Episode 27 - Josh Grillo Avoids Shiny Object Syndrome, Embraces His Mistakes, And Fine-Tunes

11 Dec 2025 · 43 min
42:48

This is a transcript of Episode 27 of the Do the Thing podcast (host Stacey Lauren) featuring guest Josh Grillo. Josh (based in San Diego) recounts a twenty-plus-year entrepreneurial path beginning in media sales and co-founding Getty Advertising (circa 2003) that scaled into dozens of TV markets, suffered collapse during the 2008 housing/advertising downturn (leaving him with under $2,000 and meetings with bankruptcy attorneys), and later pivoted to found/rescue Resident360, a branding and digital marketing agency serving multifamily clients. He emphasizes learning-by-doing (agreements, billing, payment terms), reframing failure, avoiding “shiny object syndrome” by focusing and fine-tuning one business, and building a team to buy freedom. Josh describes daily mindset practices (gratitude, written and recorded affirmations, meditation), his love of surfing and sailing, the progression of boat purchases culminating in a 45-foot Beneteau bought in Puerto Vallarta, and closes with practical advice: define what success means to you and pursue it.

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