In this episode, Rob chats with Jack Daly, legendary sales trainer, entrepreneur, author, and endurance athlete. They dive into how business owners can build a culture by design, not by default, no matter if their teams are in-office or remote. Jack shares proven strategies for creating an environment where people want to work, why playbooks are critical across the organization (not just in sales), and the three high-impact changes that help businesses scale effectively. Packed with real-world stories and Jack’s signature energy, this is a must-listen for any business owner serious about growth, alignment, and culture.

Key Takeaway:

A thriving company culture doesn’t happen by accident. Business owners must proactively design their culture, invest in clear communication, and build systems that scale—like playbooks, recognition programs, and robust financial plans. Whether you’re just starting or running a company for 15 years, it’s never too late to realign your business for greater impact.

Questions I ask Jack Daly:

03:15 What should leaders focus on to make Culture by Design intentional rather than just letting it happen?

06:32 Where do you start to start to turn around that culture and make it more intentional?

10:11 What are some considerations that you should make to accommodate and to engage your people who are not in the office?

15:48 Company playbooks are very effective. How should business owners be thinking about playbooks throughout their organizations?

18:22 What are your thoughts about having playbooks in other parts of the organization?

22:14 What are the top three things your coaching clients do that make the biggest impact?

26:37 When we talk about a financial plan, are this KPIs, a full budget, or both revenue and expense projections?

27:00 When it comes to the products, is it just revenue that you're looking at or are there some other things to look at from time to time?

More About Jack:

Check out Jack Daly Sales

Looking for a good read? Explore Jack’s books here

Connect with Jack on LinkedIn.

More About Rob Levin & WorkBetterNow:

Like this show? Click on over and subscribe to our YouTube channel!

Follow Rob Levin on LinkedIn.

Visit WorkBetterNow.com

📥 Download the free worksheet for this episode HERE and subscribe so you never miss an episode!

Your Culture is Either by Design – Or by Default