
The Thoughtful Entrepreneur
You’re gonna love this DAILY, commercial-free entrepreneur spotlight show. We feature CEOs and founders of 6-9 figure B2B companies. Agencies, coaches, consultants, and other leaders share not only their success stories - but their advice for business leaders focused on business growth.
You’re going to hear real stories from real people all in 15-25 minutes time - perfect for your commute.
On this podcast, your host, Josh Elledge encourages entrepreneurs to share not only their expertise but their stories and their hearts.
We believe that every person has a unique message which can positively impact the world. Even YOU! If you’d like to be featured on The Thoughtful Entrepreneur, apply here: https://UpMyInfluence.com/guest/
Latest episodes

Aug 29, 2024 • 16min
1999 – How to Turn Your Agency into a Client Retention Powerhouse with Colby Wegter
Mastering Agency Growth and Client Retention
In the latest episode of "The Thoughtful Entrepreneur," host Josh engages in a compelling conversation with Colby Wegter, the founder of the Delivery Mastery community. The discussion delves into the intricacies of agency growth, the critical importance of client retention, and the common challenges faced by agency owners in today's competitive landscape. This blog post will break down the key insights and actionable advice shared by Colby, providing a comprehensive guide for agency owners looking to enhance their business strategies.
Josh opens the episode by inviting listeners to explore valuable resources aimed at enhancing their business connections, including introductions to partners, investors, influencers, and clients. He shares his extensive experience, having engaged in private conversations with over 2,000 leaders to uncover the best sources of business success. Josh offers a free video class that outlines strategies for achieving 100% inbound marketing in any industry within six to eight months, emphasizing a spam-free, ad-free, and sales-free approach. He encourages listeners to visit his website, upmyinfluence.com, to access this resource. Following this introduction, Josh welcomes Colby Wegter to the show. Colby, who has spent over a decade in the digital marketing agency space, shares his journey, including the challenges he faced, such as burnout, and how these experiences led to the creation of the Delivery Mastery community.
Colby begins by recounting his 12 years in the digital marketing agency world, with eight of those years as an agency owner. He candidly discusses the severe burnout he experienced in 2022, which nearly led to hospitalization. This period of intense stress and overcommitment prompted him to reevaluate his approach to work and life. In 2023, Colby found solace and support through networking with others who were navigating similar challenges, leading to the formation of the Delivery Mastery community. The core mission of Delivery Mastery is to provide a supportive environment for agency owners who often feel isolated and overwhelmed. Colby emphasizes the importance of surrounding oneself with like-minded individuals who understand the unique pressures of running an agency. He aims to share techniques, systems, and frameworks that helped him transition from experiencing multiple burnouts to achieving multiple seven-figure revenues.
About Colby Wegter:
Colby Wegter has been involved in digital marketing since 2013 and has spent the last eight years as a partner in a bootstrapped agency that ranks among the top 1% globally, according to Clutch.
His journey began on a farm, in a house without air conditioning, in a small town with no stoplights and a population of 600. He attended a Big Ten university and graduated with a degree in elementary education. Following graduation, Colby took a teaching job in Brooklyn, NY, but he left after just 4.5 months.
Colby then joined BrandYourself as employee number 12, where he launched and managed the highest volume service, handling 160 clients simultaneously. After a year with BrandYourself, the company was featured on Shark Tank and turned down a $2 million offer from Robert Herjavec.
After leaving BrandYourself, Colby moved to a marketing agency in the Twin Cities before co-founding Agency Jet with two partners. Under Colby's leadership, Agency Jet experienced remarkable growth, doubling its revenue every year for six years and is projected to reach $2.8 million in revenue this year.
Throughout his career, Colby’s core strength has been retaining clients for unusually long periods. While the average client retention in the digital marketing industry is about six months, Colby often retains clients for over three years, with many staying with Agency Jet for up to six years.
Colby is known for his strong opinions on delighting and delivering value to clients. With a philosophy of prioritizing clients first, employees second, and investors third, Agency Jet has grown from zero clients and revenue in 2016 to over 70 clients, eight full-time staff members, and $2.8 million in annual recurring revenue.
The agency excels in providing world-class customer service while maintaining a lean operational model, compared to other agencies in the $2 million revenue range that typically have 20 or more employees.
On the podcast, Colby would like to discuss strategies for scaling with less stress, as he is now focused primarily on strategy and inbound marketing, having stepped back from day-to-day operations at Agency Jet. He can provide insights on scaling through automation, team management, and maintaining long-term client relationships for predictable recurring revenue.
