Can I get the signup bonus offer if I upgrade my Hilton no fee card to the next level or do I need to apply for a new card? Relatedly if I’m thinking about adding citi advantage to my portfolio should

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I start low and then upgrade or start high and then downgrade?

I know a lot of the citi a advantage cards have annual fees waived the first year

Need to call Citi and ask. Typically the larger bonuses are for new cardholders, not existing ones. Upgraded card bonuses are usually around 10K or so.

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