All Episodes

August 27, 2025 40 mins

Keywords


entrepreneurship, sales, personal branding, frameworks, mentorship, failure, growth, leadership, startups, business strategy



Summary


In this conversation, Ross Keating shares his remarkable journey from nearly being fired as an SDR to successfully founding multiple companies. He discusses the importance of first-line managers in sales, the value of embracing failure, and the frameworks that have guided his success. Ross emphasizes the significance of building a personal brand and the risks associated with entrepreneurship, while also reflecting on mentorship and the milestones of growth as a founder.



Takeaways


Ross transitioned from being an SDR to founding three companies.

First-line managers play a crucial role in enabling sales reps.

Embracing failure is essential for startup success.

The RAG-AG model helps evaluate new commercial activities.

Mentorship has shaped Ross's approach to business.

Taking the leap to entrepreneurship is the hardest part.

Building a personal brand opens doors to opportunities.

Working hard and outworking others is key to success.

Content creation can lead to inbound opportunities.

Evolving as a founder requires focusing on process and people.



Titles


From SDR to Entrepreneur: Ross Keating's Journey

The Importance of First-Line Managers in Sales



Sound bites


"Failure is a really good thing."

"Embarrassment is the price of entry."

"Content creates a little bit of inbound."



Chapters


00:00 From SDR to Entrepreneur: Ross Keating's Journey

06:47 The Importance of First-Line Managers in Sales

10:19 Embracing Failure: Lessons from Startups

16:09 Frameworks for Success: RAG-AG Model

19:49 Mentorship and Influences in Business

25:26 Taking Risks: The Leap to Entrepreneurship

28:53 Building a Personal Brand: The Key to Opportunities

35:37 Milestones and Growth: Evolving as a Founder


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