

The Thoughtful Entrepreneur
Josh Elledge · UpMyInfluence.com & PodVerified.com
The Thoughtful Entrepreneur features candid, commercial-free conversations with the founders, CEOs, and B2B leaders building the companies and ideas shaping their industries.
Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.
Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.
Want to be featured?
Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:
👉 https://PodVerified.com/podcast
Each episode runs 15-25 minutes, built for busy professionals who want substance without the filler. Guests include agency owners, consultants, coaches, and executives with real stories, hard-won lessons, and specific insight for business leaders focused on growth.
Host Josh Elledge has conducted 3,000+ interviews, helped launch 300+ podcasts, and has been directly involved in generating $40M+ in client results through relationship-driven media. He knows what makes a guest worth featuring and what makes an appearance actually worth the guest's time.
Want to be featured?
Guests are selected through PodVerified, the platform built by podcast hosts to restore trust and quality to podcast guesting. If you're a serious B2B expert with a clear message and a story worth sharing, apply here:
👉 https://PodVerified.com/podcast
Episodes
Mentioned books

Apr 23, 2025 • 22min
2157 - Empower Your Future in Real Estate & Crypto Strategies with Damion Lupo
Damion Lupo on Entrepreneurship and Innovative Housing Solutions: A Deep Dive🎧 Listen to this episodeIn this episode of The Thoughtful Entrepreneur, host Josh Elledge engages in a dynamic conversation with Damion Lupo, a Financial Mentor and Author, about entrepreneurship, financial literacy, and personal empowerment. Damion offers powerful insights that can guide entrepreneurs on their journey to success, covering topics from innovative construction methods to financial freedom. This post breaks down the key takeaways from the episode, providing actionable advice for listeners looking to elevate their entrepreneurial game.Entrepreneurial Insights: Perseverance, Innovation, and Financial FreedomDamion shares his personal journey from financial struggle to empowerment, offering valuable lessons for entrepreneurs. After making and losing millions, including a period of homelessness, Damion found his purpose in helping others achieve financial freedom. His experiences taught him the importance of purpose-driven entrepreneurship—building businesses that not only generate profits but also provide solutions to real-world problems. He stresses that financial setbacks, while challenging, often provide transformative lessons that shape long-term success.A key takeaway from Damion’s journey is the importance of perseverance and authenticity in entrepreneurship. Just like the gritty characters in the TV series Yellowstone, Damion draws parallels between the tough realities of life and business, emphasizing that true success is earned through hard work, resilience, and staying true to your values. For entrepreneurs, understanding that the road to success involves challenges, embracing them rather than avoiding them, leads to deeper fulfillment and meaningful results.Damion also discusses how innovative housing solutions, particularly through advanced construction methods like Frame Tech, are revolutionizing the real estate industry. By utilizing controlled environments to manufacture components like walls, floors, and trusses, this approach is not only four times faster than traditional construction but also drastically reduces waste by 99%. This focus on efficiency, sustainability, and innovation is something Damion encourages all entrepreneurs to consider, especially in industries with complex challenges.About Damion LupoDamion Lupo is a Financial Mentor, Author, and entrepreneur passionate about empowering individuals to take control of their financial futures. With a wealth of experience in business development, financial literacy, and cryptocurrency, Damion has helped countless individuals break free from financial constraints. He is the founder of Financial Freedom University and the author of The Ten Steps to 10 Million, a guide to achieving financial independence. Damion advocates for active engagement in investments, the value of continuous learning, and taking a purpose-driven approach to entrepreneurship.About Financial Freedom UniversityFinancial Freedom University is an educational platform offering tools and resources for individuals seeking financial independence. Damion Lupo’s approach focuses on educating entrepreneurs and investors on how to actively engage in their investments, create real value, and make informed financial decisions. The platform provides courses, mentorship, and resources designed to help individuals create long-term wealth and live financially empowered lives.Links Mentioned in this Episode:Visit Financial Freedom UniversityDamion Lupo on LinkedInDamion Lupo’s PodcastEpisode Highlights:The importance of perseverance and authenticity in entrepreneurshipHow innovative housing solutions can revolutionize the real estate industryThe significance of purpose-driven entrepreneurship and financial empowermentWhy active participation in investments leads to greater wealth creationDamion's insights into achieving financial freedom and setting realistic goalsConclusionThis episode serves as a powerful reminder that success in entrepreneurship requires resilience, innovation, and a commitment to solving real problems. Damion Lupo’s insights into financial literacy, cryptocurrency, and purpose-driven business models provide entrepreneurs with a comprehensive roadmap for achieving financial freedom. By embracing the principles of perseverance, active engagement, and value creation, entrepreneurs can overcome obstacles and build sustainable, impactful businesses.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 22, 2025 • 22min
