Phil Portman Of Textdrip On The Top 5 Trends Shaping the Future of Coaching

An Interview With Chad Silverstein

Focus on Mental Health and Well-being: A fundamental aspect of effective coaching is addressing the mental health and well-being of the individual. Just like Maslow’s hierarchy of needs, starting with the basics is essential for personal growth. For instance, in business coaching, addressing personal challenges like financial situations or health issues can create a foundation for professional development.

The world of coaching is undergoing a seismic shift, with emerging trends set to redefine its boundaries and possibilities. From digital transformation and the integration of artificial intelligence to the growing emphasis on mental health and the global rise of coaching cultures within organizations, these developments are reshaping the landscape of personal and professional growth. As we navigate through these changes, understanding the forces that drive the future of coaching becomes paramount. I had the pleasure of interviewing Philip Portman.

Philip is the Founder/CEO of Textdrip, a business texting platform for E-Commerce, Insurance, Hotels & Hospitality, Real Estate, and Healthcare. He has created several startups from the ground up like; landlineremover.com, argosautomation.com, and recruitdrip.com. He is a leading expert in SMS marketing and automation in digital marketing.

Thank you for joining us. To start, could you share your “origin story” with our readers? How did you begin your coaching journey, and what challenges did you face in the early days?

My name is Phil Portman CEO/Founder of Textdrip. My journey into business began with a pivotal moment in my youth when my step dad introduced me to “How to Win Friends and Influence People.” This book fundamentally altered my perception of success, challenging the conventional wisdom that business required a tough and rigid approach. Instead, it illuminated the power of building genuine connections and treating people with respect.

Carrying this philosophy with me, I navigated through the corporate world, where I witnessed firsthand the profound impact of investing in people. This belief in the importance of human relationships became the cornerstone of my entrepreneurial endeavors. When I ventured into the food delivery industry and expanded through franchising, I encountered a new set of challenges.

Working closely with franchise owners, I quickly realized that motivating individuals wasn’t a one-size-fits-all endeavor. While my own motivations had been fueled by certain factors, I learned that others were driven by entirely different aspirations. This discovery prompted a shift in my coaching approach.

Instead of imposing my own motivational triggers, I began by delving into the unique ambitions and values of each franchisee. By understanding their personal “why” — whether it was a desire for legacy, financial freedom, or something else entirely — I could tailor my coaching strategies to align with their individual goals.

This personalized approach not only fostered better rapport and trust but also led to more impactful results. It was a lesson in adaptability and empathy, teaching me to flex my coaching style to meet the diverse needs of those I worked with.

Over the years, this ability to connect on a personal level and tailor strategies accordingly has been instrumental in driving success in my business ventures. It’s a reminder that behind every business endeavor are individuals with unique aspirations and motivations, and by understanding and catering to those needs, we can unlock their full potential.

You are a successful business leader. Which three character traits do you think were most instrumental to your success? Can you please share a story or example for each?

It’s funny that you asked. I literally just finished the manuscript or my book called the three keys to success. In the book I delve deep into the foundational principles that have shaped my journey in both business and personal development. Let’s start with the first key: setting written, visible goals. Initially skeptical of methods like vision boards, I embarked on an experiment, starting with my fitness goals. To my surprise, visually representing my aspirations on a whiteboard propelled me towards achieving them. This simple act of making goals tangible and ever-present in my daily life proved transformative, prompting me to apply the same strategy to my business objectives. By consistently setting ambitious goals and keeping them prominently displayed, I found myself exceeding expectations time and again.

Moving on to the second key, it’s all about cultivating beneficial habits while eliminating detrimental ones. I draw attention to the power of daily routines, emphasizing how seemingly small actions, like regular exercise or reading, can compound over time to yield significant results. Conversely, I highlight the pervasive issue of time wastage, citing alarming statistics on reading habits in society juxtaposed with the disciplined habits of successful CEOs. By focusing on intentional daily practices and trimming away distractions, individuals can pave the way for long-term success.

Finally, the third key is what I term “arrogant confidence.” This concept challenges individuals to push beyond their comfort zones and operate at a level of self-assuredness that borders on audacity. Reflecting on my own pivotal decision to leave a secure corporate job to pursue entrepreneurship, I share insights into the necessity of bold action fueled by unwavering belief in oneself. It’s this level of confidence that propels individuals to take risks, make leaps of faith, and ultimately achieve their most ambitious goals.

