Ep. 44: Puppetmon attacks with Garbagemon while Matt faces Cherrymon's manipulation regarding Tai.
Aired on January 16, 2000

Seeking revenge, Puppetmon deploys a group of Garbagemon to assault the DigiDestined. During this conflict, Matt meets Cherrymon, a subordinate of Puppetmon who exploits Matt's doubts about his own ability to change. Cherrymon claims Matt must defeat Tai, who he believes holds Matt back. Despite his internal struggle, Matt resolves his decision after Gabumon pledges unwavering support for whatever path Matt chooses. As Matt and MetalGarurumon reunite with the other DigiDestined, MetalGarurumon defeats the final Garbagemon and urges Agumon to warp digivolve for the upcoming battle. Meanwhile, Puppetmon eliminates Cherrymon after the minion foolishly warns against underestimating the DigiDestined's advantages.
Episodes
- Ep. 40 · The DigiDestined face the Dark Masters' overwhelming power in the Digital World.
- Ep. 41 · The children flee Scorpiomon but face immediate opposition from MetalSeadramon at sea.
- Ep. 42 · Whamon rescues the group from MetalSeadramon before a fierce ocean battle ensues.
- Ep. 43 · Whamon's Sacrifice and T.K.'s Strategic Game Against Puppetmon
- Ep. 44 · Puppetmon attacks with Garbagemon while Matt faces Cherrymon's manipulation regarding Tai.
- Ep. 45 · Matt and Tai clash while Kari is possessed, revealing the reason for their selection.
- Ep. 46 · MetalEtemon Returns for Revenge While Allies Rescue Ogremon and Infiltrate Puppetmon's Mansion
- Ep. 47 · SaberLeomon battles MetalEtemon while Puppetmon faces the DigiDestined in a clash of honor and friendship.
- Ep. 48 · Kari falls ill while Tai and Izzy search for medicine under Machinedramon's control