When you look at what he spent in the primaries, versus what his opponents spent, money is not going to be an issue for him. Only to fund campaign activities (staff, travel, etc), as he gets so much free publicity it's insane.
Free publicity doesn't necessarily help you. His bit about the Hispanic judge (who was born and raised in the US by the way) may have helped him in the GOP primaries but it hurt him in the general election campaign.
I don't know what Trump's future campaign plans are but so far he's been pretty crappy since he wrapped up the GOP nomination. He's got to change to appeal to a broader spectrum of people. He got 13.3 million votes in the GOP primaries. That is about 10% of what the vote total will be in the general election.
And money for ads does count and in a general election it's a huge amount. Trump can't do it himself and some GOP big money types have shied away.
Trump's brashness in the GOP primaries is going to hurt him I think. I saw a Hilary ad in NC last night that basically went as follows.
1. Show a family with a disabled child talking about how much they love their disabled child.
2. Show video of Trump mocking a disabled person.
3. Show the family saying how awful it is to do that.
I predict in the general campaign we're going to see that same dynamic over and over but with various clips of Trumps that were beneficial to him in the GOP primaries but that will be harmful in the general election.