Together, these three keys — goal setting, habit formation, and arrogant confidence — form the cornerstone of success in both business and life. Through detailed anecdotes, research-backed insights, and practical strategies, my book aims to empower readers to unlock their full potential and chart their own paths to success.

Can you share your favorite “Life Lesson Quote”? Why does that resonate with you so much?

F. Scott Fitzgerald once famously wrote, “The test of a first-rate intelligence is the ability to hold two opposing ideas in mind at the same time and still retain the ability to function.” This quote deeply resonates with me because it highlights the importance of critical thinking and embracing complexity.

Too often, people seek simplistic answers without delving into the nuances of a situation. To truly understand, one must be willing to analyze all sides thoroughly. This mindset has been invaluable to me, both in life and entrepreneurship.

In navigating challenges, I’ve learned to consider multiple options and seek innovative solutions. This approach, akin to what productive thinking entails, has been championed by great minds throughout history.

I’ve personally experienced the limitations of traditional education, where conformity is prioritized over independent thought. This rigid system stifled my creativity and led me to pursue self-education instead.

For me, the key lies in fostering an open-minded perspective, one that embraces complexity and seeks to understand all facets of a situation. It’s about challenging the status quo and being willing to explore new ideas, even if they don’t align with conventional wisdom. Ultimately, it’s this ability to think critically and independently that paves the way for true innovation and personal growth.

What are some of the most interesting or exciting projects you are working on now? How do you think that might help people?

We’re currently in the process of developing Coaches HQ, a comprehensive platform geared towards connecting clients with top-tier coaches across various domains. In today’s saturated coaching landscape, where anyone can brand themselves as a coach after completing a short course or obtaining a certification, it’s become increasingly crucial to distinguish between those who possess genuine expertise and those who may lack depth in their practice.

At Coaches HQ, we’re dedicated to upholding a standard of excellence by thoroughly vetting our coaches. Our selection process goes beyond mere qualifications, prioritizing individuals who have demonstrated significant experience and success in their respective fields. Whether it’s business coaching, life coaching, or any other specialized area, our aim is to match clients with coaches who bring a wealth of real-world knowledge and insights to the table.

The driving force behind the creation of Coaches HQ stems from a personal mission to address the growing concerns within the coaching industry. Having encountered both exceptional coaches and individuals engaging in less-than-scrupulous practices, I recognized the need for a platform that could help elevate the standards of coaching while safeguarding clients from potential scams or subpar services.

Through Coaches HQ, we aspire to provide clients with access to reputable, high-caliber coaches who are truly capable of delivering transformative results. By fostering a community of trusted professionals and empowering clients to make informed choices, we aim to contribute to the continued growth and credibility of the coaching profession.

Without saying any names could you share a particularly memorable success story from your coaching career?

Certainly. I had the privilege of working with an individual who became a franchise owner in my previously owned food delivery business. When he first joined us, he lacked experience in entrepreneurship, but what immediately struck me was his remarkable enthusiasm and eagerness to learn.

As we navigated through various challenges together, including employee management issues and occasional missteps on social media, his commitment to growth never wavered. Despite setbacks, he remained receptive to feedback and dedicated to improving both personally and professionally.

After some time of coaching and development, he reached out to express his gratitude. He shared with me a deeply personal revelation — he had struggled for years in various sales roles and felt like he was letting down his family. However, through his journey as a successful entrepreneur, he had gained their respect and admiration. This transformation, he emphasized, was largely attributed to the coaching and development support he received.

Our conversation remains etched in my memory as one of the most fulfilling moments of my career. It serves as a powerful reminder of the profound impact coaching and mentorship can have on someone’s life, and it reinforces my commitment to helping others achieve their full potential.

Ok, thank you for that. Let’s now jump to the primary focus of our interview about coaching. How has your approach to coaching evolved over the years, and what personal learnings have you applied to your own development?

Certainly. Understanding and effectively coaching individuals with diverse personalities has been a pivotal aspect of my journey. Initially, I used to shy away from coaching those whose personalities clashed with mine, assuming it would lead to communication barriers or conflicts. However, I soon realized that this avoidance was limiting my growth as a coach and leader.

