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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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Most small businesses never look beyond the day-to-day—or maybe a year out at best. But if you want to build real value, you need a plan that reaches further.
In this episode, Chris and Dennis walk through what a true five-year business plan looks like: how to set short-term goals, when to reassess and pivot, and why defining what business you’re actually in is a critical early milestone. (Hint: Dennis thought he was in the ski business. He wasn’t.)
Whether you're starting fresh or already in year two, this episode lays out a clear, practical path to growth—how to set real goals, track your progress, make smart adjustments, and stay focused on building a business that lasts.
Chapters
1. Why Every Business Needs a Plan (00:00:00)
2. Setting Short-Term Goals: Year One (00:09:00)
3. Building Your Inner Circle (00:16:19)
4. Medium-Range Planning: Years Two-Three (00:26:50)
5. Creating a Business Growth Chart (00:34:55)
23 episodes
