When the Squirrels search for Enid, they are surprised to hear her meow from the top of the Mighty Sugar Bun Mountain. The Squirrels prepare for the climb to rescue Enid, but first Duggee teaches them what they need to pack in their backpacks for a successful trip. The team walk through rocky terrain, grey skies, plentiful rain and snow blizzards but keep morale high as they learn how phrasing negative thoughts into helpful ones will let them overcome any challenges along the way. The Squirrels repeat their positive affirmations to keep climbing up the Sugar Bun as a team, and when they find themselves at the top of the mountain, they all give Enid a big hug. A successful rescue mission means Happy can have his nap on the sofa with Enid when they are back!

Duggee masters his ambition of building a model of the Clubhouse out of sticks, so the Squirrels start to think about what their ambitions might be. Norrie wants to learn how to break dance. Happy has always wanted to jump the famous triple puddle splash. Betty has always wanted to teach Mr Cuddles how to speak Portuguese. Roly has loads, from growing a potato to becoming a pirate. Tag spends a long time thinking what his could be, and then it clicks - he needs to climb over the log! Duggee gets to work helping all of the Squirrels train so they can reach their goals. Duggee teaches them that while it may be hard, the important thing is to keep trying and eventually you'll get there. The Squirrels achieve their ambitions, and Tag successfully climbs over the log. Now they have achieved their first ambitions, the Squirrels can continue to reach for the stars. And they know Duggee is proud of them no matter what they achieve, and that they should be proud of themselves!