Based on watching the behavior of MMO gamers the last 20 years I would bet the people you have seen move on were using TSS as a stepping stone on their way to greatness. It happens. Not everyone is content with claiming whatever slice of the pie TSS was getting. People want to experience all the content the game has to provide at some point. If their current guild can't provide that then they move on(up) the food chain.
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Nuggie / Celelilly / Zackattacker - not guilded <TAKP>
RETIRED Nuggiemag - <Sodden Seakings> formerly Ironborn
Nuggie - Undead Mage on Old Blanchy (Classic WoW)
RETIRED - Nuggie / Celelilly / Conavar - <Omni> formerly <Vesica Dei> P99
Duggie/Wuggie <Mythic Legends> EQ1-Lanys
On to the Future in Pantheon
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