Absolutely...get the fit done first. Then ride the snot out of the bike for 2-3 weeks. If it still feels slow...then think about changing gears.
As far as the Specialized feeling like it's missing a middle range gear...it's possible. I'm just guessing on the exact configuration of your cassettes. The smallest gear in the cassette probably wouldn't be used for climbing though. Your climbing gear would be the small chainring up front, with the largest cog on the cassette in the back.
As far as the brakes...mine are set pretty close. I never measure...I just guesstimate. Close...but not close enough where they rub on the road.




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