Episode 171: Free Trials (and Tribulations) with Kyle Racki
Today we are joined by Kyle Racki of Proposify, based in Halifax, Nova Scotia, Canada. Proposify is a company that helps thousands of companies improve their sales workflow and win new customers. Kyle has recently written a book, “Free Trials (and Tribulations),” and today we dive into his new book and learn more about Kyle’s experiences as an entrepreneur.
Kyle is a really amazing guy who not only runs Proposify but is also an angel investor, speaker, and host of his own podcast. In the early 2000's he went from running a small digital agency to building his own software platform which eventually turned into Proposify.
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Links:
https://www.kyleracki.com/book
Contact:
https://www.facebook.com/kylesracki/
https://www.instagram.com/kracki83/
https://www.youtube.com/channel/UCj8Ote2En8j7RUYbaTcFayw
Timeline:
1:05 – Introduction to Kyle Racki.
4:01 – Taking the leap from an agency to entrepreneur.
8:01 – Jumping off the cliff and going for it while starting a business.
9:51 – How to shoulder risk effectively and stay calm in stressful situations.
11:21 – Kyle’s upbringing as a Jehova Witness.
15:26 – How Kyle’s experience as a Jehovah's Witness shaped who he is.
17:20 – The process of raising money for a start-up business.
20:13 – The importance of connections when a growing business like Proposify.
23:10 – How to fire a client when it is a friend.
25:26 – Focusing narrow and deep with a service-based business.
28:23 – How to deal with competition through increased focus.
31:29 – Identifying your top clients and serving them better.