2156 - Sustainable Sales Mastery with The Diamond Group's Theresa Bassett
Strategies for Small Business Growth: Insights from Theresa Bassett🎧 Listen to this episodeIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Theresa Bassett, CEO of The Diamond Group, to explore the strategies small business owners can use to scale beyond the seven-figure revenue threshold. With her extensive experience in sales and marketing, Theresa offers actionable insights into the challenges many entrepreneurs face as they aim for sustainable growth. She dives deep into the complexities of creating effective sales and marketing systems that drive predictable results.The Importance of a Structured Approach to Business GrowthTheresa introduces Momentum, a multi-phase system developed by The Diamond Group to help small businesses build structured, sustainable marketing systems. The process begins with goal setting, market research, and strategy development to establish a clear direction. In the execution phase, businesses focus on creating high-quality content, managing campaigns across multiple channels, and monitoring performance using analytics tools. This structured approach ensures businesses stay organized and aligned with their growth goals, making it easier to scale operations while maintaining control over their marketing efforts.Theresa emphasizes the importance of building a collaborative team to accelerate business growth. She highlights the need for entrepreneurs to focus on the “who” rather than the “how,” trusting their team to handle specific tasks. By bringing together professionals such as strategic account managers, marketing coordinators, and digital creative specialists, businesses can delegate effectively and maintain momentum. This collaboration enables business owners to concentrate on strategic decisions, rather than getting bogged down by day-to-day tasks, which ultimately leads to more efficient and impactful growth.About Theresa BassettTheresa L. Bassett is the CEO of The Diamond Group, specializing in digital marketing and sales strategy for professional service firms. With over $550M in marketing, advertising, and personal development transactions, she has helped legal, financial, and consulting firms refine their client acquisition strategies and elevate their brand presence. Theresa has developed a proprietary sales and marketing framework that helps professional service providers attract high-value clients while optimizing operational efficiency. She is the author of Uplevel: Sprint Your Way to the Next Level in Your Life and Business, offering a roadmap for professionals seeking growth and success.About The Diamond GroupThe Diamond Group is a leading consultancy that helps professional service firms, including legal, financial, and consulting businesses, grow by refining their sales and marketing strategies. The Diamond Group’s proprietary systems enable businesses to attract high-value clients, increase operational efficiency, and develop marketing systems that drive long-term success. Their results-driven approach ensures that clients can scale their firms effectively, even in challenging economic climates.Links Mentioned in this Episode:Visit The Diamond Group WebsiteFree Resources from The Diamond GroupTheresa Bassett on LinkedInEpisode Highlights:How to implement structured systems for scaling your businessThe importance of collaborating with a talented team to drive growthWhy a clear marketing strategy is essential for long-term successThe key phases of The Diamond Group’s Momentum systemHow to use analytics tools to optimize marketing effortsConclusionThis episode is packed with valuable advice for small business owners looking to break through growth barriers and achieve sustainable success. Theresa Bassett’s insights into creating structured marketing systems and building collaborative teams provide entrepreneurs with the tools they need to achieve consistent, predictable growth. With the right approach, any business can break through growth plateaus and achieve the seven-figure revenues they aim for.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 22, 2025 • 23min
2155 - Entrepreneurial Mindset Lessons with Coach Bob Regnerus
Unlocking Potential: Insights from Coach Reg on Entrepreneurship and Personal Development🎧 Listen to this episodeIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Bob Regnerus, known as Coach Reg, to explore the powerful intersections between sports, entrepreneurship, and personal development. Drawing on his extensive background as a marketing coach, author, and speaker, Coach Reg shares actionable insights that can help entrepreneurs elevate their game—whether on the field or in the boardroom. From mental resilience to continuous growth, this episode offers valuable guidance for anyone looking to harness their full potential.The Parallels Between Sports and EntrepreneurshipCoach Reg begins by drawing key connections between athletes and entrepreneurs, emphasizing the relentless drive for improvement that both groups share. He explains how athletes like Michael Jordan and Tiger Woods continue to work with coaches despite their already impressive skill levels, illustrating the importance of ongoing development and seeking expert guidance. Just like top athletes, entrepreneurs must constantly hone their skills, push their limits, and seek new ways to grow. This drive for continuous improvement, Coach Reg argues, is a hallmark of success in both fields.In the world of entrepreneurship, the parallels to sports are evident. Both athletes and entrepreneurs are driven by ambitious goals and a deep desire to improve. They dream big and visualize their success, which fuels their daily efforts. Coach Reg highlights how these traits—along with resilience and a willingness to embrace challenges—are what ultimately