Launching Deeper Enterprises is a business-coaching and purpose-driven strategy firm. Pulse 2.0 interviewed Launching Deeper Enterprises founder Jackie Grice to gain a deeper understanding of the company.
Jackie Grice’s Background
Could you tell me more about your background? Grice said:
“I always sensed there was a greater purpose for me beyond just being a co-owner of a transportation company. As the youngest of nine in an entrepreneurial family, I was deeply influenced by my parents’ spirit of innovation. My father, an upholsterer, inspired me with his passion for creativity, transforming old furniture into stunning pieces, showcasing his talent for turning ideas into beautiful, tangible products.”
“When COVID-19 hit, we were on track for our best sales year yet, but our charter bus business for schools and athletic programs suddenly came to a standstill. Revenue disappeared overnight, bills stacked up, and a government loan application got lost in the system. All we had left were just enough funds to refund some customers from cancelled trips. It felt like every opportunity I had was slipping away.”
“The hardest part was furloughing employees who depended on our business. The pressure mounted, creating tensions between my husband and me as we questioned whether we could survive this crisis. I sought guidance during this challenging time, and after taking some time to step back and listen, I gained a new level of clarity. I spent two days in silence, detaching from all distractions to truly listen to my inner voice.”
“During those two days, I experienced a breakthrough, an unmistakable sense of direction that shifted my perspective and reinforced my commitment to focus on my purpose. That process of quiet reflection changed everything, reminding me of the importance of pausing, listening, and trusting in my own intuition.”
“With a renewed vision, I am now moving forward, elevating my business and my mission to help others achieve success and overcome their own challenges. I am more committed than ever to making a positive impact and guiding others towards their highest potential.”
“As a CEO, my role goes beyond managing specific teams or projects; my primary focus is on setting the overall vision and strategic direction of the organization. While other leaders handle day-to-day operations within their departments, I ensure that all efforts align with our long-term goals and mission. This involves making high-level decisions, fostering a culture of innovation, and building key stakeholder relationships. Ultimately, my responsibility is to empower other leaders to excel while guiding the organization toward sustainable growth and success.”
Trust And Due Diligence
Can you share a story from your leadership experience that taught you an important lesson about trust and due diligence? Grice shared:
“One of the most interesting, and shocking, stories since I began leading my company happened during a hiring process that taught me some invaluable lessons about trust and due diligence. I had hired a seemingly soft-spoken, petite, middle-aged woman with brunette hair who appeared to have the right experience and demeanor for the role. She started with us right away, even before her background check results came in, as we were eager to fill the position and believed she’d be a great fit based on her interview.”
“A few days later, the results of her background check came back, and what I read was jaw-dropping. I googled her, and it turned out that this unassuming woman had spent time in federal prison for murder and had been convicted of leading a heroin drug ring in New Jersey. Her complex history seemed entirely at odds with her quiet, almost gentle appearance. I was stunned, not just by her past, but by the realization that I hadn’t waited for the final details before bringing her on board.”
“This experience taught me the importance of patience and thoroughness in hiring. It reminded me that appearances and first impressions can sometimes be deceiving and that background checks and other safeguards are there for a reason. Since then, I’ve committed to ensuring every step of the hiring process is completed, no matter how good a candidate might seem. It was a lesson in trust, caution, and how genuinely unexpected situations can arise in leadership!”
Core Products
What are the company’s core products and features? Grice explained:
“Launching Deeper Enterprises offers a suite of services designed to empower entrepreneurs, leaders, and organizations to achieve success with purpose and authenticity. Through customized coaching programs, we guide clients in uncovering their unique purpose, developing strategic plans that align with their core values, and cultivating leadership mindsets that foster growth and resilience. Our soulful business strategy emphasizes not just profit, but meaningful impact, enabling clients to build sustainable businesses that resonate deeply with their mission. Whether through one-on-one coaching, workshops, or keynote speaking, Launching Deeper helps individuals and organizations elevate their vision and unlock their fullest potential.”
Challenges Faced
Have you faced any challenges in your sector of work recently? Grice acknowledged:
“Leadership often involves making tough decisions or choosing between two seemingly good paths. One of the hardest decisions I’ve ever faced was when I had to let go of two key employees. I knew they didn’t quite fit the culture of my company, but at the same time, I desperately needed their contributions. We were in the midst of an incredibly busy season, and I understood that letting them go would require significant effort to find replacements who were both skilled and aligned with our core values. It felt like I was fighting for the soul of my company, but ultimately, I made the difficult call to part ways.”
“That decision was deeply challenging, and looking back, I’m not sure I would handle it the same way if I had to do it again. However, I recognized that I couldn’t allow anyone to undermine or sabotage what we had built. So, I returned to handling the day-to-day tasks – answering phones, managing quotes, and overseeing emails – things I hadn’t done in years.”
“Surprisingly, I’m glad I made that tough choice. It earned me the respect of my team and helped restore harmony and unity within our culture. That experience reminded me of what we’re truly here for, the values and integrity that make our company strong, and reinforced the importance of staying true to those principles, even during the most challenging moments.”
