Can I upgrade to a higher plan after purchasing a plan?
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Is it possible to upgrade to a higher plan after I purchase one of the plans? For example, if I purchase the Premium plan and then discover that I prefer the Business plan, how does that upgrade work? Thank you for your help.
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Yes. If and when you upgrade from Personal to Premium or from Premium to Business you pay the difference between the two plans https://en.forums.wordpress.com/topic/domain-mapping-almost-impossible-to-understand-how-it-works?replies=4#post-2874012
If you have a site with a custom domain and then upgrade to a plan, you’ll receive an automatic discount for the domain, but you will need to buy the plan using the same username account that already owns the domain.
Note also https://en.forums.wordpress.com/topic/can-i-switch-from-1-plan-to-another?replies=3#post-2969401
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