lead to lasting success. Whether it’s on the field or in business, dreaming big and staying committed to personal growth are key to overcoming obstacles and reaching new heights.Navigating Uncertainty with a Calm and Focused MindsetAddressing the current uncertainties in the business landscape, Coach Reg shares his perspective on how entrepreneurs can thrive amidst chaos. He encourages listeners to view uncertainty as an opportunity to grow rather than a threat. Entrepreneurs who can remain calm and connected to their inner wisdom will navigate challenging times more successfully. By practicing stoic leadership and maintaining focus, leaders can stabilize their teams and keep moving forward, even in turbulent circumstances.Mental hygiene plays a critical role in maintaining a clear and effective mindset. Coach Reg emphasizes the importance of prioritizing mental well-being and avoiding distractions, particularly from social media, which can introduce chaos and negativity. By focusing on what truly matters and staying grounded, entrepreneurs can enhance their creativity, clarity, and overall effectiveness. For Coach Reg, embracing this disciplined approach to mental health is essential for success in both business and life.About Bob Regnerus (Coach Reg)Bob Regnerus, also known as Coach Reg, is a seasoned marketing coach, author, and speaker with a passion for personal development. With years of experience helping entrepreneurs unlock their potential, Coach Reg uses a holistic approach to coaching, focusing on business, relationships, health, and life purpose. He is the founder of bobregnerus.com, where he offers valuable resources to entrepreneurs seeking guidance in all areas of their lives.About Coach Reg’s Coaching ApproachCoach Reg’s coaching philosophy is rooted in personal connection and tailored support. He prefers one-on-one sessions and small group settings to offer deep, focused attention to each client’s unique needs. His coaching offerings include Spark Sessions, a 90-minute deep dive into specific challenges, and the Full-Day Experience, where clients map out their life goals and create actionable plans to achieve them. Through these personalized sessions, Coach Reg helps individuals clarify their purpose, overcome obstacles, and build a life and business they love.Links Mentioned in this Episode:Visit Coach Reg’s WebsiteCoach Reg on LinkedInEpisode Highlights:How relentless improvement drives both athletes and entrepreneurs to succeedThe importance of dreaming big and visualizing successWhy entrepreneurs should view uncertainty as an opportunity for growthThe significance of mental hygiene for maintaining clarity and creativityHow Coach Reg’s personalized coaching approach helps clients unlock their potentialConclusionThis episode is a must-listen for entrepreneurs who want to elevate their mindset, improve their leadership, and take their personal development to the next level. Coach Reg’s insights into the parallels between sports and entrepreneurship, his approach to navigating uncertainty, and his emphasis on mental well-being make this conversation invaluable for anyone looking to unlock their full potential. Whether you're working on your business or personal growth, the principles Coach Reg shares will help you perform at your best.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 21, 2025 • 19min
2154 - High-Impact Strategies That Turn Marketing Into Sales with Far Beyond Marketing's Amber Gaige
Unlocking the Power of Digital Marketing with Amber GaigeIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Amber Gaige, the Chief Marketing Advisor and Founder/CEO of Far Beyond Marketing. With over 15 years of experience in the marketing field, Amber shares her expertise on leveraging digital marketing strategies to drive business growth. She reveals the transformative power of Over-The-Top (OTT) advertising and her proven system, "The Four C’s of Effective Marketing," offering entrepreneurs practical insights to elevate their marketing efforts.The Power of OTT Advertising and Data-Driven MarketingAmber opens the conversation by discussing the significant shift in consumer behavior—how more people are now consuming television content online. This change makes it crucial for businesses to establish a strong digital presence. As traditional SEO methods become less effective, Amber emphasizes the importance of leveraging data-driven marketing strategies to stay ahead in a competitive marketplace. She delves into Over-The-Top (OTT) advertising, which allows businesses to target audiences through streaming platforms rather than traditional TV. Amber explains how OTT provides precision targeting, allowing brands to serve ads based on specific demographics, behaviors, and interests, offering an unparalleled opportunity to drive brand growth at a lower cost than traditional TV ads.Crafting Your Brand Story with The Four C’s of Marketing SuccessThroughout the episode, Amber shares her unique framework, The Four C’s of Marketing Success, which has helped hundreds of entrepreneurs clarify their messages and improve their marketing efforts. These pillars include Clear Copy, Consistent Branding, Customer Demographics, and Channel Management. Amber stresses the importance of crafting a clear, compelling narrative through storytelling—something she’s mastered as a certified StoryBrand Guide. Whether you’re working with a large team or just starting out, applying these four principles can help businesses better engage their audience and drive measurable results.About Amber GaigeAmber Gaige is a seasoned marketing strategist and the Founder/CEO of Far Beyond Marketing. With over 15 years of experience, Amber helps businesses across various industries develop digital marketing strategies that drive growth. She is also the author of two books: The Far Beyond Marketing Guidebook and Walking by