Your Conversation Pit

Your Conversation Pit

By Ashleigh HenryBusinessEntrepreneurship
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Your Conversation Pit episodes

  • Ep 20 - The Anxieties Your Potential Clients Are Feeling (And What To Do About It)

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In this episode of Your Conversation Pit, Ashleigh discusses your potential client’s experiences and anxieties before working with you and how to navigate conversations through messaging that leads to conversion. 

    Key highlights include: 

    • What your potential clients are actually craving and wanting to see from you through your messaging as an advisor, agency, coach, consultant, and service provider 
    • The business model issue that most advisors, agencies, coaches, consultants, and service providers have to work around
    • The sustainable way of building a business that has your clients in fear and what to do about it

    Resources & Links to Continue the Conversation

    Send us a text message through your podcast catcher

    Events & Retreat Waitlist

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com


    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/


    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/


    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 


    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/


    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/


    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram 

    1 hr
  • Ep 19 - 5 Lessons if You're Pivoting from Agency to Consulting Firm and Educational Hub

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    There comes a time in every entrepreneur’s life that feels like a make or break it moment. There’s been a long-standing trend centered around “burning it down” in reference to business and business models that are no longer working for the business owners that created them. Once upon a time I actually did burn it down… slowly. One match at a time. 

    In 2021, I was a charred wreck, having poured my soul into running our social media + lead generation agency. We had grown fast, quietly gaining a reputation in our niche, yet remaining a well-kept secret publicly. But amidst the success, I found myself in tears in my small sunroom office, questioning the very foundation I had built.

    Against the advice of my advisors who warned me with caution (since the agency was doing so well), I embarked on a deliberate process of transformation. Slowly, strategically, we shifted our agency model — from "Done For You" (DFY) services to a blend of consulting, coaching, and education (done-with-you/do-it-yourself). It was a ten-month journey, each step burning away the old until I sat in a public park on the day we offboarded our last agency client, sobbing and bidding farewell to them and the agency — retiring that chapter for good.

    In today’s episode, we dive into five crucial lessons if you're pivoting from an agency to a consulting firm and educational hub.

    If you’re listening in today and feeling some type of way about life or business, send me a DM. Here to hear you. Send this to a business friend that kinda sorta wants to burn their business down or head back to corporate. It’s going to be okay. 

    Resources & Links to Continue the Conversation

    Send us a text message through your podcast catcher

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/

    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram 


    Resources & Links mentioned: 

    The Art of Sales Psychology Starts With This

    58 min
  • Ep 18 - Visibility Strategies for the Versatile Entrepreneur

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    From a girlie that’s constantly refining the way to share with you that I run a business consulting company on + offline, am starting a short-term rental business that exists on the same pillars as The Cheetah Company does (curiosity, exploration, and connection), and am a speaker and writer for more than just business (life-advising, healing, and the human experience). 

    In today’s episode, we’re divulging approachable PR plans for brands that are establishing their thought leadership. 

    • Integrating your personal brand that encompasses all entrepreneurial activities alongside habits, values, and beliefs that you share with your ideal clients and partners.
    • Learning how to research successful figures in your industry: where they've spoken and what topics they've covered.
    • Discovering techniques to contribute fresh insights without duplicating existing content – instead expanding the conversation in a natural, new direction.
    • Choosing the right communication channels to strengthen your brand's message effectively.
    • Exploring the importance of crafting a compelling pitch and creating a standout media kit that *differs* from the usual.
    • Implementing strategies to connect with key decision makers with strategic actions that you can do every month to see quarterly growth. 
    • Sending pitches and leveraging referrals to enhance your PR efforts.

    If you’re acting as your own PR specialist and feeling out of your depth on the “how” and just know that you should… this episode is for you and all of your business friends. 

    Resources & Links to Continue the Conversation

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/


    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram 


    Resources & Links mentioned: 

    Agility PR Solutions 

    Mastermind

    Consulting Services 

    Prowly

    53 min
  • Ep 17 - Getting Personal: How I'm Harmonizing and Balancing Current Businesses, New Businesses, and Real Estate

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In today’s episode of Your Conversation Pit, Ashleigh Henry is exposing the inner workings of running several businesses alongside her husband. New startups, sustaining a current business, and all of the in-betweens.


    We’re exploring…

    🎙️Where I’ve dropped the ball, had to apologize, and had to figure my ish out quick while building new ventures, acting as a general contractor to coordinate every inch of the work completed for our soon-to-be vacation/short-term rental

    🎙️The reality of entrepreneurship and why I’m quick to share my mistakes especially because clients have assumed I don’t make any (thus, I’m assuming you might get that thought, too)

    🎙️The interpersonal relationship hills that I’ve climbed and the ones that influenced me to head back to therapy (alongside my husband and business partner)

    🎙️How I’m using our method of holistic harmony in life and business® to regularly come back to center, harmonize, and have a reckoning with myself when I lean too far into perfectionism 

    → Pulling most of these lessons straight from my penned entries in my journals, from notes during client calls with some of the most influential female founders I have the honor of knowing and supporting, and from actual prayers.  