Additionally, Colby is working on a community for agency owners called Delivery Mastery. This community aims to support agency owners who have yet to reach seven figures in revenue, offering a network of peers and strategies to eliminate the feast or famine cycle by retaining clients for years, rather than months. Delivery Mastery is set to launch later this year.
About Agnecy Jet:
Agency Jet is a full-service digital marketing agency in Minneapolis, MN. We specialize in Search Engine Optimization (SEO), Search Engine Marketing (SEM), Web Design & Development, Social Media Marketing, Conversion Rate Optimization (CRO), as well as Brand and Identity solutions.
Over 100 companies nationwide trust us with their brand online. We deliver explosive digital marketing strategies that drive revenue and visibility.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Colby Wegter website at
https://colbywegter.com/
Check out Colby Wegter on LinkedIn at
https://www.linkedin.com/in/colbywegter/
Check out Agency Jet website at
https://www.agencyjet.com/
Check out Agency Jet on LinkedIn at
https://www.linkedin.com/company/agency-jet/
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.

Aug 28, 2024 • 26min
1998 – Navigating the New Era of Leadership with The Success Factory’s Graham Wilson
A Comprehensive Guide to Modern Leadership
In a recent podcast episode hosted by Josh, listeners were treated to an enlightening conversation with Graham Wilson, a renowned leadership expert and founder of Success Factory. Dubbed a "leadership wizard" by a client, Graham brings over three decades of experience in leadership, from his early days in the British Army to his current role in corporate leadership. This blog post delves into the key themes and insights from the episode, offering actionable advice and detailed explanations to help leaders at all levels navigate the complexities of modern leadership.
Graham Wilson's title of "leadership wizard" was coined by a client who appreciated his ability to simplify complex leadership concepts. This simplicity is a cornerstone of his approach, focusing on helping leaders decode what effective leadership looks like in today’s fast-paced world. Reflecting on his extensive career, Graham recounts his early experiences in the British Army, where he learned the importance of teamwork and high performance. He was introduced to the concept of "mission command," which emphasizes empowering teams to make decisions to achieve a shared purpose. This experience starkly contrasted with his observations in the corporate world, where he found organizations often over-managed and under-led.
Today, Graham believes we are in a new era of leadership characterized by rapid change and uncertainty. He describes the current environment as "VUCA" (volatile, uncertain, complex, and ambiguous), which requires leaders to adopt a more agile and collaborative mindset. The traditional model of leadership, where leaders have all the answers, is no longer viable. Instead, leaders must foster a culture of empowerment, allowing team members to contribute to problem-solving and decision-making. By integrating these principles and practical tips into your leadership approach, you can create high-performance environments, inspire your team, and leave a lasting impact on your organization.
About Graham Wilson:
Graham is a Leadership Expert, author of Leadership Laid Bare, The New Leadership Manifesto and wabisugi. He is the creator of ChangePro and the inspiration behind Successfactory.
Described by clients as the UK's #1 Leadership Trainer and Coach, Graham is trusted by many leading global brands to develop their leaders and teams.
Graham's specialities include:
Leadership Development, Strategy Creation and Implementation, Value Innovation, Vitality, Agility, Leading Change, Resilience, Developing Elite Teams, Executive Coaching, Programme and Project Management and Sales Force Transformation. Graham is also a keynote speaker at leading conferences around the world.
About The Success Factory:
Our purpose is to awaken possibility in leaders and teams to deliver extraordinary results. We believe that in today’s competitive, volatile, uncertain, complex and ambiguous world there is a better way to lead organisations.
In times of fast change organisations need outstanding leaders, not just great managers. We focus on developing your leadership capability in 5 critical areas:
New World Leadership Skills: We have worked out what successful leaders actually do to deliver outstanding results. We have decoded this into a system of pragmatic tools and techniques that we want to share with you.
Strategy and Culture: Hope is not the only strategy! We help you to create and translate strategy into action. We will share with you the latest techniques for developing New World strategies at all levels in the organisation.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out The Success Factory website at
https://www.thesuccessfactory.co.uk/
Check out The Success Factory on LinkedIn at
https://www.linkedin.com/company/400208
Check out Graham Wilson on LinkedIn at
https://uk.linkedin.com/in/leadershipwizard
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.
