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Not Nice. Clever.

The ‘Cringe’ Era That Builds A Powerful Personal Brand: Taya DiCarlo on Failing Forward

Not Nice. Clever. · 2025-11-20 · 1h 2m

Episode notes

Want Some "Not Nice Advice" Send Us A Text! Taya DiCarlo was focused on personal branding through social media long before it was cool to pick up a phone and talk to it. Today, she’s one of the most trusted voices in the real estate industry - not because she played it safe, but because she kept showing up even when she was being judged, doubted, or straight-up made fun of. In this episode, we are revisiting our discussion with Taya where we goes way beyond real estate and straight into the messy, honest parts of personal growth, business growth and self-worth. We get into the early days of her personal branding through content creation (including her semi-cringe video blog era), how she pushed through a decade of imposter syndrome, and why her biggest breakthroughs came from failing when no one was watching. Taya opens up about motherhood, boundaries, and the subtle ways people-pleasing can sabotage your business growth and your sense of self. She also shares the exact mindset tools - from rethinking “can’t” vs. “won’t” to rolling a literal dice to beat procrastination - that keep her grounded through the toughest year of her life.

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