    If you’re listening in today and feeling some type of way about life or business, send me a DM. Here to hear you, here to support you, here to encourage you always. You’re made for this; challenges come with the territory of entrepreneurship and you wouldn’t have chosen this path if you weren’t capable of figuring it all out. 

    Resources & Links to Continue the Conversation

    Leave a voicemail for Your Conversation Pit here:

    https://sayhi.chat/ycp

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/


    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram 

    54 min
  • Ep 16 - The Art of Sales Psychology Starts with This

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In today’s episode of Your Conversation Pit we are taking a closer look into sales psychology and its role in business. Specifically, we are exploring potential reasons you could be attracting a different audience than desired, why connection is essential to prioritize, and how to speak your ideal client’s love language. 

    Key highlights include: 

    • The social playground and why you might be accidentally connecting with the exact clients you’re trying not to attract
    • Your connection-first approach being the easy way to begin building the messaging you’ve been meaning to craft and curate 
    • Knowing how to sell like your ideal client wants you to – speaking their love language instead of your own 

    Resources & Links to Continue the Conversation

    Leave a voicemail for Your Conversation Pit here:

    https://sayhi.chat/ycp

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/


    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram 

    42 min
  • Ep 15 - Mastering Sales Psychology in 2024 and Beyond

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In this episode of Your Conversation Pit, we are getting close and personal with sales psychology in 2024 and beyond. We learn the importance of buyer types, buyer love languages, building trust, and key components in creating a timeless sales strategy. 

    Key highlights include: 

    • The 4 common buyer types translated as buyer lover languages
    • The link between speed and trust to increase sales
    • 3 key steps to thriving in your sales strategy


    Resources & Links to Continue the Conversation


    Leave a voicemail for Your Conversation Pit here:

    https://sayhi.chat/ycp

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com


    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/


    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/


    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 


    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/


    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/


    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram


    56 min
  • Ep 14 - Clara Bow, Taylor Swift, & Becoming a Legend of Your Industry

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In this eye-opening episode of Your Conversation Pit, we dive deep into the insightful landscape of Taylor Swift’s ability to spark all of our interest to learn more about the iconic actress known as Clara Bow. Personal branding for business owners is the most crucial it’s ever been—it's the compass guiding your reputation, trustworthiness, and success in the market and we all know that Taylor Swift is the queen of personal branding.

    Key highlights include:

    • Who Is Clara Bow?
    • What Are the Similarities between Clara Bow and Taylor Swift?
    • Becoming A Legend In Your Industry
    • Lessons from Clara Bow and Taylor Swift

    Step into an armchair dialogue where we unravel the mysterious personas of Taylor Swift and Clara Bow, delving into the essence of personal branding as a business owner. Explore how paramount this is in shaping the market of 2024, dissecting the blueprint for legendary status: authenticity, media prowess, trailblazing spirit, resilience, empowerment, and cultural impact. Come sit down in Your Conversation Pit for actionable insights tailored for crafting your own narrative amid the evolving online business landscape, building enduring relationships akin to those discussed in Season 1—a vital companion to today's discourse in the arena of influence. Combine this episode with Season 2, episode 13 to sift through imperative knowledge to grow your online influence in 2024 and beyond. 

    Resources & Links to Continue the Conversation:

    Leave a voicemail for Your Conversation Pit here:
    https://sayhi.chat/ycp

    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complimentary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/

    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram

    54 min
  • Ep 13 - Marketing Strategies That Are Working in 2024 & The Current State of Online Businesses

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In this transformative episode of Your Conversation Pit, we dive deep into the ever-evolving landscape of business, online entrepreneurship in the online business space, and world-wide market trends as we've observed them unfolding since early 2023. Our community and clients have been experiencing significant shifts in their industries, sales patterns, and client behaviors—shifts that have left many puzzled. From changing consumer expectations to the challenges of contract commitments and the delicate dance of converting leads, we cover it all with a mix of insight, experience, and perspective shifts to see you through 2024 and beyond.

    We’ve noticed a clear trend: people are seeking more value for less, hesitating on commitments without financial backup, and maximizing free resources to the limit. This episode is not just a discussion; it’s a roadmap through the nuances of consumer buying habits, the psychology of sales, effective (and not-so-effective) marketing strategies, and candid thoughts in-between.

    Key highlights include:

    • A breakdown of the framework for sustained business growth, incorporating everything from targeted messaging to personal branding.
    • The undeniable impact of AI marketing automations and the importance of a sticky content plan focused on sales, team management, and energy efficiency.
    • A revival of long-form content, the power of building anticipation for your launches, and the magic of serialization in content creation, especially on TikTok.
    • The potential for augmented reality in online business, the demand for authenticity and proof in marketing, and the strategic balance of video content length.
    • The ever-increasing importance of personal brands, community building, and the conscious consumerism movement as Gen Z has broken the marketing funnel, per Archival’s report listed below.

