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Contact import cache and contact list default

We upgraded the in house exchange to office 365. Now our CEO is asking two things.

1) he has 10 contact lists and it defaults to one contact list. How can I default it to the list he wants?
2) he use to type just the first couple of letters of a name and the history would appear. Now it doesn't because we had to rebuild the profile and the history was cleaned. I know all he needs to do is send an email to a user and the history is saved. But he is not going to send over 500 emails to get the history back. Is there a way to import all the contacts so that once he starts typing the contacts appear without having to open a new email>go to TO>contact list>and find the user.
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IT_Fanatic

8/22/2022 - Mon
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David Johnson, CD

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How do you use this tool? I imported the contacts from the contact list and hit save current nk2 file. Is that all I needed to do?
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