The Lost Art of Building Relationships: A Masterclass in Selling Without Selling | Kalina Bryant episode artwork

EPISODE · Jun 16, 2026 · 41 MIN

The Lost Art of Building Relationships: A Masterclass in Selling Without Selling | Kalina Bryant

from Don't Be a Jerk · host Healey Cypher

Most people think selling is about the pitch. Kalina Bryant built $9 million in six months doing the opposite through relationships, built so well that the customers came to her. As she puts it, once you learn the art of relationships, you'll never sell a day in your life.Kalina is the Founder and CEO of UnapologeTECH and was the first head of customer advocacy at Asana, where she turned community into one of the company's highest-converting revenue engines. She's a Forbes 30 Under 30 honoree and now an Executive in Residence at First Round Capital. In a moment when every inbox is flooded and every message sounds AI-generated, she makes the case that genuine human connection is the last real advantage left in business.Healey and Kalina get into why the hard sell is dead, how she courts a customer like it's a first date, and what the best salespeople do that makes you forget you're being sold at all.In this episode:- Why "always be closing" is the worst advice in modern sales- How she built $9M in six months with "dinners that weren't really dinners"- Why she treats every customer relationship exactly like dating- The reason the best salespeople never sound like they're selling- How to turn a single cup of coffee into a deal that lasts years- Why your credibility is the one asset you can't afford to spend carelessly- What it actually means to be human in a transactional worldSubscribe to Don't Be a Jerk for more on the business case for being a good human.

Episode metadata supplied by the publisher feed · Published Jun 16, 2026

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The Lost Art of Building Relationships: A Masterclass in Selling Without Selling | Kalina Bryant

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