Faith – Even When It Hurts. Amber’s unique approach combines storytelling with data-driven tactics, helping entrepreneurs connect with their target audiences and achieve measurable success.About Far Beyond MarketingFar Beyond Marketing specializes in helping businesses optimize their marketing strategies through a combination of storytelling, precision targeting, and consistent branding. Amber’s proven system, "The Four C’s of Marketing Success," empowers entrepreneurs to clarify their messaging, build their brand, and drive business growth using data-driven techniques.Links Mentioned in this Episode:Visit Far Beyond MarketingConnect with Amber Gaige on LinkedInMarketing Toolkit: A comprehensive set of tools to enhance your marketing effortsMarketing Quiz: An assessment to evaluate your current marketing strategiesAnnual Planner: A planner to help businesses organize their marketing throughout the yearBook Chapter: A chapter from Amber's bestselling book, providing guidance on navigating the marketing landscapeEpisode Highlights:How OTT advertising is revolutionizing digital marketingAmber’s “Four C’s of Marketing Success” and how they can help clarify your brand messageThe power of storytelling in marketing and how to craft a compelling narrativeThe importance of data-driven decisions in today’s competitive marketing environmentAffordable and effective marketing tactics for businesses of all sizesConclusionThis episode is packed with insights for entrepreneurs looking to level up their marketing strategies. Amber Gaige provides actionable advice on how to use OTT advertising, create a compelling brand story, and implement data-driven marketing tactics to boost business growth. Whether you're a small business owner or a larger enterprise, Amber's proven strategies and unique approach to marketing can help you unlock the full potential of your digital marketing efforts.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 21, 2025 • 25min
2153 - Optimizing Your B2B Website Through A/B Testing with Spiralyze’s Sahil Patel
A/B Testing Strategies and Website Optimization Insights with Sahil PatelIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Sahil Patel, CEO of Spiralyze, a high-performance agency specializing in A/B testing and website optimization. Sahil brings his unique background as a musician and marketer to the conversation, offering powerful insights on how businesses—especially in the B2B space—can dramatically improve their conversion rates by letting data, not guesswork, guide their design decisions.Spiralyze is known for its bold promise: a 30% increase in conversions within 90 days. In this episode, Sahil breaks down the process behind that guarantee, shares lessons from major enterprise projects, and gives actionable advice for business owners and marketers looking to turn their website into a true revenue-generating asset.Why A/B Testing is the Hidden Engine of GrowthSahil explains that while many companies focus on driving traffic to their websites, far fewer pay attention to what happens once users arrive. This is where A/B testing shines. By comparing two versions of a page—whether it's changing a headline, a call-to-action, or even a product image—businesses can make evidence-based decisions that directly impact revenue. Sahil likens the process to a clinical trial: form a hypothesis, run the test, analyze the data, and implement the winner. He emphasizes that even small changes can lead to significant increases in performance—something Spiralyze has proven time and again with clients like Netflix and Pepsi.Lessons in UX, Content Strategy, and Conversion PsychologyFor B2B businesses especially, Sahil points out that the key to better conversions lies in understanding the customer journey. He advises against placing high-production videos on homepages, noting that many users never scroll past the initial hero section. Instead, businesses should place educational content deeper in the site, where visitors are more actively seeking information. He also emphasizes the importance of transparency, including clear pricing and detailed solution pages, and the power of social proof—testimonials and case studies—to build trust and credibility. Sahil’s message is clear: show, don’t just tell, and make your value immediately clear to every visitor.From Creative Instincts to Data-Driven DecisionsSahil’s background as a musician surprisingly informs his approach to optimization. Just as musicians respond to audience energy, marketers must tune into user behavior—and that’s where data plays a starring role. He challenges outdated design conventions, like the use of generic stock photos, and instead recommends showing real products and benefits upfront. Sahil also debunks the overuse of video, advocating for clear messaging and conversion-focused layouts. At the end of the day, the strongest websites are not just visually appealing—they’re built to perform, backed by data, and relentlessly tested.About Sahil PatelSahil Patel is the founder and CEO of Spiralyze, a leading conversion optimization agency helping brands grow through strategic A/B testing. With experience spanning enterprise, mid-market, and startup environments, Sahil brings a unique blend of creativity and analytics to the CRO space.About SpiralyzeSpiralyze specializes in data-driven design and A/B testing for companies looking to increase website conversions. With a focus on B2B and enterprise clients, Spiralyze delivers measurable results—guaranteeing a 30% lift in conversions in just 90 days.Links Mentioned in this Episode:Visit SpiralyzeConnect with Sahil Patel on LinkedInEpisode Highlights:How A/B testing works and why it’s critical for scalingThe biggest mistakes B2B websites make with content and layoutWhy clear messaging outperforms flashy design every timeThe role of user behavior in crafting high-converting experiencesSahil’s unique blend of music and marketing—and how it shapes his strategyConclusionThis episode offers a masterclass in using data to drive smarter marketing. Sahil Patel shares a refreshing and practical approach to CRO that cuts through the noise and focuses on what actually moves the needle. Whether you're a startup founder or an enterprise marketer, you’ll leave this conversation with clear, proven tactics to optimize your website and convert more visitors into customers.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 20, 2025 • 19min
