I might have fixed this issue, but it raised about 900 more questions for me.
After working with my team, we figured out that after dumping Yoast for RankMath, we lost the direct ability to control our Robots.txt file. Naturally, we didn't think it was an issue. Turns out it was, as I had to hunt down what happened to my Robots.txt file. I still can't find it via FTP, but I did go through RankMath's SEO settings to edit Robots.txt and that's where I'm confused.
After editing robots, will I have other issues? I just want to make sure I didn't compromise my security to get my images across. But, it worked.
Here's what I had to add to Robots.txt to get Twitter to recognize my images.
User-agent: Twitterbot
Disallow: *
Allow: /wp-content/uploads/*
My question remains, will this cause issues for me within Robots.txt inside of RankMath's SEO settings? Basically, I just want to make sure I didn't mess anything up. So, MAIN PROBLEM seemingly solved. Now, I just want to make sure I solved it the right way.