Your Conversation Pit
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 present, taking a step back in time to the 1950-70s conversation pits that created spaces of true connection over cocktails (or mocktails!), while a record plays in the background. We’re harmonizing lives and businesses, chatting about strategies and innovations for both, all while expanding the conversation beyond the current - and well into the future. Welcome to the pit. Bring a friend, and join the elevation conversation.
Episodes
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
This is the episode I’ve been writing in my body for years. One part closing chapter, one part initiation, this conversation brings you behind the scenes of why I’m closing The Cheetah Company®—the brand that brought me into rooms with the most brilliant female founders and allowed me to serve at the highest level in business advising, coac...
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
In this episode, we take you behind the scenes of a private client session focused on building a sustainable business in 2025. We break down tangible actions for annual and quarterly planning, creating a hiring plan, and demystifying sales projections for female founders looking to scale without burnout.
Inside This Episode:
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 dive into the business trends that we’ve been noticing for 2025. If you’re a female entrepreneur that’s interested in growing a thriving business and harmonious life, this is your place and space to learn how to prepare for 2025 in a grounded way.
The Cheetah Company is here to support your 2025...
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 dive into the business trends that we’ve been noticing for 2025. If you’re a female entrepreneur that’s interested in growing a thriving business and harmonious life, this is your place and space to learn how to prepare for 2025 in a grounded way.
The Cheetah Company is here to support your 2025...
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 dive into creating an intuitive and impactful business strategy that aligns with both your long-term vision and day-to-day realities. By focusing on vision mapping, sustainable growth, and intentional planning, founders can structure their year for both profitability and peace. We discuss practi...
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
In this episode of Your Conversation Pit®, I dive into strategies female founders can use to plan for 2025 with intention, ease, and harmony. We explore how to reflect on your business year, balance business and personal growth, and use systems and automation to avoid burnout. Whether you're looking to realign after 2024 or implement s...
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
In this episode of Your Conversation Pit®, I explore unconventional approaches to sales that prioritize relationship-building, personal branding, and emotional resilience over traditional marketing tactics. Female founders can master sales by focusing on psychology, tailored communication, and self-development. Rather than relying on ads an...
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
In this episode of Your Conversation Pit®, I discuss why I often decline clients who lack personal vision, confidence, and leadership, no matter how ambitious their business goals are. Without a clear personal brand or strong self-development, business growth is often halted. Female founders must align their personal vision with business st...
We love conversing with you. Chat with us in Your Conversation Pit by sending a text message!
In Season 2, Episode 22 of Your Conversation Pit™, we delve into what’s *actually* working for B2B marketing in 2024. Your communities are more savvy and discerning than ever when they’re approaching their investments – especially if you’re working with a high caliber clientele. They’ve been burned too often by high-ticket masterminds.
This...
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 into the nitty gritty of what effective business consulting looks like, what it means to invest in yourself and business as a female founder, the strategies behind creating business transformation, and if you feel safe enough to achieve the goals you’re setting.
Key highlights include...
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:
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 ...
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, heali...
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 v...
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 incl...
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
- ...
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, trustworthi...
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...
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...
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 we...
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