Kyle Racki, co-founder and CEO of Proposify, has helped thousands of businesses streamline proposals and gain clearer insight into their sales pipeline. A serial entrepreneur, he also co-hosts The Racki and Symes Podcast to explore growth strategies. After five years running and selling a digital agency, Kyle built Proposify and distilled his CEO playbook. In episode 15 he outlines a CEO’s core responsibilities—shaping vision and values, assembling an executive team (yes, title politics matter), hiring leaders for context, navigating tough conversations, and enforcing accountability. He also shares a handy framework for assessing cash flow concerns during uncertain times. Tune in for Kyle’s practical tools and hard-earned lessons!
Kyle Racki
Kyle Racki is the CEO and co-founder of Proposify, software that helps thousands of businesses remove the bottleneck of proposals and get more visibility into the close. Based in Halifax, Canada, Kyle and Proposify have won multiple awards over the years, including the EY Tech Entrepreneur of the Year for Atlantic Canada and Deloitte Fast 50. Kyle got his start in marketing and design, and ran a digital agency for over five years before selling it and starting Proposify. In addition to running Proposify, Kyle also works with other companies and startups as an investor and strategic coach, and sits on the board of Bright and MarsVR. He is a paid speaker having spoken at events like Traffic and Conversion and Digital Sales World, has appeared as a guest on popular podcasts like Mixergy, and has been featured in Time Magazine. Kyle co-hosts a weekly business podcast and self-published a book in 2019.
