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Kim Herrlein

Insight Seeker

Creative Entrepreneur | Clarity Coach | Hospitality Expert

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Meet Kim Herrlein

Kim Herrlein is a dynamic leader at the intersection of design, hospitality, personal growth, and entrepreneurship- empowering others through her role as a Creative Entrepreneur, Clarity Coach, and Hospitality Expert.

As the CEO and founder of Purveyors of Leisure, with over 10 years of experience in the industry, Kim has redefined luxury group travel, designing exclusive, five-star vacation experiences that foster deep connection, relaxation, and celebration.


Through her brand, Insight Seeker: Impact by Design, Kim leverages her Master’s in Psychology and over 15 years of experience to empower individuals and entrepreneurs to cultivate clarity, creativity, and conscious growth through transformative courses and masterminds, including Connect for Success Mastermind, Creative Insight Journey: Clarity Catalyst, and Creative Action Journey.


A sought-after speaker and co-author of three best-selling books, Kim brings a unique blend of hospitality, mindfulness, and actionable insight to every stage and conversation.

Coaching & Consulting Services

Connect for Success Mastermind

An Exclusive Mastermind for Seasoned Female Entrepreneurs Ready to Scale with Clarity and Confidence

The Connect for Success Mastermind is a dynamic, monthly virtual cohort designed for women entrepreneurs. Facilitated by Kim Herrlein, this intimate group offers a unique blend of strategic insight and soulful support. Members engage in monthly group sessions, replacing the traditional "hot seat" with "Success Seats"- a format that fosters deep, actionable feedback and meaningful connections. Between sessions, accountability partners ensure consistent progress and alignment with personal and professional goals. This mastermind is ideal for entrepreneurs seeking to elevate their business, gain clarity, and connect with like-minded women in a supportive, growth-oriented environment.

Creative  Insight Journey (CIJ): Clarity Catalyst, Creative Action Journey (CAJ)

Two 8-Week, Research-Backed Journeys for Creative Empowerment and Personal Transformation

Rooted in the renowned Stanford University “Creativity in Business” curriculum, the Creative Insight Journey (CIJ) includes two transformational 8-week courses: The Clarity Catalyst and The Creative Action Journey. Designed for individuals ready to break through fear, gain clarity, and take inspired action, these immersive experiences combine mindfulness practices, peer accountability, and purpose-driven tools to spark personal and professional growth. Facilitated by Kim, these journeys are ideal for creatives, entrepreneurs, and seekers ready to reconnect with their inner wisdom - and make meaningful moves forward.

Hospitality Consulting

Expert Guidance for Hospitality That Stands Out

With over 10 years of hands-on success in short-term rentals, boutique hotel ownership, and luxury group travel, Kim offers tailored consulting for hosts, designers, and real estate investors ready to elevate their hospitality game. Whether you're launching your first property or refining an existing brand, Kim brings creative vision, operational strategy, and guest experience expertise to help you stand out - and stay booked.

Kim's Hospitality Brands

Featured Publications

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Heal to Lead: Stories To Turn Your Wounds Into Wisdom

In the first collection of stories, celebrated leaders deliver inspiring accounts about how they have overcome deep trauma to serve others. Stories include rediscovering personal passion, healing from abuse, the struggles of motherhood, addiction, sobriety, caring for aging parents, moving on after divorce, and the importance of community. Through their pain, these authors remove the veil that covers mental health awareness to show others what is possible. By looking within and accepting help from external sources, they have transformed into a group of coaches, speakers, and advocates in their communities.
Consisting of twenty-four powerful short stories, Heal to Lead: Stories to Turn Your Wounds Into Wisdom Volume One, provides an unforgettable collection of individual courage, resilience, and determination to rise above the challenges we all face in life. These real-life accounts are not for the faint of heart and address the real fear that many people feel each and every day. As these leaders share their personal experience, knowledge, and practical tools, others will learn how to overcome obstacles and evolve into a new version of themselves.

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Transforming Pain Into Purpose Volume 2: Resilient Women of Faith Share Transformational Stories of Courage, Hope and Renewal

Through raw and authentic accounts of courage, hope and renewal, these women share how they transformed their deepest pains into purposeful lives. Each story is a testament to the strength of faith, the power of resilience, and the beauty of new beginnings. Prepare to be inspired, uplifted and reminded that even in the darkest moments, there is always a path to healing and purpose.