2152 - How to Leverage Your Book for Business Growth with Million Dollar Author Steve Gordon
Unlocking Business Growth Through Book Writing – Featuring Steve GordonIn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Steve Gordon, founder and CEO of Million Dollar Author, to explore how business owners can use book writing as a powerful tool to attract high-value clients, build credibility, and scale their businesses.With experience helping over 2,000 entrepreneurs, Steve shares why writing a book is more relevant than ever—and how a strategic approach can turn your story into serious revenue.Why Every Expert Should Consider Writing a BookSteve Gordon believes that many experts are their industry’s best-kept secrets. Writing a book gives business owners the opportunity to clarify their message, position themselves as thought leaders, and deliver real solutions to their ideal clients' biggest pain points.In the episode, Steve debunks the myth that books are only impactful if you’re already famous. On the contrary, he argues that what matters most is creating content that solves real problems—no celebrity status required.From Blank Page to Business Growth: A Strategic ApproachSteve shares a common pitfall: many would-be authors pour endless hours into perfecting their manuscripts, only to neglect the book’s role in their broader marketing strategy. The key, he says, is understanding that the book is not the product—it’s a gateway to your services.He walks through a streamlined process for writing a business-building book in just 90 days, focused on a clear, transformational message. Beyond writing, Steve emphasizes what comes next: launching the book effectively and using it as a tool to build strong relationships and close high-value clients.Launch Smarter, Not LouderOne of the most powerful parts of the conversation is Steve’s breakdown of his “Inverted Viral Launch Strategy.” Instead of trying to go viral with a large, unfocused campaign, Steve recommends leveraging your existing network—past clients, leads, and trusted partners—to generate buzz and book more business right away.He highlights how a well-written book can spark meaningful conversations with people already familiar with your expertise. The goal isn’t fame—it’s focus.About Steve GordonSteve Gordon is a two-time entrepreneur and bestselling author of five books, including Unstoppable Referrals and his latest, The Million Dollar Book. He’s the host of The Authority Builders Podcast, where he has interviewed over 200 world-class entrepreneurs. Through his company, Steve and his team help smart entrepreneurs go from being the best-kept secret in their industry to being “the one who wrote the book” in just 30 days.About Million Dollar AuthorMillion Dollar Author is a book creation and marketing consultancy that helps entrepreneurs write, publish, and leverage books to grow their businesses. Through strategic coaching, hands-on support, and proven frameworks, the company empowers business owners to use books as powerful marketing tools to generate leads, increase authority, and build lasting client relationships.Links Mentioned in this EpisodeMillion Dollar Author WebsiteFree Masterclass for AuthorsSteve Gordon on YouTubeEpisode HighlightsWhy writing a book positions you as a thought leaderThe biggest mistakes business owners make when writing booksHow to write and publish a business book in just 90 daysSteve’s “Inverted Viral Launch Strategy” for getting immediate tractionHow to use your book to spark client conversations and close dealsConclusionJosh and Steve’s conversation is a goldmine for entrepreneurs considering a book as their next business growth strategy. Steve’s practical advice and deep experience in helping experts become authors offer a clear path from idea to impact. Writing a book doesn’t have to be overwhelming—with the right strategy, it can be one of the most powerful client attraction tools in your arsenal.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 20, 2025 • 19min
2151 - Achieving Financial Freedom with Tips from The Wealthy Woman Lawyer Davina Frederick
Empowering Women Lawyers: How Davina Frederick Helps Law Firm Owners Scale with ConfidenceIn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Davina Frederick, founder and CEO of Wealthy Woman Lawyer® and host of the Wealthy Woman Lawyer podcast. Davina shares powerful insights on the unique challenges women law firm owners face and how they can overcome these hurdles to scale their practices and achieve greater financial freedom.Scaling Beyond the Solo PracticeDavina Frederick knows firsthand the difficulties many women attorneys encounter when building their firms. As a law firm growth strategist, Florida-licensed attorney, and business coach for women law firm owners, she emphasizes that being a great lawyer doesn't automatically make you a great business owner. Law schools teach legal strategy, not entrepreneurship. Davina steps into that gap, helping women lawyers develop the business acumen needed to run successful, scalable firms.She reveals that many solo practitioners are stuck earning between $50,000 to $100,000 annually, despite the time and effort they put into their practices. Her mission? To guide these women toward the seven-figure revenue mark, transforming their firms into thriving, impactful