Innovation: We help you to create a culture and process where people consistently develop great ideas to improve results. We can help you ensure innovation is part of your DNA.
Leading Change: Great leaders know how to operate with speed, agility and to make change happen. We show you how to do this. We will show you how to lead change by taking people with you.
Building Elite Teams: We will teach you a powerful range of tools and techniques to ensure you know how to build high performance teams. We ensure that you know how to set up your teams for success and sustain high performance.

Aug 27, 2024 • 18min
1997 – Breaking the Marketing Agency Cycle with LoudMouse’s Marc Ensign
Navigating the Complexities of Marketing
In a recent episode of our podcast, we had the pleasure of hosting Marc Ensign, a fractional Chief Marketing Officer (CMO) specializing in the legal, financial, and medical sectors, and the founder and CEO of LoudMouse. Marc shared his extensive experience and insights into effective marketing strategies, the challenges businesses face with marketing agencies, and the importance of leadership and data transparency in driving successful marketing efforts. This blog post delves into the key themes discussed in the episode, offering actionable advice and thorough explanations to guide businesses in their marketing endeavors.
One of the critical points Marc emphasizes is the lack of dedicated leadership in marketing within many organizations. While companies typically have a CEO, CFO, and sales team leaders, marketing often gets sidelined. This absence of leadership can lead to ineffective strategies and wasted resources. Marc's role as a fractional CMO allows him to step in and provide the necessary oversight and direction. By understanding the intricacies of marketing and having a comprehensive view of the business, he can identify issues that may not be apparent to other executives. This insight enables him to make informed decisions and adjustments to marketing strategies based on data rather than gut feelings
Marc notes that the marketing landscape is constantly evolving, making it essential for businesses to stay updated. He emphasizes the importance of authenticity and transparency in marketing efforts. In a world where consumers are increasingly skeptical, presenting a genuine brand story and connecting with audiences on a human level is crucial. Many businesses struggle to answer fundamental questions about their marketing performance, such as conversion rates and lead sources. This lack of clarity often leads to frustration and disconnection from marketing efforts. Marc stresses the need for robust tracking systems to gain insights into what is working and what isn’t.
About Marc Ensign:
MARC ENSIGN is a renowned marketer, prolific storyteller, and accomplished musician.
After spending over a decade playing bass with the Broadway show Rent, Marc discovered he had a talent for getting people to pay attention. Think about it. How else does a kid with no experience or connections pass up thousands of other musicians to land the most coveted gig in New York City?
Really good marketing.
When his stint on Broadway ended, he (temporarily) hung up his bass and built a successful digital marketing agency to help companies compete in otherwise impossible industries to break into. This approach caught the attention of Fortune 500 Companies such as Berkshire Hathaway, American Express, and Nike, as well as Celebrities, Athletes, and Entertainers like Tiger Woods and Oprah Winfrey.
But eventually, that sort of thing got boring, so he moved on. Now, leveraging over twenty years in the marketing industry, Marc is working with companies as a Fractional CMO to solve the marketing issues that have been plaguing businesses for years, from underperforming agencies and unpredictable results to wasted marketing spend and a lack of transparency. All while alleviating the stress of managing the marketing team so business owners can focus on what they do best.
And that’s (more or less) how LoudMouse was born.
Of course, none of this would be possible without Marc's incredibly understanding wife, who has been on this rollercoaster for 22 years and counting. Together, they have two kids: Bella, who is currently attending FSU with a major in political science and journalism, and Zach, who is studying to be a game designer. As far as that whole music thing goes, Marc still tours a few times a year with various Broadway shows. It’s a pretty cool side hustle and an even better way to get people to give you a standing ovation at the end of the night.
About LoudMouse:
LoudMouse is a Fractional CMO agency specializing in helping service based businesses.
They utilizes a top-to-bottom approach to marketing that leaves you with no doubt that your marketing dollars are well-spent.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out LoudMouse website at
https://loudmouse.com/
Check out LoudMouse on LinkedIn at
https://www.linkedin.com/company/loudmouse-fractional-cmo/
Check out Marc Ensign on LinkedIn at
https://www.linkedin.com/in/marcensign/
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.