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Hospitable Hosts: Inspiring & Memorable Stories from Airbnb Hosts Around the World to Educate & Motivate

Are you in the Short-Term Rental Industry? An Airbnb Host? Have you dreamt of becoming a Host, or maybe you are just curious about what the industry is all about? Hospitable Hosts is a collection of true-life stories written by professional hosts from around the globe – Australia, Japan, USA, Canada, Mexico, Puerto Rico, and the United Kingdom. Get set to learn from some of the best in the industry as they all share their journey of how they found their passion and became a professional host.

Their stories will make you laugh, and some will even make you cry. As they introduce you to their most memorable guests – some have found love, a business partner, or saved a guest’s life! They share what motivated them to build a business that gives them financial freedom and their stories will inspire you to do the same.

Featured Podcasts

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The Business of Big Short Term Rentals: Kim Herrlein's Secrets

Ever wondered what it takes to scale and manage large vacation rentals successfully? In this episode, I sit down with Kim Herlein, a real estate investor who mastered the art of hosting large groups and turning big properties into thriving short-term rentals.

Kim shares the strategies that helped her expand her portfolio, from acquiring and designing properties that cater to large groups to optimizing operations for efficiency. She dives into the challenges of managing high-occupancy rentals, keeping guest experiences seamless, and ensuring top-tier cleanliness despite high turnover. Plus, she reveals her secrets to building a loyal customer base and staying ahead in the competitive vacation rental market.

If you're looking to scale your short-term rental business or break into large-group hosting, Kim’s insights will give you the tools and inspiration to take your rentals to the next level. Don’t miss this expert-packed conversation!

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Buying Your First Boutique Hotel with Kim Herrlein

Kim Herrlein, a seasoned professional in the luxury STR space, shares her journey from managing high-end short-term rentals to acquiring and transforming boutique hotels. Listeners will learn about the unique challenges and rewards of venturing into the boutique hotel market. Topics include the importance of admitting gaps in knowledge, designing bold and eclectic spaces, dealing with booking platforms, and fostering effective team collaboration. Kim’s fearless, community-driven approach and her focus on creating unique, curated experiences offer valuable insights for anyone interested in hospitality or real estate investment.

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Selling Secrets: How To Grow your Short-Term Rental Business Like a Pro

Ready to scale your short-term rental business like a pro? In this episode, I sit down with Kim Herrlein, CEO of Purveyors of Leisure, a short-term rental expert specializing in high-end vacation homes and boutique hotels. Kim shares her insider strategies for expanding a rental portfolio, optimizing operations, and creating unforgettable guest experiences while maintaining profitability. We’ll dive into the systems, technology, and mindset shifts that make scaling manageable and sustainable. If you're looking to grow your vacation rental business without the overwhelm, this episode is a must-listen!

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Leveling Up: How To Turn STR Success Into Boutique Hotel Ownership 

Are you ready to take your short-term rental success to the next level? In this episode of The Hotel Investor Playbook, we sit down with Kim Herrlein, an accomplished STR investor who transformed her success into hotel ownership.

Kim’s story isn’t about leaving short-term rentals behind—it’s about using her knowledge to scale into an exciting new chapter. She reveals how she sold a high-performing vacation rental to buy a boutique hotel for under $1 million, the challenges of renovations, and how she built a remote team to manage it all.

Client Success Stories

"From the very first session, Kim created a warm, inviting space where curiosity and courage felt natural. Her expert guidance through carefully crafted  exercises, provoking prompts, and gentle yet incisive questions helped me peel back layers of self-doubt, reconnect with my deepest creative instincts, and rediscover the joy of exploration. Kim‘s attentive coaching style ensured that no questions felt too small, and no breakthrough went unnoticed or uncelebrated. By the end of the CIJ course, I not only had tangible tools for brainstorming and problem-solving, but I’d also gained the profound shift in mindset."

Suzzanne Simonian

"Through Kim’s guidance, I didn’t just find my direction, I chose it, without hesitation. The facilitation of CIJ and CAJ through Insight Seeker taught me that insight isn’t something you wait around for, it’s something you can practice into being. These powerful, life-changing models gave me enduring frameworks for growth. They taught me how to connect daily with my intuition, recognize and shift internal blocks, and turn vision into momentum.  Kim guided me through each process with such skill and care- helping me not only understand the materials, but personalize and integrate them into the fabric of my daily life."

Lisa Sunde

"It’s more than a class. It’s a game changer. I feel more confident, trusting my intuition,  more resilient when obstacles arise and more inspired to bring my ideas into the world. Beyond the practical skills, Kim fostered a genuine sense of community- our cohort became cheerleaders for one another, celebrating each other successes and holding each other accountable. If you’re looking for a coaching experience that is equal part heart, insight and strategy I wholeheartedly recommend Kim as your coach. "

Lindsey Rosen

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