The biggest problem (or one of them) that Trump faces is the fact that the Dems have extended the playing field. Battleground states now include "reliably Red" states that Trump won in 2016 like GA, FL, NC, AZ, OH, IA in addition to the states we knew could decide things like PA, MI, and WI. The closest thing Trump has to a flippable state is NH- with 4 whole EVs...
And internal GOP polls are showing how much trouble Trump is facing. A private poll commissioned by (GOP Gov) Kemp in Ga, showed Biden leading in NC, and tied in Ga. Last week Lewandoski and Bossie flew to the WH to talk to Trump about how badly he trails in battleground states, and their focus was on FL and AZ.
I think the 2 most obvious candidates to turn Blue are MI and AZ. I think MI is already there, and I think McSally will drag Trump down with her, as she is down double-digits to Mark Kelly. She's never won a statewide race in AZ and already lost to Sinema in 2018. Dems and Independents don't like her, and McCain supporters resent the fact that Ducey appointed her to fill McCain's seat when she was never really an ally of his.
I don't see AZ voters who vote Kelly splitting their ballot to vote for Trump. Trump was so distressed by what Lewandoski said about AZ, that he called Moscow Mitch (who was there for another reason) into the meeting to specifically discuss McSally's problems...
"Bossie and Lewandowski, who served as top aides on Trump’s 2016 effort, complained to the president about his political operation. Trump’s campaign team, in response, decided to rush their Arizona and Florida representatives onto airplanes for a Thursday meeting with the president.
Republicans involved with setting up the Thursday meeting with Trump's state directors said they were taken aback by Bossie and Lewandowski’s warning. They felt the need to mollify Trump, who has been kept abreast of his reelection effort but hasn’t always been aware of the granular, on-the-ground details.
The sequence, which was described by four people familiar with what transpired, offered the latest snapshot of Trump’s angst about his battleground state standing. With just five months until the election, the president has been privately expressing concern about his poll numbers and senior Republicans are openly
sounding alarms about his swing state prospects."
https://www.politico.com/news/2020/05/26/trump-campaign-lewandowski-bossie-283089