As far as I understand, Kagi’s assistant is the main additional feature of the ultimate plan.
Meanwhile, GPT Plus is marginally more expensive for an LLM that does search+RAG, but it generally works.
Not trying to crap all over Kagi btw, I’m still a fan. But if it can’t take more than 1 follow up question reliably, I think it’s fair to consider that it’s not for me at the moment.