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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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If you’ve ever felt like systems are suffocating or “too corporate,” this episode is about to flip that belief on its head. I sat down with Wendy Kidd, founder of Boss Level Engaged and The Nonprofit Nook, to talk about how intentional systems can actually become the thing that frees you, supports your team, and strengthens your client experience.
Wendy has built her entire career around helping business owners and nonprofits stop running in circles and start operating with clarity. In this conversation, she shares how her love for time management evolved into a full-blown passion for creating systems that actually work in real life, not just on paper. Her process is thoughtful, human-centered, and rooted in helping people feel empowered instead of overwhelmed.
We get into:
- How Wendy became the systems-focused leader she is today
- Why Boss Level Engaged launched from people constantly wanting to “pick her brain”
- The red flags that your systems are holding you back
- Why nonprofits face many of the same pain points as small businesses
- What Wendy’s full systems overhaul process looks like, from discovery to documentation
- The core systems she evaluates across sales, client experience, service delivery, and internal ops
- How strong systems reduce stress, energize your team, and elevate client trust
- The mindset shift that helps owners stop resisting structure and start embracing it
Whether you’re a creative entrepreneur, a nonprofit leader, or someone who’s tired of putting out fires all day, Wendy brings the clarity you need to build a business rhythm that feels calmer, cleaner, and more intentional.
Links & Resources:
Connect with Wendy Kidd:
Connect with Hannah McGinty:
P.S. Send this episode to a friend who’s ready to stop operating in chaos and finally build the systems that will carry them to their next level.
#CreativeEntrepreneur #BookedByStrategy #OutsmartTheHustle #SystemsStrategy #NonprofitLeadership #WeddingProLife #Entrepreneurship #BusinessGrowth #PodcastEpisode
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