businesses.Delegation, Hiring, and Leadership: Keys to GrowthDavina outlines three essential strategies for scaling a law firm: delegation, hiring other lawyers, and leadership development.Delegation: High-achieving women often struggle to let go of control. Davina encourages identifying tasks that don't require the owner's direct involvement and building trust in a capable team.Hiring: Many attorneys fear the financial risk of bringing on other lawyers. But Davina explains that expanding the team actually increases capacity and revenue, allowing the firm to serve more clients effectively.Leadership: Leading a law firm isn't an innate skill; it's one that must be developed. Davina coaches her clients on setting expectations, offering support, and creating a collaborative work environment that motivates teams.She also shares that she offers both group and private coaching programs tailored to different stages of law firm growth. Her programs help women attorneys implement foundational systems, break through revenue plateaus, and step confidently into their roles as law firm CEOs.About Davina Frederick:Davina Frederick is a Florida-licensed attorney, law firm growth strategist, and business coach for women law firm owners. She is the founder and CEO of Wealthy Woman Lawyer®, a strategic growth planning and coaching company that helps women law firm owners scale their law firm businesses to and through $1M with total ease. She is also the founder of the Wealthy Woman Lawyer® League, a community and program designed to support women law firm owners who want to scale from solo to CEO of a thriving law firm business. Davina is the host of the Wealthy Woman Lawyer® Podcast, the top podcast for women in law in the U.S., and a two-time author of books on law firm management and marketing. Her quest to learn all she could about creating and scaling a law firm business that would not leave her burned out, overwhelmed, and overworked led her to discover the impact a good business coach could have on a business. For the past nine, almost ten, years, she has devoted her time to helping other women law firm owners create their own wealth-generating law firm businesses.About Wealthy Woman Lawyer®:Wealthy Woman Lawyer® is a strategic growth planning and coaching company dedicated to helping women law firm owners scale their law firm businesses to and through $1M with total ease. Through personalized coaching, proven systems, community support, and expert guidance, the company empowers women attorneys to become confident CEOs, lead profitable firms, and live balanced, fulfilling lives.Links Mentioned in this Episode:Wealthy Woman Lawyer® WebsiteDavina Frederick on LinkedInEpisode Highlights:Why most solo law firm owners struggle to earn more than $100kThe critical mindset shift from lawyer to business ownerHow to build a scalable law firm through delegation and hiringThe importance of leadership development for law firm successCoaching programs that support different stages of business growthConclusion:Josh and Davina’s conversation offers invaluable advice for women attorneys ready to scale their practices. By focusing on strategy, systems, and self-development, women law firm owners can build the business—and life—they deserve. Davina’s work is transforming the legal landscape by empowering women to lead with purpose and profitability.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 19, 2025 • 24min
2150 - How Technology is Advancing Clinical Research with Lesous Consulting LLC's Dr. Tia Warrick
Empowering the Future of Clinical Research with Dr. Tia WarrickOn this episode of The Thoughtful Entrepreneur, host Josh Elledge speaks with Dr. Tia Warrick, founder and CEO of Lesous Consulting LLC. Dr. Warrick shares her dynamic journey from clinical research coordinator to CEO, and dives into the critical challenges and innovations shaping today’s clinical research landscape. From streamlining trial processes to empowering professionals with job-ready skills, Dr. Warrick offers a deep well of knowledge for anyone navigating the pharmaceutical or clinical research space.Bridging Theory and Practice in Clinical ResearchDr. Warrick’s extensive background in biology, public health, and clinical education has led her to become a thought leader in pharmaceutical research. Through Lesous Consulting, she’s addressing one of the most pressing issues in clinical trials—the high failure rate. With over 80% of trials falling short, Dr. Warrick highlights how factors like prolonged preclinical research and steep financial demands make success elusive. She also breaks down how regulatory complexity and inefficient processes further hinder trial success. That's why Lesous Consulting focuses on compliance strategies and process optimization to help clients navigate these hurdles more effectively.Driving Innovation with AI and Strategic EducationDr. Warrick is excited about the role of emerging technologies in reshaping the clinical research field. From AI and quantum computing to decentralized trials and biometric data collection, she believes these tools can dramatically reduce time-to-market for new treatments. At the heart of Lesous Consulting’s tech innovation is ASOUS, an AI-powered platform that simplifies budgeting, contracting, and patient recruitment—three of the most time-consuming aspects of launching a trial. In addition to tech, Lesous Consulting offers skills-based competency courses that close the gap between academic knowledge and job-specific expertise. These interactive, case-based programs are aligned with industry regulations and help professionals gain confidence in their roles, while also supporting organizational goals like talent retention and upskilling.About Dr. Tia WarrickDr. Tia Warrick is a distinguished clinical research professional, epidemiologist, professor, and award-winning author. She holds a B.S. in