Aug 26, 2024 • 17min
1996 – Managing Virtual Assistants and Boosting Engagement with Kirsten Graham
Mastering Outsourcing and Video Marketing
In a recent episode of "The Thoughtful Entrepreneur," host Josh delves into the intricacies of outsourcing and video marketing with Kirsten Graham, co-founder and co-CEO of Six Figure Business Coaching. Kirsten brings over 16 years of experience in the outsourcing industry, particularly in helping businesses streamline their marketing tasks through virtual assistants (VAs). This blog post will break down the key takeaways from their conversation, offering actionable advice and expert insights to help you effectively manage virtual assistants and leverage video marketing to enhance your business operations.
Kirsten shares her journey into the world of outsourcing, humorously referring to herself as the "outsourcing queen." With a focus on helping businesses outsource marketing tasks to VAs, primarily based in the Philippines, Kirsten acknowledges the mixed experiences many entrepreneurs have had with outsourcing. She attributes these challenges to a lack of proper management and communication. Drawing from her extensive experience, she shares several best practices for managing virtual assistants effectively, such as providing clear job descriptions, investing in training, utilizing project management tools, building relationships, understanding cultural differences, and committing to long-term roles.
Transitioning to the topic of video marketing, Kirsten shares her personal experience in the real estate industry, where she began creating videos to improve client communication. She explains how her initial frustration with clients not bringing necessary documentation led her to create informative videos that enhanced the client experience. Kirsten encourages businesses to leverage video marketing as a way to give value without asking for anything in return, aligning with the philosophy of "givers gain." Josh inquires about how Six Figure Business Coaching supports clients in implementing effective video marketing strategies, and Kirsten explains that her company not only helps clients develop their marketing strategies but also matches them with trained virtual assistants who can assist in executing those strategies.
About Kirsten Graham:
Kirsten loves helping business owners create evergreen value-based video content that showcases their authority to build know, like, and trust. Knowing that time is our most valuable asset Kirsten and her team train Marketing VA’s for their clients who then take care of video/audio editing, social media and email marketing. This frees the business owner up to focus on making money!
About Six Figure Business Coaching:
We help entrepreneurs scale through video marketing with a marketing virtual assistant doing the heavy lifting through our signature program, https://TheMarketingVAAdvantage.com
Our Outsourcing For Bosses program teaches entrepreneurs how to scale their business. Our business coaches teach you how to create original video content, marketing strategy, how to become a master delegator, provides done-for-you systems and processes and more so you can become an influencer in your niche, generate lead and close more sales.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Six Figure Business Coaching website at
https://www.sixfigurebusinesscoaching.com/
Check out Six Figure Business Coaching on LinkedIn at
https://www.linkedin.com/company/six-figure-business-coaching-llc
Check out Kirsten Graham on LinkedIn at
https://www.linkedin.com/in/kirstengrahamsfbc
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.

Aug 23, 2024 • 19min
1995 – The Importance of Financial Leadership in Business Growth with Prosper CFO’s Jay Dotson
The Importance of Financial Leadership for Small Businesses
In the latest episode of our podcast, we delve into the critical role of financial leadership in small businesses, particularly focusing on the transformative impact of fractional CFOs. Our guest, Jay Dotson, a partner at Prosper CFO, shares his wealth of experience and insights on how businesses can enhance their financial health through strategic financial management. This blog post will break down the key points discussed in the episode, providing actionable advice and detailed explanations to help small business owners navigate their financial challenges.
Jay provides an overview of Prosper CFO, explaining that the firm offers a comprehensive suite of outsourced accounting services. With a team of about ten professionals, Prosper CFO operates in an industry-agnostic manner, allowing them to work with a diverse range of clients. Their primary goal is to help businesses grow by providing the financial leadership necessary to navigate complex financial landscapes. One of the key themes of the episode is the challenges faced by small business owners in managing their finances. Jay points out that many small business owners take on the role of CEO, which often translates to being the "chief everything officer." This can lead to a reliance on CPAs and bookkeepers for financial guidance, but these professionals typically focus on historical data rather than future strategic planning.
Jay introduces a framework called the "Seven Sources of Cash," which he developed to help business owners understand how to improve their cash flow. This framework goes beyond the common strategies of acquiring more clients or reducing expenses, offering a more comprehensive approach to cash flow management. Jay explains that his firm has created a calculator that allows business owners to input key metrics and see the potential impact of small changes in these areas on their cash flow. This tool helps identify the most significant opportunities for improvement. The episode concludes with the host thanking Jay for sharing his insights and encouraging listeners to subscribe for more motivational content.