Instead of viewing personality differences as obstacles, I began to see them as opportunities for personal development. Embracing the challenge of working with individuals outside of my comfort zone became a catalyst for honing my coaching skills and expanding my communication repertoire.

It wasn’t always easy. There were moments of frustration and discomfort, especially when faced with stark differences in communication styles. However, I recognized the importance of adapting my approach to meet the unique needs of each individual. This sometimes meant employing breathing exercises or meditation techniques to maintain composure and clarity during challenging interactions.

Through consistent practice and reflection, I gradually became more adept at navigating diverse personalities and fostering meaningful connections with clients and team members alike. This growth not only enhanced my effectiveness as a coach but also deepened my understanding of human behavior and interpersonal dynamics.

Today, I approach coaching with a renewed sense of confidence and versatility. I’m committed to meeting individuals where they are and tailoring my coaching style to suit their preferences and needs. By embracing the richness of diversity in personalities, I continue to evolve as a coach and leader, driven by the belief that every interaction is an opportunity for growth and learning.

How do you incorporate feedback into your coaching practice to continuously improve?

Seeking feedback is essential for growth, but how we ask for it matters. Rather than generic inquiries, like “Do you have any feedback for me?” it’s crucial to use specific prompts that encourage constructive input without creating discomfort. For example, asking for a star rating on sessions or action plans invites targeted feedback while maintaining a comfortable atmosphere for discussion.

Furthermore, discussing the outcomes of coaching sessions is paramount. By evaluating the impact of implemented strategies on their life or business, we can assess progress and make necessary adjustments. This results-focused approach ensures coaching efforts are aligned with achieving tangible results, fostering a more effective coaching relationship.

Regular check-ins play a vital role in this process, allowing us to track both lead and lag measures. Whether it’s behavioral changes or tangible results, consistent measurement helps gauge progress and refine coaching strategies for optimal outcomes. This structured approach not only enhances the feedback loop but also strengthens the coaching journey by ensuring continuous improvement and tangible results for the individual.

Can you discuss an innovation in coaching that you believe is currently underappreciated but has the potential to significantly impact the field?

Utilizing AI for feedback by recording coaching sessions has proven to be incredibly insightful for me. It provides an unbiased perspective, allowing me to review the key points highlighted by a third-party source. This process is particularly helpful after Zoom sessions, where I can assess whether the intended message was effectively conveyed. By examining the bullet points generated by AI, I ensure that the core aspects of my coaching are accurately captured, facilitating clearer communication and understanding.

Furthermore, I’ve found participation in Toastmasters to be a valuable resource for honing communication skills. Through this program, I receive constructive feedback on my communication style and articulation techniques. This has been especially beneficial as a leader, as effective communication is essential for guiding and inspiring others. Moreover, it significantly enhances my coaching interactions, enabling me to convey ideas and insights more effectively to clients.

In summary, leveraging AI feedback and participating in programs like Toastmasters are integral components of my approach to continuous improvement in communication. These practices not only refine my skills as a coach and leader but also ensure that I can effectively connect with and support others in their growth journeys.

In what ways can coaching address the evolving mental health needs of diverse populations in a digitally connected world?

In today’s fast-paced world, where we’re constantly juggling tasks and distractions, finding time for self-reflection can feel like a luxury. That’s where coaching comes in — it’s like having a designated pit stop to pause, reflect, and tackle personal or professional challenges head-on.

Whether it’s during a hectic commute, a break between meetings, or a quiet moment at home, coaching offers a much-needed breather to dive into what matters most. And thanks to platforms like Zoom, it’s easier than ever to squeeze coaching sessions into our busy schedules without adding extra stress.

I often compare coaching to prioritizing ‘big rocks’ — those important things in life that deserve our focused attention. Just like we make time for essential tasks, investing in coaching is a commitment to our own growth and well-being.

And it’s not just about coaching sessions; I also encourage practices like meditation to complement the process. These moments of calm help deepen insights and self-awareness, enriching the coaching experience even further.

Ultimately, coaching is a proactive step toward personal growth and fulfillment in a world that never seems to slow down. It’s about taking control of our lives, gaining clarity, and finding a sense of balance amidst the chaos.

How do you foresee artificial intelligence and machine learning transforming the coaching industry in the next decade?

