The Prosperity Playground

It’s Tuesday and we are back with another Prosperity Playground episode drop! Today’s conversation is for the founder building in real time, figuring it out as she goes, and wondering if she really needs the massive marketing budget, perfect strategy, MBA or huge team to create momentum.

My guest today is Kiki Couchman, co-founder of Sourmilk, a probiotic Greek yogurt designed for gut health with 15 grams of protein, zero added sugar, and the equivalent probiotics of a supplement. Together with her co-founder Elan Halpern, Kiki is on a mission to help heal America’s gut through real, whole foods.

After working in private equity, Kiki stepped into entrepreneurship and made one decision that became a major driver of Sourmilk’s growth: instead of hiring influencers, she became one. Less than a year in, she is building the brand publicly, sharing the decisions, experiments, wins, failures, and behind-the-scenes realities of growing a CPG company.

In this episode, we explore:

• Why founder-led content has become one of Sourmilk’s most powerful marketing tools, and how posting consistently helped Kiki build the muscle of being on camera.
• How Sourmilk is building community and demand through organic content, influencer gifting, real-world activations, and creating experiences customers want to be part of.
• What it really looks like to build a company without having all the answers, from using instinct and AI to constantly experimenting, iterating, and making the audacious asks.

This episode is such a fun and tactical conversation about creativity, community, courage, founder-led marketing, and what can happen when you stop waiting until you feel ready and start building now.

Connect with Kiki Couchman:

• http://instagram.com/couchwoman
• http://instagram.com/getsourmilk
• sourmilk.com

Connect with Anna Lozano:

• http://www.annalozano.com
• http://instagram.com/_annalozano
• http://instagram.com/theprosperityplayground
• http://instagram.com/theaudaciousask
• http://substack.com/@theaudaciousask

Links to Support Your Expansion:

Founders Retreat in Mexico January 18-23, 2027:
 https://annalozano.com/pages/foundersretreat

Power Hour Business Advisory Session:
https://annalozano.com/pages/power-sessions

Automate to Accelerate Fall 2026 with Callan Faulkner:
https://go.theuncommonbusiness.co/a2a-fall-2026?fpr=anna30

Join me in San Diego for Women & Wealth November 5-6th hosted by Samantha Skelly:
https://do.pausebreathwork.com/women-and-wealth-964149?am_id=annalozano1894

Join Adele's I AM Certification: https://identityascensionmethod.com/iamcertificationpersonal?am_id=annalozano6809

It’s Tuesday and we are back with another Prosperity Playground episode drop! Today’s conversation is for the woman who has done the mindset work, read the books, invested in the programs, understands herself deeply… and is still wondering why she is not where she desires to be.

My guest today is Adele Tevlin, behavioral expert, therapist, and founder of The Identity Ascension Method™. Adele’s work is rooted in one powerful idea: the version of you making decisions about money, relationships, success, and worthiness was largely formed before you were seven years old, and much of it was never consciously chosen by you.

Adele is a master of root-cause transformation. Drawing from CBT, NLP, and Deep Brain Reorienting, she works with the subconscious imprints, core wounds, and inherited paradigms that quietly shape the lives of even the most successful high achievers. 

On a personal note, I am currently going through Adele’s I AM Certification, and after 17 years of being deeply devoted to personal development, this is the best transformation program I have ever experienced. 

In this episode, we explore:

• Why highly intelligent, high-achieving women can actually be some of the hardest people to transform and how the ego and intellect can become resistant to deeper change.
• The difference between information, integration, and true embodiment and why knowing the work intellectually is not the same as living it.
• Why trust and faith cannot be circumstantial, and what it looks like to choose faith before your external reality gives you the evidence.
• How to recognize when you are operating from abundance versus fear, lack, and scarcity and Adele’s simple practice for bringing yourself back into alignment.
• Adele’s extraordinary journey through years of personal trauma while simultaneously building a multimillion-dollar business, and how she learned to hold contrast without moving into victim consciousness.

This episode is deep, powerful, and one of those conversations that will have you questioning what you truly believe, what you have simply learned intellectually, and what you are finally ready to embody.