About Jay Dotson:
Jay Dotson is a Partner at Prosper CFO, an Austin, TX-based CFO, accounting, and tax firm. His firm is known for bringing holistic financial leadership while being engaging and proactive. They obsess over client ROI and are on a mission to create $100M in free cash flow and tax savings over the next 10 years for their clients.
There is a massive gap in financial leadership for small businesses. While bookkeepers and CPAs often focus on the past, owners struggle to make the right strategic decisions for the future. As a result, it is unsurprising that 82% of businesses fail due to poor cash management. They fail not because their product or service isn’t good but because managing cash in a business can be complicated.
Many owners believe increasing revenue is the only solution. While that may help, there are seven ways to impact operational cash flow in any business. Jay developed a framework called the 7 Sources of Cash™ to help owners maximize cash flow to scale to the next level and thrive in any economy.
About Prosper CFO:
Build a business that prospers. Our goal is to help you grow your business through our expertise in bookkeeping, tax and CFO services.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Prosper CFO website at
https://prospercfo.com/
Check out Prosper CFO on LinkedIn at
https://www.linkedin.com/company/prospercfo
Check out Jay Dotson on LinkedIn at
https://www.linkedin.com/in/jay-dotson-mba-61836b107
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.

Aug 22, 2024 • 21min
1994 – Overcoming the Connectivity Challenges in the IoT Landscape with Eseye’s Nick Earle
Unlocking the Future of IoT: Exploring Interoperability in IoT Devices
In a recent episode of The Thoughtful Entrepreneur, host Josh sat down with Nick Earle, the CEO of Eseye and the host of the IoT Leaders Podcast, to delve into the intricacies of the Internet of Things (IoT) industry. The conversation was rich with insights on the challenges and advancements in IoT, particularly focusing on connectivity and interoperability issues that have historically hindered the growth of IoT technologies. This blog post will break down the key themes and actionable advice from the episode, providing a comprehensive guide for anyone interested in the evolving landscape of IoT.
Nick begins by addressing a significant discrepancy in the IoT space. He recalls a time when Cisco predicted that by 2020, 50 billion devices would be connected to the internet. However, the reality fell short, with only 11 billion devices connected. This gap underscores the challenges that the IoT industry faces, particularly regarding interoperability and connectivity. One of the fundamental issues in IoT is the prevalence of proprietary systems. Much like mobile network operators with their SIM cards, IoT devices often operate on closed systems, creating barriers for communication between devices. This proprietary nature leads to frustration for both consumers and businesses, hindering the seamless integration of IoT technologies.
Nick elaborates on Eseye's innovative approach to solving connectivity issues in IoT. The company has developed a solution that allows devices to connect to any network globally, eliminating the proprietary lock that has long plagued the industry. This solution is akin to the airline industry's evolution, where travelers can now purchase a single ticket that allows them to fly on multiple airlines through alliances like Star Alliance. By abstracting the connectivity process, Eseye aims to simplify IoT integration for businesses and consumers. One of the standout features of Eseye's technology is its ability to enable devices to automatically switch between networks, ensuring that devices remain connected regardless of their location, providing a seamless user experience.
About Nick Earle:
Nick is CEO of Eseye, a global IoT connectivity solutions company with offices in 7 countries, more than 2000 customers across 190 countries and is deploying its IoT connectivity solutions in large Enterprises including 4 of the Fortune 10.
Nick spearheads Eseye’s strategy and firmly believes in connectivity that ‘just works’; that makes people’s lives and jobs easier; connectivity that’s invisible. He’s a visionary business leader with a distinguished career in technology spanning more than 30 years, spanning large corporations and dynamic start-ups and oscillating between start-ups and global technology, telco and transportation companies.
Previously, Nick led organisations and cross-company transformation programs for two $50B global corporations; Cisco where he ran the Cloud and Managed Services business as well as their Worldwide Field Services function, and Hewlett Packard where he ran the global Enterprise Marketing function and the internet transformation strategy.
Nick was voted #2 in Computer Reseller News list of the 25 most ‘Disruptive Channel Executives in IT globally’. He has recently received the Juniper Research ‘Mover and Shaker’ award and named ‘CxO of the Year’ at the 2023 IoT Global Awards, highlighting his visionary leadership and success in propelling Eseye to an enviable position in the IoT space.
About Eseye:
As a world leader in IoT connectivity solutions, Eseye enables customers to achieve lasting value from global IoT projects.