Just like what we are doing with Coaches HQ, the goal is to revolutionize the coaching experience by seamlessly matching individuals with the perfect coach for their specific needs. Through our platform, users undergo a simple process where they answer a series of questions about themselves and their objectives. This allows us to pair them with an ideal coach who possesses the expertise and skill set to address their unique requirements.

Moreover, we’ve curated dialogues tailored to facilitate effective communication between clients and coaches. By leveraging AI and machine learning technologies, we aim to optimize this dialogue, ensuring that it encourages meaningful and productive interactions. Machine learning plays a vital role in this process by continuously analyzing data from coaching sessions to identify patterns and insights that can enhance the coaching experience.

While some may have concerns about technology replacing human jobs, we view it as a valuable tool for enhancing productivity and efficiency. Just as the internet and ATMs and self check out machines have transformed various industries, we believe that embracing technology in coaching can lead to significant improvements in the way coaching sessions are conducted.

Looking ahead, we envision a future where the majority of the prep work for coaching sessions is automated, allowing clients and coaches to focus on the core issues at hand. This streamlined approach eliminates the need for extensive preparation, enabling both parties to delve straight into meaningful discussions and achieve impactful outcomes.

Ultimately, our aim is to increase efficiency and effectiveness in coaching, providing a seamless and rewarding experience for both clients and coaches through Coaches HQ.

What role do you believe ethical considerations and privacy concerns will play in the future of coaching, especially with the increased use of digital platforms?

Cybersecurity is an increasingly prominent concern, particularly given the frequent occurrence of data breaches in today’s digital landscape. Large institutions like Chase Bank allocating substantial resources, upwards of billions annually, to fortify their cyber defenses underscores the severity of the issue.

Yet, the regulatory environment often struggles to keep pace with rapid technological advancements. Government oversight tends to lag, with regulations sometimes trailing industry innovations by a decade or more. This delay can leave significant gaps in the enforcement of cybersecurity standards.

Therefore, it falls upon platforms facilitating personal meetings, such as those used by coaches, to prioritize robust privacy and security measures. These platforms must implement stringent protocols to safeguard sensitive information exchanged between coaches and clients.

As a coach, ensuring the confidentiality and integrity of client data is not only a professional obligation but also a fundamental ethical responsibility. Neglecting cybersecurity measures poses significant risks, as the weakest link in any security system is often human error.

Despite potential complexities, coaches must take proactive steps to understand and implement cybersecurity best practices. This includes utilizing secure communication channels and platforms, as well as staying informed about emerging threats and preventative measures.

Sharing sensitive information through insecure channels, such as unencrypted emails or text messages, is akin to leaving confidential documents unprotected on a desk. Coaches must adopt a proactive approach to cybersecurity to mitigate risks and protect client privacy effectively.

Ultimately, prioritizing cybersecurity is crucial for maintaining trust and integrity in the coach-client relationship. By taking proactive measures to safeguard client data, coaches can uphold their professional standards and ensure the confidentiality of sensitive information.

Could you list and briefly explain “Top 5 Trends Shaping the Future of Coaching” based on your experiences and insights? If you can, please share a story or example for each.

1 . Digital and Virtual Coaching: Traditionally, coaching was limited by geography, restricting access to local coaches. However, with the rise of digital platforms, individuals now have access to a global network of coaches. For example, through platforms like Coaches HQ, individuals can be matched with coaches worldwide, aligning better with their specific needs and communication styles.

2 . Focus on Mental Health and Well-being: A fundamental aspect of effective coaching is addressing the mental health and well-being of the individual. Just like Maslow’s hierarchy of needs, starting with the basics is essential for personal growth. For instance, in business coaching, addressing personal challenges like financial situations or health issues can create a foundation for professional development.

3 . Customization and Personalization: Every individual is unique, with distinct needs, goals, and learning styles. Hence, a tailored approach to coaching is vital. Coaches must ask the right questions to understand individual requirements and match them with suitable coaches. Avoiding a one-size-fits-all approach ensures optimal results.

4 . Integration of Data and Analytics: To track progress effectively, a data-driven approach is necessary. Coaches should not rely solely on subjective feelings but use data and analytics to assess outcomes and make informed decisions. This could include setting measurable goals, tracking development, and adjusting strategies accordingly.

