In this episode of the Remote Work Tribe podcast, we chat with Kyle Racki, Co-Founder and CEO of Proposify. We talk about his journey as a founder, leadership and coaching strategies, the importance of having the right people in the right roles, AI, and more.

Episode Timestamps:

• What is the most exciting thing Kyle is doing right now? (0:32)
• How has his role as a co-founder evolved? (1:20)
• What led Kyle to delegate less and jump back into the business? (2:46)
• How did COVID and the tech boom impact Proposify's growth? (4:46)
• Knowing what he knows today, what would Kyle do differently today, looking back to 2020? (6:35)
• The transition between running an agency vs. Proposify. (7:52)
• How did he realize he needed to go full-time into Proposify? (10:12)
• What roles did Kyle hire for at the start of Proposify? (13:00)
• Kyle's leadership style. (14:20)
• What does he look like when hiring managers and execs? (16:25)
• How do you ensure the right people have the right roles? (19:50)
• The manager myth and what to do about it. (22:25)
• Coaching strategies for managers and executives. (23:57)
• How to run 1:1? (26:11)
• How is AI shaping culture at Proposify? (27:48)
• AI today and in the future. (32:28)
• Lightning round questions (36:05)

We hope you enjoy it!

Links mentioned on the podcast

• linkedin.com/in/kyleracki
• proposify.com
• youtube.com/@ProposifyInc
• Theremoteworktribe.com
• newsletter.theremotetribe.com
• Jessicamalnik.com

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