They bring the deep device expertise necessary to integrate, manage, and optimize IoT connectivity for estates of any scale or complexity. Eseye seamlessly connects these devices across 190 countries and more than 700 networks, maintaining near-100% uptime.
Eseye approaches IoT with a unique perspective, always starting with the device. Ensuring the device is correctly configured is seen as the key to success. They collaborate with customers to define what success looks like and then develop a custom roadmap to ensure IoT deployment is done right the first time. Eseye supports customers through every stage, from concept to implementation and beyond.
Their future-proofed IoT solutions are built on decades of end-to-end delivery experience with major clients such as Amazon, Shell, and Costa Coffee.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Eseye website at
https://www.eseye.com/
Check out Eseye on LinkedIn at
https://www.linkedin.com/company/greenbananaseo/
Check out Nick Earle on LinkedIn at
https://uk.linkedin.com/in/nearle
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.

Aug 21, 2024 • 27min
1993 – Navigating Rising Advertising Costs and Building Customer Loyalty with Max Bidna
Navigating the Evolving Landscape of Paid Advertising and NewslettersIn this insightful episode of the podcast, the host, Josh Elledge, engages in a deep conversation with Max Bidna, also known as "Marketing Max." The discussion revolves around Max's journey from Wall Street to becoming a marketing expert, focusing on the evolution of paid advertising and the growing importance of newsletters as a marketing strategy.Josh Elledge sets the stage by introducing Max Bidna, highlighting his impressive background and the topics to be covered. The episode promises to delve into the current marketing landscape, particularly the challenges and opportunities presented by paid advertising and the strategic use of newsletters. Max's career began on Wall Street, where he assisted early-stage companies in raising capital. However, after failing the Series 7 exam, he found himself at a crossroads. A client, recognizing his potential, asked him to run Facebook ads for her business. Despite his initial hesitation, Max accepted the challenge, turning a $2,000 ad spend into $20,000 in revenue within two weeks. This success ignited his passion for performance marketing, leading him to establish his own advertising agency.Max highlights the significant changes in the advertising landscape since he started in 2016. The primary challenges today include increased costs and heightened competition. The cost of advertising on platforms like Facebook has risen dramatically, making it difficult for startups and small businesses to achieve a positive return on investment (ROI) from their ad spend. To stand out, businesses need to focus on unique value propositions and personalized marketing strategies that resonate with their target audience. In light of these challenges, Max advocates for the use of newsletters as a powerful marketing tool. He explains that newsletters can help businesses maintain customer engagement and increase LTV without the need for expensive advertising campaigns. By providing valuable content and building personal connections, businesses can create a relatable narrative that resonates with their audience, leading to increased trust and loyalty.About Max Bidna:Max Bidna has a strong passion for helping companies grow and bringing smiles to people’s faces. They have been directly involved in the growth of over 200 companies and continue to do so daily through their advertising agency, angel investing, and advisory work.Their journey into Growth Advertising began while working in the finance industry, where they assisted companies in raising capital. It soon became evident that companies struggled to find a reliable marketing or advertising channel for business growth, regardless of how much funding they secured from investors. Consequently, Max assembled a team and launched their agency from Hell’s Kitchen, NYC, in early 2017.Since then, they have collaborated with over 120 companies across multiple countries, helping them expand their businesses through Paid Media. Thanks to their proven Growth Advertising process developed over the years, the agency’s average client generates $4.22 in revenue for every $1 spent on advertising.Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guestLinks Mentioned in this Episode:Want to learn more? Check out Marty Capital website athttps://www.martycapital.com/Check out Marty Capital on LinkedIn athttps://www.linkedin.com/company/marty-capital/Check out Max Bidna on LinkedIn athttps://www.linkedin.com/in/maxbidnaDon’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time! More 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.

Aug 20, 2024 • 19min
1992 – Enhancing User Experience in Digital Marketing with COLAB’s Morgan Witham
Unlocking Business Success: The Role of Iteration and AI in Digital Solutions
In a recent episode of "The Thoughtful Entrepreneur," host Josh engages in a thought-provoking conversation with Morgan Witham, the CEO of CoLab, a digital agency renowned for solving business challenges through innovative web solutions. This episode delves into CoLab's services, its history, and the current trends shaping user experience and digital marketing, particularly the integration of artificial intelligence (AI). Here, we break down the key insights and actionable advice shared by Morgan, providing a comprehensive guide for businesses looking to enhance their digital strategies.
