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From Overwhelmed Operator to Confident CEO: Building Systems with Marisa Grover
13th January 2026 • The STR Sisterhood • Stacey St. John
00:00:00 00:44:13

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Have you ever felt trapped in the whirlwind of your own business, wishing it could run itself so you could finally breathe, and maybe even enjoy a family dinner? That’s not just a dream. That’s a system at work.

In this episode, I’m joined by the powerhouse Marisa Grover—a mom of two toddlers who manages over 50 properties and has mastered the art of the "enough is enough" pivot.


We talk about:

  1. How Marisa went from "accidental" host to a systems-driven entrepreneur managing 50+ units
  2. The raw reality of handling guest requests while literally in labor (the spark that changed everything)
  3. The "Progress over Perfection" method—why a Loom video or a notebook is better than a perfect manual

But this isn't just about automation. It’s about reclaiming your humanity.

Marisa pulls back the curtain on the grit required to scale, from navigating licensing hurdles to building a team aligned with your values rather than just their resume. You’ll hear why letting go isn't a loss of control—it’s the key to leading, creating, and enjoying the life you’ve worked so hard to build.

If you’ve ever wondered if you’re "doing it right" or felt buried by the daily grind, this conversation will give you the blueprint to step out. Get ready to rethink your role in your business, and evolve from an overwhelmed operator into a confident CEO.

HIGHLIGHTS AND KEY POINTS:


[00:51] A short introduction about our guest Marisa Grover, and how she got started in the short-term rental industry

[03:36] Marisa’s early trial-and-error journey and the wake-up call that systems are what make a short-term rental business sustainable

[07:48] Marisa’s approach to building systems by starting small, documenting in real time, and valuing her time as a business owner

[12:31] Marisa’s perspective on team-building rooted in self-belief, leadership mindset, and intentional delegation

[15:22] Marisa shares her mindset evolution through support, delegation, and gradual practice

[21:14] Marisa’s strategic approach to building a team around culture, outcomes, and intentional hiring

[25:34] How Marisa’s local team member who started as a cleaner naturally advanced to lead cleaner and eventually Operations Manager

[26:17] Marisa shares the first task she delegated, driven by a desire to reclaim personal time and be fully present with her family during meals

[29:29] Marisa’s approach to next-level business growth by aligning with personal values, focusing on what she enjoys, and improving existing services

[35:13] The lightning round


Golden Nuggets:

  1. “I think a common misconception about building systems is that it is gonna suck your soul for a full year of your life, like there's no alternative, right? And so I just started, yes. I just started.”
  2. “Having belief in yourself and believing that you have value is the start of a domino effect that's much bigger.”
  3. “You have to believe that you are the valuable and the most important part of your team.”
  4. “If you want to change your mindset, first of all, commit to changing that mindset.”
  5. “Do the things that you love with the people that you love and build a business that integrates with that life.”
  6. “All feedback is good feedback.”


Let’s Connect:

Instagram: https://www.instagram.com/marisa.grover


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