Brad Womack is not hurting for money. He owns 4 lucrative bars and is developing a hotel. It sounds as though you're saying Brad isn't wealthy enough therefore he's not good enough for Emily.
I hope I'm misinterpreting what you're saying.

Yes, you are misinterpreting what I said. Although, I don't think Brad is good enough for
any of the gals on the show - it doesn't have anything to do with money. Too textbook classic narcissist, egotistical, kind of dumb, insensitive, clueless, etc.
I'm talking about compatibility. Surely you've heard the many studies & statistics that the best long-time, happy marriages are those in which the partners have the most compatibility, in terms of similar education, similar socio-economics, class, religion, like values & interests, etc. While there is a saying "Opposites attract," that may be true, immediately or temporarily, the studies of successful, long-term relationships favor like factors for compatibility.
I used to work for a while for one of the top catering companies in NYC, which my cousin does the booking for. The posh clientele are the uber-rich, multi-
Billionaires: Donald Trump, the Rockefeller family, The Astors, the Whitneys, the Vanderbilts, and George Soros, who seems to own everything that Warren Buffett doesn't, etc.
I've had plenty of chances to study the mega-uber-rich & can tell the differences of the ones who came from old money: The Rockefellers & Astors, versus the self-made billionaires/millionaires, to the (current) wives who stick it in the non-rich faces every chance that they can get that they NOW have social position (for as long as they can keep it,) the handful of celebrities we have who are rich and famous in different ways, to some of the guests who are only paltry
millionaires.
What I have observed is that there are distinct differences even among the the rich and uber-rich. They live in a very different stratospheres. They truly do think, operate and expect differently. The TV show,
Royal Pains, is a great parody of how
some of them think & live.
There is a reason that several lottery winners have attempted suicide. Their back accounts may have changed drastically, but if they don't understand or fit into that wealth mentality world, they have no where to go. They can't go back to their old world as their former friends & family who are still in survival mentality may just see them as ATM machines and have no understanding or maybe even empathy for the problems & considerations for their level.
Emily, first via Ricky and now her daughter, as FINFAN mentioned, is part of a NASCAR financial & social dynasty now. She has been part of that wealth, (if she didn't come from a wealthy family herself,) and that tight world since her teens and certainly her few years of adulthood. Due to her trauma, she still has a young emotionality in many ways and appears very sheltered. She has particular considerations.
This show isn't
The Millionaire Matchmaker, which is about pairing up a millionaire with a non-millionaire. (Not that there's anything wrong with it, lest you mis-understand again.) If you really watch that show, the majority of the millionaires are self-made millionaires, so they came into wealth later in life. The people they are being paired with actually are from similar class, education & background from before the millionaires had money. So they
are indeed very similar & compatible.
If Emily becomes the next Bachelorette, I merely mean that they should match her up with someone compatible to her socio-economic standing and high profile in the NASCAR world. She has already mentioned that men are intimidated by her, in probably more ways than the one she mentioned: replacing the love of her life.
An Andrew Firestone or an Anderson Cooper would be better suited for her. Her high profile in the NASCAR world wouldn't intimidate them, nor would their own identities become lost as
Mr. Emily Maynard, husband to the mom of a NASCAR heiress, or step-father to the NASCAR heiress, as each of them come from their own high profile financial dynasties & power. They are Alpha males who can hold their own without getting lost in hers or feeling a need to compete.
As for Brad, I don't think he'd like to take second fiddle to Emily's daughter, or to the NASCAR world.

He's too narcissistic and insecure and
The Bachelor, twice has fed his ego & need to be the main star of his own world.

Not something I think he will readily relinquish.