Biology, an MPH in Epidemiology, and a Doctorate in Health Science and Clinical Health Education. With nearly a decade in the pharmaceutical industry, Dr. Warrick has led numerous clinical trials and is passionate about mentoring future leaders in research. She will be speaking at the ACRP Conference in New Orleans in April 2025. Connect with Dr. Warrick on LinkedInAbout Lesous Consulting LLCLesous Consulting LLC empowers clinical research professionals and organizations through strategic education, business analytics, and innovative AI solutions. Founded in 2023, the firm is committed to bridging the gap between theory and practice in clinical trials, supporting both workforce development and operational efficiency. Lesous also developed ASOUS, a platform designed to optimize trial workflows and accelerate drug development timelines.Links Mentioned in this EpisodeLesous Consulting LLCDr. Tia Warrick on LinkedInBurst the Bubble: A Look into Careers in the Pharmaceutical IndustryEpisode HighlightsWhy 80% of clinical trials fail—and how to change thatHow ASOUS, an AI platform, is transforming trial efficiencyThe benefits of decentralized trials and biometric data collectionHow competency-based training builds confidence in clinical research rolesTips for job seekers entering the competitive clinical research marketDr. Tia Warrick brings clarity, innovation, and passion to the evolving world of clinical research. From high-tech tools to practical training, she’s helping both individuals and organizations thrive in a complex industry. Whether you're looking to break into the field or enhance your current capabilities, Lesous Consulting offers the resources and insight to support your journey.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluence:We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 19, 2025 • 23min
2149 - Boost Business and Authority through Storytelling with Same Page Publishing's Aurora Winter
Turning Words into Wealth with Aurora Winter: How to Write a Book That Builds Authority and Drives BusinessOn this episode of The Thoughtful Entrepreneur, host Josh Elledge sits down with Aurora Winter, founder of Same Page Publishing, to explore how writing a book can become a catalyst for business growth. Aurora, also the author of Turn Words into Wealth, shares her proven strategies to help entrepreneurs clarify their message, elevate their authority, and create a powerful business tool that generates income and opportunities.Whether you're a coach, consultant, or visionary entrepreneur, this episode provides a practical framework for turning your ideas into a compelling, high-quality book that can build your brand and boost your bottom line.Writing a Book is a Strategic Business DecisionAurora explains that writing a book forces entrepreneurs to clarify their message and target audience. In a world of endless content, it’s not about chasing platforms like LinkedIn or Instagram—it’s about communicating clearly and powerfully. A book serves as a message amplifier and business development asset. Aurora shares that her own first book led to media coverage and client inquiries, proving that the ROI on authorship can be unexpectedly high when done strategically.Establishing Authority Through Quality and ConnectionThe word “authority” stems from “author,” and Aurora reminds us that nothing positions you faster as a thought leader than a well-crafted book. She cites a study by Dan Kennedy showing that sending someone a book before a sales call can increase conversion rates by up to 200%. However, quality matters—poorly written books can damage your brand. Aurora emphasizes structure, clarity, and compelling storytelling to ensure your book provides genuine value and builds lasting trust with your audience.From Idea to Impact: Actionable Advice for Aspiring AuthorsAurora outlines her five-step system for turning your words into wealth:Define the problem your book solves, develop a business plan around monetization, include calls to action to engage readers, gather endorsements for social proof, and focus on delivering a high-quality product. She encourages authors to see their book as the beginning of a relationship, not the end—inviting readers into deeper engagement, services, or transformation beyond the page.About Aurora WinterAurora Winter is a bestselling author, TV producer, and founder of Same Page Publishing. With a background in business, neuroscience, and storytelling, Aurora helps entrepreneurs write books that establish authority, attract clients, and create lasting impact. She developed the “spoken author” method to simplify the writing process, making it faster and more effective for busy professionals.About Same Page PublishingSame Page Publishing provides professional ghostwriting, book coaching, and publishing services for entrepreneurs, executives, and thought leaders. From feasibility studies to launch strategy, the team helps turn your insights into a high-quality, market-ready book that drives visibility, revenue, and results.Links Mentioned in this EpisodeSame Page Publishing WebsiteAurora Winter on LinkedInBook: Turn Words into Wealth on AmazonEpisode HighlightsWhy writing a book clarifies your message and audienceThe link between authorship and authority in businessHow a book can be your most powerful sales and marketing toolFive practical steps to turn your book idea into a monetized strategyThe "spoken author" method and how it simplifies writing for entrepreneursAurora Winter's insights make it clear: writing a book isn’t just about being published—it’s about becoming positioned. When done right, your book becomes a conversation starter, lead generator, and long-term business asset that opens doors to speaking, media, and meaningful client work.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluenceWe are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!

