That Big CEO Energy
That Big CEO Energy is the empowering podcast for ambitious women building purpose-driven businesses. Hosted by Virtual COO Kallai Plummer, each episode delivers honest conversations, streamlined strategies, and systems that support sustainable growth. From navigating mindset blocks to simplifying operations and stepping fully into your leadership, this show is your weekly dose of clarity, confidence, and real CEO energy.
That Big CEO Energy
125 | Mastering Financial and Time Freedom with Madeleine Raiford-Holland
We have an incredible guest on the show today! Madeleine Raiford-Holland shares her incredible journey of building three successful companies and a thriving community of over 2 million people.
We chat with her about all strategies for creating massively profitable short-term rental businesses and the importance of automation and delegation for sustained success.
Guest Bio: Madeleine Raiford-Holland is the founder of MHM Luxury Properties and Madeleine Raiford-Holland Education. Her mission is to inspire anyone feeling trapped by the 'golden cuffs' of a traditional job to step out of their comfort zones and build their own profitable short-term rental businesses. With a background in business automation and processes, Madeleine has successfully grown a seven-figure boutique short-term rental brand and now helps others achieve financial and time freedom.
What You'll Learn:
🔸 Madeleine’s journey from a nine-to-five job to successful entrepreneurship
🔸 The importance of automation and delegation in scaling a business
🔸 How to create a curated and elevated guest experience in the short-term rental market
🔸 Real-life success stories of people who have achieved financial and time freedom
🔸 Strategies for overcoming the 'messy middle' phase of business growth If you're interested in transitioning from a traditional job to achieving financial independence and flexibility in life, this episode is a must-listen.
Tune in now to learn practical tips and get inspired by Madeline's story!
Timestamps:
00:00 Meet Madeleine
02:16 Tech Issues and Podcasting Fun
05:18 Madeleine’s Journey to Entrepreneurship
09:03 Building a Short-Term Rental Empire
12:19 The Messy Middle: Overcoming Challenges
15:54 Automating for Success
20:59 Coaching and Mentorship
24:09 Client Success Stories
28:14 Defining Freedom and Mindset
Connect with Madeleine:
Ready to Grow Your Business? → Book a Strategy Session Walk away with clarity, systems, and next steps tailored to your business stage.
🎙️ Want to Be a Guest? Have a story, lesson, or business breakthrough to share with other CEOs? → Apply to Be a Guest
What if your business had a solid foundation by this time next week? → Download the Free CEO Starter Kit
Could a supportive community be the thing you're missing in your momentum? → Join The Kallective Mentorship, accountability, and bi-weekly sessions to build your business the smart way.
→ GET THE GOOD MAIL Lots of fun. Never spam. Promise.
Let’s be friends on social:
Instagram @_kalandco
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