Connect with Adele Tevlin:

• https://www.instagram.com/adele_tevlin
• https://adeletevlin.com/

Join Adele's I AM Certification: https://identityascensionmethod.com/iamcertificationpersonal?am_id=annalozano6809

Connect with Anna Lozano:

• http://www.annalozano.com
• http://instagram.com/_annalozano
• http://instagram.com/theprosperityplayground
• http://instagram.com/theaudaciousask
• http://substack.com/@theaudaciousask

Links to Support Your Expansion:
Founders Retreat in Mexico January 18-23, 2027:
 https://annalozano.com/pages/foundersretreat

Power Hour Business Advisory Session:
https://annalozano.com/pages/power-sessions

Automate to Accelerate Fall 2026 with Callan Faulkner:
https://go.theuncommonbusiness.co/a2a-fall-2026?fpr=anna30

Join me in San Diego for Women & Wealth November 5-6th hosted by Samantha Skelly:
https://do.pausebreathwork.com/women-and-wealth-964149?am_id=annalozano1894

Welcome back to The Prosperity Playground Podcast! Today’s conversation is one I believe so many highly successful women need to hear, because sometimes the very patterns that helped us become accomplished, capable, independent women are the same patterns quietly keeping us exhausted, over-functioning, over-giving, and constantly feeling like there is still something left to prove.

My guest today is Terri Cole, licensed psychotherapist and global relationship and empowerment expert and the author of Boundary Boss and Too Much! For over two decades, Terri has worked with a diverse group of clients that includes everyone from stay-at-home moms to celebrities and Fortune 500 CEOs. She has a gift for making complex psychological concepts accessible and actionable so that clients and students achieve sustainable change.

She inspires over a million people weekly through her blog, social media platform, signature courses, and her popular podcast, The Terri Cole Show.  

In this episode, we explore:

• Terri’s new book, Father Wound, and why the father wound is ultimately a worthiness wound.
• How the father wound shows up in successful women as perfectionism, overachievement, people-pleasing, and hyper-independence.
• The impact the father wound has on business, money, leadership, and our relationship with authority.
• How to recognize when an old wound is driving a present-day emotional reaction.
• What becomes possible through healing of the father wound: more ease, healthier relationships, greater capacity to receive, and success without self-abandonment.

This episode is deep, illuminating, and incredibly practical.

Connect with Terri Cole:

• Website: terricole.com
• Book website: fatherwoundbook.com
• Instagram: https://www.instagram.com/terricole/
• FB Page: https://www.facebook.com/TerriColeLCSW/
• YouTube: https://www.youtube.com/user/terricoleny
• Podcast: https://terricole.com/itunes

Connect with Anna Lozano:

• http://www.annalozano.com
• instagram.com/_annalozano
• instagram.com/theprosperityplayground
• instagram.com/theaudaciousask
• http://substack.com/@theaudaciousask

Links to Support Your Expansion:

Founders Retreat in Mexico January 18-23, 2027:
 https://annalozano.com/pages/foundersretreat

Power Hour Business Advisory Session:
https://annalozano.com/pages/power-sessions

Automate to Accelerate Fall 2026 with Callan Faulkner:
https://go.theuncommonbusiness.co/a2a-fall-2026?fpr=anna30

Join me in San Diego for Women & Wealth November 5-6th hosted by Samantha Skelly: https://do.pausebreathwork.com/women-and-wealth-964149?am_id=annalozano1894

Welcome back! We’re relaunching this mind blowing and heart opening episode with Callan Faulkner, founder of The Uncommon Business and one of the most sought-after AI coaches in the online space. 

Callan Faulkner built her marketing and operations team around AI before most business owners understood prompting. This growth took her from $0 to $20.9M in two years, supported by 36 humans and 150+ AI employees and The Uncommon Business is now on track for $40M. Her team continues to grow because she believes in high frequency humans on the front end and AI on the backend. She's the founder of The Uncommon Business, one of the first companies in the world to train humans to become AI Architects instead of AI users. Since then, 13,000+ businesses have learned her playbook, including 3,300+ founders and team members currently inside her Automate to Accelerate program.

Join us for Callan’s AI Employee Bootcamp September 29th, October 1st & 6th here:

https://go.theuncommonbusiness.co/a2a-2026?fpr=anna30

If you’re ready to join Fall 2026 round of Automate to Accelerate with Callan Faulkner, click here:

https://go.theuncommonbusiness.co/a2a-2026?fpr=anna30

In this episode, we explore:

• Scaling with certainty beyond logic and leading from the identity of your next level before the results arrive
• Building AI-supported teams that elevate human potential and free founders to operate in creativity, intuition, and vision
• Expanding your nervous system and emotional capacity to hold rapid growth, visibility, and wealth without self-sabotage
• Making bold, aligned investments before you feel ready and trusting yourself as the ultimate ROI
• Navigating challenges, pressure, and 8-figure launches with leadership, resilience, and energetic mastery

This episode is a powerful reminder that your next level is built through alignment, self-trust, and the courage to move before you feel ready.