Morgan Witham begins by providing an overview of CoLab, emphasizing its mission to address specific business problems through web-based solutions. CoLab's team comprises strategists, UX/UI designers, developers, and software engineers, all dedicated to enhancing user experience and functionality. The agency specializes in redesigns and rebuilds, unique feature development, and long-term partnerships, moving beyond project-based work to develop ongoing relationships with clients, leveraging institutional knowledge for continuous improvement. Notable examples of CoLab's work include improving user experience for Idaho Central Credit Union, enhancing digital interfaces for Virginia Credit Union and Dominion Energy, and improving patient interaction for Chin Med.
Reflecting on CoLab's history, Morgan notes that the agency was founded in 2008 by Eddie O'Leary on the principle that collaboration between design and development leads to better outcomes. Since joining six years ago, Morgan has played a pivotal role in refining processes, expanding national presence, and honing the agency's value proposition. Morgan highlights several key trends in user experience, such as ensuring consistency across platforms and using AI for content creation and personalization. He advocates for an iterative approach to web development and user engagement, emphasizing continuous iteration and real-time data utilization. In closing, Morgan invites listeners to explore CoLab's website for valuable resources and encourages those interested in improving their digital presence to reach out for a website audit or to discuss specific challenges.
About Morgan Witham:
Morgan Witham is the CEO of COLAB, a digital agency that has transformed how marketers leverage digital through custom websites built to grow with their organizations. With a background in investment banking, Morgan’s specialty is in strategy development, cross-functional implementation, finance, relationship building, and coaching and development of personnel.
Morgan’s leadership style is characterized by her systems-thinking approach, which involves a keen understanding of how key functions of the business interact and influence each other. She champions a culture of agility, transparency, and continuous learning, with an unwavering commitment to her human-first approach. Under her leadership, COLAB has not only achieved significant business success but has made a measurable and significant impact on its clients’ growth trajectories.
About COLAB:
COLAB creates websites that grow with companies and their digital teams. Powering progress, one pixel at a time.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out COLAB website at
https://www.teamcolab.com/
Check out COLAB on LinkedIn at
https://www.linkedin.com/company/colab-multimedia
Check out Morgan Witham on LinkedIn at
https://www.linkedin.com/in/morgan-witham-8529133
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Aug 19, 2024 • 20min
1991 – Navigating Sales Tax Obligations in the Digital Marketplace with Peisner Johnson’s Jason Parr
Navigating Sales Tax in E-Commerce
In a recent episode of "The Thoughtful Entrepreneur," host Josh delves into the intricate world of sales tax compliance with Jason Parr, the CEO of Peisner Johnson, also known as "The Sales Tax People." This episode is a must-listen for e-commerce businesses grappling with the complexities of sales tax, especially in the wake of the 2018 Supreme Court case "Wayfair vs. South Dakota." Below, we break down the key insights and actionable advice shared during the episode to help you navigate the often-confusing landscape of sales tax compliance.
Josh kicks off the episode by inviting listeners to explore his free video resource, which offers insights into generating business leads and partnerships. He emphasizes his extensive experience, having conversed with over 2,000 business leaders, and encourages listeners to visit his website, Up My Influence, for more information. Jason Parr, CEO of Peisner Johnson, joins the conversation. With 33 years of experience, Peisner Johnson has honed its focus on sales tax compliance over the past six years. Jason's expertise provides a deep dive into the challenges and solutions surrounding sales tax for e-commerce businesses.
The 2018 Supreme Court case "Wayfair vs. South Dakota" fundamentally changed the sales tax landscape. Prior to this ruling, businesses were only required to collect sales tax in states where they had a physical presence. The Wayfair decision established that businesses must now register and collect sales tax in states where they exceed certain sales thresholds, regardless of physical presence. This has significantly increased the complexity for e-commerce businesses, which may now have sales tax obligations in multiple states. Jason outlines three critical questions that every e-commerce business must consider to ensure sales tax compliance: Do I Have Nexus? Is What I Sell Taxable? Who is Selling the Product? Navigating sales tax can quickly become complicated, especially for rapidly expanding businesses.
