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.
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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
What is Outsmart the Hustle?
Does your creative business struggle to bring in the right clientele and financial leverage, leaving you feeling stuck and frustrated? The Outsmart the Hustle podcast will show you how to turn hard work into smart work! I'm your host, Hannah McGinty, helping you focus on the high-impact moves that drive your business forward without the endless grind. Whether you've been running your business for 20 years or 20 minutes, I'm here to bring you clear, practical strategies from industry experts and successful entrepreneurs who know how to create a sustainable business. I've been running my creative video production business since 2019, where I primarily work in the wedding and event space. And since 2021, my business has continued to hit six figures in revenue. Now imagine that for yourself. What would it help you achieve in life if that meant your passion could turn into a consistent paycheck? Tune in each Tuesday for fresh insights, tools, and ideas to help you streamline, scale, and find freedom in your work—so you can build the business and life you truly want to live.