How Jimmy ‘Velvet Suit’ Valentine Taught Me the Secret to Selling to the Rich

The first rule of selling to the ultra-wealthy? Don’t get caught selling. The affluent are hypersensitive to hard pitches and overt marketing—they can sniff out desperation like sharks smell blood in the water. If your strategy is too obvious, you’ve already lost.

In today’s episode, I take you behind the scenes of selling to the 1% with a story about one of my most unforgettable clients: Jimmy “Velvet Suit” Valentine. Picture this: a serial entrepreneur with a flair for the dramatic, striding into rooms in bespoke velvet blazers that shimmered like a Technicolor dream. Jimmy was the king of big ideas, some brilliant, others…well, let’s just say luxury dog spas weren’t his finest moment.

What Jimmy lacked in restraint, he made up for in confidence—and he gave me a front-row seat to the real way the rich make decisions. Spoiler alert: it’s all about subtlety, influence, and making them feel like the idea was theirs all along.

In This Episode, You’ll Discover:

• Why the ultra-wealthy hate obvious sales pitches.
• How to plant an idea so seamlessly, they’ll think it’s their own.
• The biggest mistakes salespeople make when targeting affluent clients.
• How Jimmy’s velvet-suited confidence both inspired and taught me what NOT to do.

If you’ve ever wondered how to crack the code on selling to the elite—or just want to hear about Jimmy’s colorful escapades—you won’t want to miss this one.

Click play and find out how to sell without selling!