Connect with Callan:

Instagram: https://instagram.com/callanfaulkner
LinkedIn: https://linkedin.com/in/callan-faulkner

Join Automate to Accelerate a 8-week implementation program that helps entrepreneurs and business owners embed AI into the core of their operations so they can scale smarter, work less, and grow faster. Inside the program, participants will learn how to:

• Transform their business model by using AI to create scalable systems that drive exponential growth without ballooning costs.
• Multiply revenue 2–3X by applying proven AI playbooks tested in 300+ businesses.
• Break through growth ceilings by shifting from people-dependent processes to AI-powered systems that increase enterprise value up to 10X.
• Implement with confidence through ready-to-use templates, workflows, and step-by-step blueprints - no guesswork required.

Connect with Anna Lozano:
Website: http://www.annalozano.com
Instagram: instagram.com/_annalozano

Founders Retreat in Mexico January 18-23, 2027:
https://annalozano.com/pages/foundersretreat

Power Hour Business Advisory Session:
https://annalozano.com/pages/power-sessions

Welcome back to Season 2 of The Prosperity Playground Podcast!

We launch Season 2 with Alli Webb who is a visionary entrepreneur, bestselling author and the founder of Drybar, the category-defining blowout brand that grew into a nationwide phenomenon. Today, she’s back in founder mode with Messy by Alli Webb, her newest haircare brand built around embracing the hair you already have.

In this episode, we explore:

• What happens to your identity after building and exiting a company that became deeply intertwined with who you are
• Alli’s messy middle where she was experimenting, mentoring and investing before the vision for Messy dropped in
• What has changed in product marketing, influencer strategy, gifting, PR and customer acquisition since the early Drybar days
• Alli’s founder-to-founder advice on raising capital, proving a concept, starting smaller and creating real-world experiences that get people talking about your brand

This conversation is such a powerful reminder that your next chapter does not have to recreate your last one. Sometimes the vision becomes clearer when we release the pressure, stay close to what feels true and give ourselves permission to build differently.

If this episode resonates, make sure to share with your founder besties, and we thank you in advance for leaving us a rate & review!

Connect with Alli Webb:

• Website: https://itsmessy.com/
• https://www.instagram.com/alliwebb/

Connect with Anna Lozano:

• http://www.annalozano.com
• instagram.com/_annalozano
• instagram.com/theprosperityplayground

Founders Retreat in Mexico January 18-23, 2027:
 https://annalozano.com/pages/foundersretreat

Power Hour Business Advisory Session:
https://annalozano.com/pages/power-sessions

AI Employee Bootcamp & Automate to Accelerate Fall 2026 with Callan Faulkner:

• https://go.theuncommonbusiness.co/bootcamp-2026?fpr=anna30
• https://go.theuncommonbusiness.co/a2a-2026?fpr=anna30

Ashley Carpenter from Love is Blind season 10 joins the Prosperity Playground to share her self discovery journey. From navigating the intense spotlight of reality TV to reclaiming her boundaries and voice, Ashley offers a candid look at how to stay aligned with your values while managing visibility, pressure, and public scrutiny.

We explore the practical and emotional strategies that helped Ashley turn challenges into growth, teaching us all how to step into confidence, set clear boundaries, and embrace authenticity without apology. Whether you’re looking to strengthen relationships, own your presence, or navigate life-changing experiences, her story provides inspiration and actionable insights

We dive into:
 • How to recognize and maintain boundaries in relationships, friendships, and professional spaces
 • The importance of surrounding yourself with supportive, like-minded individuals
 • How visibility and momentum can challenge your nervous system and require conscious self-care
 • Shifts in self-worth and confidence after personal and public growth experiences
 • Daily rituals and practices that support authenticity, alignment, and emotional resilience

Ashley’s story emphasizes that  self-awareness is essential tools for building meaningful influence and creating a life that reflects your values. She offers a good reminder that growth often comes from embracing discomfort, learning from setbacks, and leaning into your true self.

Stay connected with Ashley on Instagram and explore the Prosperity Playground website to discover more insights, resources, and conversations designed to inspire growth, connection, and empowerment!

Connect with Ashley
Insta: _ashcarpenter
Tiktok: _ashcarpenter

Linda Biggs, co-founder and CEO of joni, joins the Prosperity Playground to share her inspiring journey of building Canada’s first plant-based, toxin-free period care brand. Linda is making period care accessible, sustainable, and effective for everyone. As a mother of two, she is deeply committed to creating a better world for the next generation through both her products and her approach to leadership.