Evolution Of The Company’s Technology
How has the company’s technology evolved since launching? Grice noted:
“Since launching, our company’s technology has significantly evolved to better serve both entrepreneurs and those seeking business guidance. We’ve integrated AI tools to provide personalized insights, data-driven strategies, and real-time support, enabling clients to make more informed decisions and optimize their growth potential. These AI capabilities include predictive analytics for market trends, automated content and marketing generation, and intelligent coaching platforms that adapt to individual needs. Additionally, we’ve adopted cutting-edge communication and virtual collaboration tools that facilitate seamless interaction, regardless of location. As technology continues to advance, we remain committed to leveraging innovations in machine learning, automation, and data analytics to empower clients, helping them stay ahead in the rapidly changing business landscape and ensuring they receive tailored, effective guidance every step of the way.”
Significant Milestones
What have been some of the company’s most significant milestones? Grice cited:
“Here are a few of our most defining milestones:
- Scaling Transportation Operations: We grew J Diamond Inc., doing business as Agape Travel and Tours, from a single bus operation into a multimillion-dollar transportation management company serving both government and commercial clients.
- Government Contracting Success: We became a certified SWaM vendor, VASCUPP contractor, DoD-certified contractor, and GSA MAS schedule holder, establishing our credibility and expertise in serving federal, state, and local agencies.
- Launch of Launching Deeper Enterprises: I built a second brand focused on soulful business strategy, leadership development, and purpose-driven coaching, bridging the gap between entrepreneurship and inner transformation.
- International Retreats & Programs: We successfully launched the Soul Experience retreats, creating transformational experiences for high-achieving women, and developed signature coaching programs like Rewrite Your Story and the Purpose to Prosperity Accelerator.
- Thought Leadership Recognition: I became a bestselling co-author, frequent media contributor, and recognized speaker, sharing insights on entrepreneurship, resilience, and leadership.”
Customer Success Stories
Can you share any specific customer success stories? Grice highlighted:
“One of my favorite success stories comes from a coaching client who came to me feeling deeply stuck in her business. She had been operating in survival mode, unsure how to scale, and plagued by self-doubt. Through the Rewrite Your Story program, we worked together to uncover the root of her fears and restructure her business strategy. Within six months, she transitioned from struggling to find consistent income to confidently raising her prices, securing high-level contracts, and finally taking a vacation without fear of her business collapsing. Watching her transformation reminded me why I started Launching Deeper — success isn’t just about revenue; it’s about creating freedom, confidence, and alignment for leaders.”
Funding/Revenue
Are you able to discuss funding and/or revenue metrics? Grice revealed:
“J Diamond Inc. has crossed the multi-million-dollar revenue mark, fueled primarily through strategic contracts and transportation management services. We’ve grown steadily without taking on external venture capital, leveraging government contracting and partnerships as our primary growth engine. Launching Deeper Enterprises is scaling rapidly through a multi-channel model of coaching programs, retreats, speaking, and book sales, and is now positioned for exponential growth through tech-enabled services and AI-driven tools.”
Total Addressable Market (TAM)
What total addressable market (TAM) size is the company pursuing? Grice assessed:
“The TAM for our businesses is substantial:
- In transportation management, the U.S. motorcoach market alone is a $10+ billion industry, with high demand for accessible, reliable travel for both government and commercial sectors.
- In business coaching and leadership development, the market is valued at $15+ billion globally, growing steadily as leaders invest in purpose-driven growth and emotional intelligence training.
- With the coming AI-driven business audit platform and scalable online programs, Launching Deeper is positioned to tap into a global audience of entrepreneurs and executives seeking guidance in both business strategy and personal leadership.”
Differentiation From The Competition
What differentiates the company from its competition? Grice affirmed:
“Our edge lies in soul-centered strategy. Both of my companies emphasize more than just numbers — we focus on alignment, integrity, and transformation.
- For transportation: We’re a trusted, certified government contractor that combines military-grade operational rigor with a customer-first approach.
- For coaching and consulting: We merge deep emotional intelligence training, faith-based principles, and world-class business strategy to unlock clients’ full potential.
This integrated approach sets us apart as a brand that serves both the head and the heart — blending measurable results with lasting transformation.”
Future Company Goals
What are some of the company’s future goals? Grice concluded:
“We’re moving into an exciting season of expansion:
- Tech-Enabled Scaling: Building an AI-powered business audit and advisory platform to serve small businesses and government vendors at scale.
- Transportation Growth: Expanding Agape Travel & Tours into new states, leveraging Jackie’s Compounding Opportunity Principle to multiply growth through strategic contracts.
- Global Retreats and Experiences: Scaling the Soul Experience retreats globally, with 100+ attendee events in destinations like St. Lucia and Aruba.
- Content and Publishing: Completing my upcoming book Compounding Opportunity: How to Move Beyond the Life You Know Into the One You Were Made For, which will anchor a speaking tour, masterclass series, and high-ticket coaching programs.
- Marketplace Ministry Impact: Through initiatives like Covenant Kingdom Reformation, we aim to shape marketplace leaders who build businesses rooted in spiritual and ethical excellence.”
