So I finally did it. I applied and was instantly approved. I used my legit side hustle in real estate investment as a sole prop and was approved for a credit line greater than my annual revenue. I do have a solid history with Barclays but they did still pull a hard TU report. My new account showed up beside my personal account in the same online profile within minutes. My Wyndham account was already Diamond so I had no indication if Wyndham even knows I have the business card yet. I emailed Caesars to ask them to reconsider my Status Match again. Now I wait to see if the match can be made before my trip in 3 weeks and if the account will appear on my personal profile...TIC TOC...