Horse racing at Agua Caliente Racetrack in Baja, Mexico

The transcript involves a series of statements starting with an ambiguous phrase, followed by a request for champagne from a waiter, and concluding with a personal financial disclosure about losing $200.

How does the speaker feel about losing $200, as mentioned in the dialogue?

What does the phrase 'that last $200 make up there waiting' indicate about the speaker's financial situation?