About Jason Parr:
Jason has dedicated his career to helping companies find peace of mind when it comes to state and local tax (SALT), especially sales tax. He has been with Peisner Johnson, "The Sales Tax People", for 27 years. He currently serves as the President and CEO, and has deep experience with all services offered by Peisner Johnson. Having "grown up" in the SALT arena, he has gained an expertise on how to navigate the sales tax issues and processes that keep owners, tax professionals, trusted advisors, and CPAs up at night. Peisner Johnson focuses its efforts on helping companies manage sales tax compliance, including sales tax return services, nexus studies/risk assessments, and getting registered properly, as well as, due diligence related to M&As, audit defense, research, automation, and tax recovery services. Parr lives in Dallas, and he and his wife of 32 years have 6 married children and 12 grandchildren. He enjoys golf, racquetball, ultimate frisbee, and a new favorite - pickleball.
About Peisner Johnson:
Peisner Johnson, founded in 1992, is a state and local tax consulting firm with a clear mission: Solve clients’ state tax problems. Because we focus exclusively on state and local taxes, we have developed a deep understanding of state tax issues. Our clients benefit from our extensive knowledge and experience and our client-first mentality. We have consulted with thousands of companies doing business across the United States and Canada in virtually every industry.
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Peisner Johnson website at
https://peisnerjohnson.com/
Check out Peisner Johnson on LinkedIn at
https://www.linkedin.com/company/peisnerjohnson/
Check out Jason Parr on LinkedIn at
https://www.linkedin.com/in/jasonparrpjco/
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More from UpMyInfluence:
We are actively booking guests for our The Thoughtful Entrepreneur. Schedule HERE.
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Aug 16, 2024 • 20min
1990 – The Power of Intellectual Property for Sustainable Business Success with Think Beyond IP’s Erin Austin
Unlocking the Power of Intellectual Property for Consultants and Coaches
In the latest episode of "The Thoughtful Entrepreneur," host Josh delves into the critical role of intellectual property (IP) for consultants and coaches with Erin Austin, the founder of Think Beyond IP. This episode is a treasure trove of insights on how experts can transform their knowledge into scalable revenue streams by creating, protecting, and leveraging intellectual property assets. Josh kicks off the episode by inviting listeners to explore opportunities for introductions to partners, investors, influencers, and clients. Drawing from his extensive experience of speaking with over 2,000 leaders, Josh shares a free video resource that outlines steps to achieve 100% inbound business strategies without relying on spam, ads, or sales tactics.
Erin Austin, the guest of the episode, specializes in helping consultants and coaches leverage their expertise into scalable revenue streams through the creation, protection, and licensing of intellectual property. Erin shares her excitement about joining the conversation and provides an overview of her work. She explains that many experts start their careers by selling their time, but as they grow, they realize the limitations of this model. Erin emphasizes the need to decouple income from time by creating intellectual property assets. These assets, derived from their intellect and expertise, can be sold or licensed, allowing for greater profitability and scalability.
Josh expresses interest in hearing about Erin's journey and the impact she has had on her clients. Erin shares that her background in corporate environments, where intellectual property was a daily focus, led her to recognize the untapped potential of IP for independent experts. She recounts working with learning and development professionals who initially provided one-on-one services but sought to scale their businesses. Erin also discusses her podcast, "Hourly to Exit," which focuses on transitioning from an unsustainable hourly business model to a scalable, profitable one. She invites listeners to visit her website, Think Beyond IP, where they can access a free resource outlining the "Audit, Protect, and Leverage" framework.
About Erin Austin:
Erin is a Corporate Attorney, Podcast Host, Founder of Think Beyond IP and Protect Your Expertise. She is a Harvard Law alum and seasoned contracts expert with over 30 years of legal experience.
She offers 1:1 legal services to expert business owners with corporate clients and creates easy-to-understand guides and digital products for business owners who need help understanding how to use and protect their intellectual property. Erin is especially skilled at simplifying complex legal issues and jargon into simple, easyto-understand terms and explanations business owners can actually understand and use.
About Think Beyond IP:
Legal Services tailored to protect and maximize the value of your ideas and helping B2B professional services firms identify, protect and leverage their valuable intellectual assets
Apply to be a Guest on The Thoughtful Entrepreneur: https://go.upmyinfluence.com/podcast-guest
Links Mentioned in this Episode:
Want to learn more? Check out Think Beyond IP website at
https://www.thinkbeyondip.com/
Check out Think Beyond IP on LinkedIn at
https://www.linkedin.com/company/think-beyond-ip?trk=affiliated-pages
Check out Erin Austin on LinkedIn at
https://www.linkedin.com/in/erinaustin/
Don’t forget to subscribe to The Thoughtful Entrepreneur and thank you for listening. Tune in next time!
More 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.