    Expect a power-packed conversation filled with marketing wins, the occasional tangent on not-so-potent strategies, and Ashleigh Henry’s thoughts on what really works in 2024. Whether you’re jotting down notes for your next quarterly plan or seeking insights to navigate the current market, this episode is crafted for you. Join us as we explore the main points shaping the market and marketing strategies that are making a difference in 2024. Plus, don't miss our linked discussion on building deep, lasting relationships from Season 1, an essential complement to today’s conversation in the pit.

    Leave a voicemail for Your Conversation Pit here:

    https://sayhi.chat/ycp

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method® Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complementary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experi

    1 hr 5 min
  • Ep 12 - 10 Signs that You're Evolving & Expanding in Your Life and Business

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In this transformative episode of Your Conversation Pit, we delve into the heart of what it means to be a female founder navigating the complexities of growth, both personally and professionally. Unleashing energetic shifts and embracing lifestyle design for female founders is our goal. Our conversation is tailored for women leaders who are feeling the burnout of continuous hard work and are seeking a more aligned, fulfilling path towards achieving their goals. If you're a female founder, leading one or more businesses, and you're yearning for a life and business transformation that doesn't just rely on the traditional grind, this episode is crafted just for you.

    We explore the ten critical 'noticings' – insights gathered from a blend of client experiences, ranging from pre-revenue startups to million-dollar brands, thorough research, and personal achievements – that signal it's time for a change. These noticings include a shift in how you view old cycles of pain, outgrowing past limitations, challenging traditional masculine structures, and experiencing life and opportunities with a refreshed perspective.

    This episode is more than just observations; it's a guide on how to embrace these energetic shifts. We discuss the importance of not just doing but being – allowing yourself to experience and feel without the harsh criticisms often found in the entrepreneurial journey. This approach isn't just theory; it's been life-changing for many of our clients and myself, leading to the foundation of The Cheetah Company, focused on supporting women founders in harmonizing their life and business.

    Lifestyle design emerges as a crucial theme, emphasized not as a trend but as an imperative practice for female CEOs and founders. Inspired by personal experiences and transformative literature, we underline the importance of defining and refining your lifestyle to align with your true desires, beyond societal expectations or external validations.

    If you're a female founder at the brink of transformation, seeking to design a life and business that truly resonates with your deepest desires, this episode is a beacon of insight, inspiration, and actionable guidance.


    Resources & Links to Continue the Conversation:


    Vanda’s Instagram: @wellness.with.vanda 

    The Harmonious Business Mini-Mind Brochure

    The Harmonious Business Mini-Mind Application


    Books Mentioned: 

    • The Desire Map by Danielle LaPorte
    • The Fire Starter Sessions by Danielle LaPorte
    • The Universe Has Your Back by Gabby Bernstein 
    • The Body Keeps The Score by Besser Van Der Kolk


    Leave a voicemail for Your Conversation Pit here:

    https://sayhi.chat/ycp

    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Be embraced in our signature membership, The Cheetah Coalition:

    53 min
  • Ep 11 - Where to Invest in Your Business When You're Several Years In

    We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!

    In today’s episode, we’re talking about where to invest in your business when you’re several years in. 

    Prepare for a perspective shift to consider what to do next as a service provider, consultant, coach, agency owner, or product business owner with a diversified portfolio when you’ve been in business for a few years and things are going well. There is so much content in the world for the beginner business owner and the decades+ established brands, but what about where you are right now? What are your next steps to support your business to move from where it is to where you want it to be next? We’ll meet you in the conversation pit. 


    Resources & Links to Continue the Conversation:

    Leave a voicemail for Your Conversation Pit here:
    https://sayhi.chat/ycp

    Learn more about The Cheetah Company: www.thecheetahcompany.com

    Become timeless through our signature sales course, The Timeless Sales Method Course: https://thecheetahcompany.com/sales/

    Apply to work with Ash in private consulting: https://thecheetahcompany.com/empowered-consulting/

    Be emboldened through these complimentary resources:

    https://thecheetahcompany.com/emboldened-resources/ 

    Secure Ash as a speaker for your next experience:

    https://thecheetahcompany.com/press/

    Sip & pour over at The Cheetah Café:

    https://thecheetahcompany.com/blog/

    Let’s Keep the Conversation Going Online:

    www.thecheetahcompany.com

    @thecheetahcompany on Instagram, Facebook, Linkedin, & Pinterest

    @yourconversationpit on Instagram & Facebook 

    @ashleighchenry on Instagram

    @the_houseofharmony on Instagram

    38 min

About Your Conversation Pit

From the publisher's feed

Your Conversation Pit® Podcast is hosted by Founder and CEO Ashleigh Henry of The Cheetah Company. This is where life & business-changing conversations happen. We’re fusing the past and…