5 . Sustainability and Social Responsibility: There’s a growing emphasis on sustainability and social responsibility in coaching. Coaches play a role in helping individuals integrate these values into their personal and professional lives. Emphasizing a well-balanced life, coaches ensure that success is not achieved at the expense of well-being, promoting long-term sustainable growth.

How do you envision the integration of coaching within organizational cultures changing the landscape of leadership and employee development?

Absolutely, integrating coaching skills into leadership development is essential, and it should be a recurrent aspect of training programs to keep pace with evolving workplace dynamics. Leaders need to recognize the importance of continuous education and growth, particularly in understanding and adapting to the needs of different generations in the workforce.

Rather than lamenting about newer generations, leaders should embrace opportunities for learning and adaptation. By actively seeking to understand and accommodate diverse perspectives, leaders can foster a more inclusive and productive work environment.

This commitment to ongoing learning extends beyond individual growth. Leadership teams must also prioritize staying informed about emerging trends and communication strategies. Moreover, they should cultivate an awareness of cultural and generational nuances within their workforce to tailor coaching approaches effectively.

By investing in coaching skills development, leaders can enhance employee engagement, retention, and performance. Ultimately, creating a culture of continuous education and coaching empowers employees to thrive and contribute to organizational success amidst evolving workplace dynamics.

What do you see as the biggest challenge facing the coaching industry today, and how might we overcome it?

In today’s coaching landscape, one of the most pressing challenges revolves around the increasing prevalence of part-time coaches. This phenomenon bears a striking resemblance to the dynamics observed within the real estate sector, where a vast number of agents coexist, yet only a fraction achieve sustainable financial success. This situation underscores a broader trend wherein individuals pursue coaching as a supplementary endeavor, often without the full commitment and dedication required to excel in the profession.

Furthermore, the accessibility of online coaching courses has further contributed to the saturation of the market. While these courses offer a convenient entry point into the coaching field, they may not always impart the comprehensive skills and expertise necessary to deliver impactful coaching experiences.

As a consequence, clients seeking coaching services may find themselves encountering a wide spectrum of coaches, ranging from highly skilled professionals to those with limited experience and commitment. This variability in quality poses a significant risk, as clients may receive suboptimal support or guidance, potentially leading to disillusionment with the coaching process altogether.

In response to this challenge, platforms like Coaches HQ have emerged to address the need for quality assurance and vetting within the coaching industry. By leveraging advanced technology and rigorous screening processes, these platforms strive to connect clients with coaches who possess the requisite qualifications, experience, and dedication to deliver exceptional results.

Ultimately, the proliferation of part-time coaches presents a multifaceted challenge that impacts both coaches and clients alike. By recognizing and addressing this issue, stakeholders in the coaching industry can work towards upholding standards of excellence and fostering positive outcomes for all involved parties.

What is one long-term goal you have for your coaching practice, and how are you working towards it?

My overarching vision for Coaches HQ goes beyond mere facilitation of connections; it’s about catalyzing a paradigm shift in how people perceive coaching. I’m deeply driven to illuminate the profound impact that a skilled coach can have on individuals’ lives. Through Coaches HQ, my mission is to broaden access to high-quality coaching, empowering countless individuals to realize their potential and accomplish their aspirations. By prioritizing precise matches between clients and coaches, we’re poised to redefine the coaching landscape and make transformative coaching experiences readily available to all.

How can our readers continue to follow your work?

You can easily find me on philportman.com or connect with me on any social media platform. Additionally, check out the “Success Is” podcast where I interview highly successful individuals. Lastly, keep an eye on Coaches HQ for regular webinars and updates on how we’re supporting coaches.

Thank you for offering such valuable insights into the future of coaching. We look forward to seeing your work continue to reach new heights, and we wish you continued success.

About the interviewer: Chad Silverstein is a seasoned entrepreneur and thought-leader. With over 25 years of business experience, Chad’s entire career has been dedicated to creating a positive social impact in all of his enterprises. His entrepreneurial journey began while in college at The Ohio State University, where he founded Choice Recovery, Inc., which earned national recognition and was twice ranked as the #1 company to work for in Central Ohio. Chad is now a strategic advisor for Authority Magazine’s thought-leader incubator and an Executive Leadership Coach with Built to Lead, where he recently launched an online community for leadership development.

To learn more and connect with Chad, visit www.chadsilverstein.io