3. Value Village is the answer.
Need dog clothes? Why spent $100+ on super fancy athletic pants that are going to be covered in slobber and dog hair. I'm more interested in spending $5-10 on pants that I don't mind throwing out when they get too gross (see: 1. When in doubt, always use more poop bags).