We talk about challenges and breakthroughs of launching a product-based business, from crowdfunding and DTC strategy to retail expansion and IoT-enabled commercial solutions. Linda shares how her experiences as a consumer informed the brand, the lessons she’s learned along the way, and how she balances innovation, impact, and resilience in business.:

We explore:
• How identifying gaps as a natural consumer shaped the evolution of Joni’s products
• Strategic decisions in fundraising, crowdfunding, and navigating early-stage business challenges
• Building an inclusive and eco-conscious brand that resonates with customers and drives loyalty
• Innovating with the world’s first IoT-enabled period care dispenser
• Personal mindset shifts, leadership evolution, and the value of a mission-driven business

Tune in, get inspired, and discover how to turn vision into action while making a meaningful difference. Connect with Linda on Instagram, explore joni’s products at getjoni.com and keep following The Prosperity Playground for strategies, stories, and inspiration to elevate your business and purpose!

Connect with Linda:
Instagram: @makeher.co.& @get_joni
Website: getjoni.com

In this episode of The Prosperity Playground, I’m joined by Suneera Madhani, serial entrepreneur, unicorn founder, and founder of CEO School. After turning an idea born from rejection into a company valued at over $1B, Suneera has become one of the few women to build a unicorn business while redefining what leadership, wealth, and success can look like for women.

We get into building at the highest level and unpack the mindset, courage, and identity shifts required to scale from operator to visionary. From creating generational wealth to stepping fully into your power as a founder, this episode will challenge you to think bigger, move bolder, and trust what’s possible for you.

We explore:
• Why rejection is often redirection into your next level
• The founder-to-CEO evolution and what it actually takes to scale sustainably
• Why entrepreneurship is one of the most powerful vehicles wealth, freedom, and legacy
• Creating systems, teams, and support that unlock long-term growth
• Expanding your vision and giving yourself permission to build bigger than you imagined

Stop waiting for permission and start trusting the ideas, ambition, and vision already inside of you. Stay tuned for more conversations inside The Prosperity Playground and if this episode sparked something within you, share it on Instagram  and tag us with your biggest takeaway. Visit annalozano.com for more tools, inspiration, and activations to support you in building your most prosperous life.

Connect with Suneera:
@suneeramadhani
@ceoschool
https://theceoschool.com/
https://suneeramadhani.com/

In today’s episode I’m joined by Sandra Chuma, entrepreneur, speaker, and founder of WORTHY. After growing up in Zimbabwe without running water and building an eight-figure business from scratch, Sandra reached the level of success she thought would finally feel fulfilling, only to discover that achievement without self-worth still leaves you searching for more.

Together we unpack the deeper layers beneath business growth and personal expansion, exploring how subconscious beliefs, nervous system conditioning, and inherited patterns can quietly shape our relationship with success, money, rest, identity, and self-worth. This conversation is a powerful reminder that true prosperity is not built through sacrifice but through becoming the version of yourself who can safely receive and sustain what you desire.

We explore:
• Why and how to stop proving your value through output
• The hidden subconscious beliefs and patterns that create invisible ceilings in business and life
• Expanding capacity to hold more wealth, rest, success and abundance without burnout
• The role of identity work for becoming the version of you who can sustain your next level
• Healing sisterhood wounds and releasing scarcity

It’s important to pause and ask not what do I need to achieve next, but who I need to become to hold the life I truly desire? Stay tuned for more conversations that activate your next level, share this episode on Instagram and tag us with your biggest breakthrough, and visit the annalozano.com for more tools and inspiration to support your most prosperous life!

Connect with Sandra
IG: @sandra.chuma
Website: https://www.iamworthy.com

In this week’s episode of The Prosperity Playground, I am joined by Jenn Harper, the visionary founder and CEO of Cheekbone Beauty. Since launching in 2015, Jenn has built a cosmetics brand rooted in sustainability, Indigenous values, and empowering representation. Through her hard work and dedication, Cheekbone Beauty has secured major retail partnerships and donated over $250,000 to charity.

We dive deep into the journey of Cheekbone Beauty, from Jenn's initial vision sparked by a dream to creating a beauty brand that truly represents Indigenous communities. Jenn shares the unique challenges of launching in the competitive beauty space while staying true to her mission of sustainability and giving back to her community.

We explore:
 • The importance of representation in the beauty industry
 • How Indigenous wisdom influences product development 
 • Creating Indigenous beauty as a category and bringing awareness to sustainable practices
 • The challenges and triumphs of navigating major retail partnerships
 • Jenn’s personal rituals and practices for staying grounded as a founder

Jenn’s journey is a testament to the power of building a business with purpose and staying true to your values, no matter the challenges. If this episode sparked something within you, I invite you to share it on Instagram, tag me, and let me know what resonated most! For more resources on aligning your business with your purpose and creating a life of abundance, be sure to visit annalozano.com, I’m here to support you every step of the way as you expand and elevate your business. Let’s continue building a community where we not only thrive, but we also give back, make an impact, and lead from our highest selves!

Connect with Jenn:
Website: https://www.cheekbonebeauty.com/
@cheekbonebeauty
@cheekbonejenn