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Challenging Sales! Podcast
Leonardo Requena
4 episodes
3 days ago

The Challenging Sales! Podcast is a space where we talk with other founders like yourself about what worked, what didn’t, and what challenges they foresee in the ever-changing world of B2B sales.


This is an honest, founder-to-founder conversation. The kind that happens when peers gather around a table to talk about what truly matters. No scripts. No gurus. Just real experiences, lessons learned, and beliefs challenged.


Hosted by LeO Requena, Challenging Sales! explores the emotional and tactical sides of selling through authentic stories, tested insights, and moments of self-reflection.


Hosted on Acast. See acast.com/privacy for more information.

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Entrepreneurship
Education,
Business,
Management,
How To
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All content for Challenging Sales! Podcast is the property of Leonardo Requena and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.

The Challenging Sales! Podcast is a space where we talk with other founders like yourself about what worked, what didn’t, and what challenges they foresee in the ever-changing world of B2B sales.


This is an honest, founder-to-founder conversation. The kind that happens when peers gather around a table to talk about what truly matters. No scripts. No gurus. Just real experiences, lessons learned, and beliefs challenged.


Hosted by LeO Requena, Challenging Sales! explores the emotional and tactical sides of selling through authentic stories, tested insights, and moments of self-reflection.


Hosted on Acast. See acast.com/privacy for more information.

Show more...
Entrepreneurship
Education,
Business,
Management,
How To
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#3 | The journey to becoming your best salesman | Daniel Ponce - CEO City Troops
Challenging Sales! Podcast
1 hour 14 minutes 11 seconds
4 days ago
#3 | The journey to becoming your best salesman | Daniel Ponce - CEO City Troops

In this episode of Challenging Sales!, host LeO Requena sits down with Daniel Ponce, CEO of City Troops, to unpack how a technical founder who once hated selling became the main salesperson of his company.


We talk about the early days of walking trade fairs with a suitcase, feeling like the cliché annoying salesman, and how that discomfort pushed Daniel to rethink what sales really is. He shares how he moved from looking for step by step recipes in San Francisco to treating sales as the best social skill a founder can learn. You will hear why the CEO must be the best seller at the beginning, not to push product, but to validate, listen and find real product market fit.


We also go into how to sell when companies are risk averse and prefer big names like Salesforce just to feel safe. Daniel explains how City Troops competes through service, relationships and honest qualification. We talk about the cost of saying yes to the wrong clients, how to niche down and why sometimes the most profitable move is to walk away.


Finally we explore rejection, consistency and authenticity. Daniel shares how his team “collects nos” so rejection becomes data and muscle, why many deals need 13 or more interactions to close, and why his final advice is simple. Be natural. Be truthful. Be yourself. Do not sell smoke. People are not only buying your product. They are buying your beliefs.


Listen if you want to:

  • You are a technical founder who feels uncomfortable with selling but knows you cannot avoid it
  • You want to learn how to be the best early seller for your startup without pretending to be someone else
  • You are competing with big, safe brands and want to win through service and relationships
  • You need a healthier way to deal with rejection and follow up without losing faith
  • You want to qualify clients better so you stop saying yes to deals that hurt your roadmap and your team


Links

  • Newsletter with distilled insights and “Things You Can Try” -> https://challengingsales.substack.com


Host: LeO Requena

Guest: Daniel Ponce, CEO of City Troops


Hosted on Acast. See acast.com/privacy for more information.

Challenging Sales! Podcast

The Challenging Sales! Podcast is a space where we talk with other founders like yourself about what worked, what didn’t, and what challenges they foresee in the ever-changing world of B2B sales.


This is an honest, founder-to-founder conversation. The kind that happens when peers gather around a table to talk about what truly matters. No scripts. No gurus. Just real experiences, lessons learned, and beliefs challenged.


Hosted by LeO Requena, Challenging Sales! explores the emotional and tactical sides of selling through authentic stories, tested insights, and moments of self-reflection.


Hosted on Acast. See acast.com/privacy for more information.