Apr 18, 2025 • 22min
2148 - Reframing Success through Mindfulness with Pentane's Adam Callinan
Financial Clarity, Resilience, and Entrepreneurial Growth with Adam CallinanOn this episode of The Thoughtful Entrepreneur, host Josh Elledge talks with Adam Callinan, founder and CEO of Pentane and host of the podcast Growth Mavericks: Disrupting Default. In this insightful conversation, Adam shares a wealth of wisdom around financial management, mental resilience, and the power of simplifying complex business challenges. Entrepreneurs at every stage will find actionable takeaways to help strengthen both their businesses and their mindset.Building Resilience Through Mindfulness and RoutineAdam opens up about his personal mindfulness practice, sharing how Tibetan throat singing has helped him quiet his “monkey mind” and gain focus. By integrating daily meditation and regular screen-free activities like carpentry and hiking, Adam finds mental clarity and balance—essential tools for entrepreneurs facing constant decisions and stress. He encourages founders to create consistent routines, explore different mindfulness techniques, and carve out time to disconnect and reset.Financial Clarity and Simplifying Complexity with PentaneDrawing from his e-commerce success with BottleKeeper, Adam created Pentane to simplify financial management for consumer brands. The platform connects with accounting tools like QuickBooks and uses smart algorithms to help business owners understand their revenue, expenses, and profit drivers in real time. Adam emphasizes the importance of setting clear goals, conducting regular financial reviews, and making data-driven decisions—removing guesswork and emotion from financial planning to focus on what actually moves the needle.The Mission Behind Growth Mavericks and Leading with PurposeAdam’s podcast, Growth Mavericks: Disrupting Default, was born from a desire to normalize conversations around entrepreneurial struggle and success. He stresses that embracing failure, pushing past comfort zones, and building a trusted community are foundational to long-term growth. Whether through his tech company or podcast, Adam’s mission is clear: help entrepreneurs operate with more confidence, less confusion, and a lot more clarity.About Adam CallinanAdam Callinan is a seasoned entrepreneur, investor, and builder who co-founded BottleKeeper and took it from idea to over $50 million in sales with zero outside capital or full-time employees. He is currently the founder and CEO of Pentane, a platform designed to automate and simplify financial operations for early-stage consumer brands. Adam is also the host of the podcast Growth Mavericks: Disrupting Default, which you can explore at growthmaverickspodcast.com, and he is an investor in over 100 companies.About PentanePentane is a financial intelligence platform designed to help consumer brands clearly understand their profit metrics and make data-informed business decisions. By integrating with tools like QuickBooks and applying real-time analytics, Pentane empowers founders to simplify complex financials and stay on top of their performance with clarity and confidence.Links Mentioned in this EpisodePentane WebsiteAdam Callinan on LinkedInGrowth Mavericks PodcastEpisode HighlightsWhy Adam practices Tibetan throat singing and disconnects from tech for mental clarityHow Pentane helps consumer brands simplify financial decision-makingThe emotional toll of unclear financials and how data creates freedomBuilding resilience through failure, discomfort, and communityThe mission behind Growth Mavericks and normalizing the entrepreneurial journeyAdam Callinan’s perspective blends mindfulness with metrics—helping entrepreneurs simplify their finances while developing the resilience needed to lead. From building successful brands to launching tech with purpose, Adam shows that success doesn’t come from hustling harder—it comes from thinking clearer.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestMore from UpMyInfluenceWe are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.Are you a 6-figure consultant? I’ve got high-level intros for you. Learn more here.What is your #1 Lead Generation BLOCKER? Take my free quiz here.Want to learn more about all the podcasts managed by UpMyInfluence? Opt in here.Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!


