• Why "balance" often leads to frustration
• How experience earns you the right to loosen your grip
• What sailing teaches us about leadership and decision-making
• Why rest isn't laziness—and control isn't always wisdom

This conversation is for leaders, advisors, creators, and anyone who senses that life is asking for integration, not optimization.

Guest: Nikki Henderson, a world-class professional sailor. In 2018, Nikki became the youngest skipper to lead a team in the Clipper Round the World Yacht Race. At the age of 25, over the course of more than 40,000 miles of ocean racing, Nikki led a diverse team of mostly amateur sailors from 16 countries to an extraordinary second place finish. She's also skippered numerous transatlantic races and won the Race to Alaska.

In a Nutshell: How do you define your job as a leader?

Nikki Henderson says that what she does as a skipper is pull together disparate individuals, build them into high-performing amateur teams, and then compete in the most extreme sailing races in the world.

I experienced Nikki's leadership first hand a few weeks ago when I sailed with her in the Caribbean 600 as part of her amateur crew. This was a grueling 600-mile race around 11 Caribbean islands. Despite long odds, we ended up finishing third and celebrated on stage with our prize: a big bottle of rum.

On today's show, Nikki Henderson and I discuss making life transitions, paradoxes and polarities in leadership, and decision-making under pressure and uncertainty.

I discuss how well I executed on my 3 words from 2024 and then reveal why and how I'm changing the exercise for 2025.

For 2025, I'm going to explore polarities—pairs of words that represent the tension and harmony between opposing yet complementary concepts.

This shift feels like a natural evolution.

Just as life is a balance of contrasts—action and rest, growth and reflection, giving and receiving—polarities allow for a more nuanced exploration of the rhythms that shape us.

It's not about choosing one over the other, but about navigating the balance between the two, finding wisdom in their interplay, and allowing them to guide me in a more holistic way. This approach reflects where I am now—a stage of growth that seeks to integrate opposites and embrace the richness of life's cycles.

My 3 Polarities for 2025

• Horizon – Hearth: Pursuing dreams while not losing sight of what's amazing in my current day-to-day life.
• Slack – Flood: Adjusting my pace to optimize my energy.
• Control – Flow: Blending detailed planning with tapping into the universe's current.

There's an old quote from Richard Branson that has stuck with me for many years. He said, "I don't think of work as work and play as play, it's all living."

Similarly, in recent years, My 3 Words, and now My 3 Polarities, make little distinction between the personal and professional. I view them as a guide for living. That way, I don't have to ask myself, "Does this apply to work or to my personal life?' And if I do, the answer is, "Yes."

Here are some practical tips for creating a "My 3 Polarities" exercise:

1. Identify Key Tensions: Reflect on areas of your life where you feel pulled between two opposing but complementary forces (e.g., fear vs. courage, ambition vs. contentment, chart vs. explore, journey vs. destination, reinvention vs. continuity).
2. Choose Meaningful Pairs: Select three polarities that resonate deeply with your values and current life stage. Ensure each pair addresses a distinct aspect of your life, such as goals, energy, or mindset.
3. Define Each Side: Clearly articulate what each side of the polarity represents for you, including the values and behaviors they inspire.
4. Create Guiding Questions: Develop a key question for each polarity to guide your decisions and self-reflection (e.g., "If I wasn't fearful, what decision would I make?").
5. Track Progress: Use a journal or weekly reflection to assess how well you're honoring both sides of each polarity.
6. Integrate Into Daily Life: Regularly remind yourself of the polarities and apply them to real-life choices, whether at work, home, or in personal growth. Print them or have them on your computer screen and see them daily.

Now it's your turn. Take a first pass at your My 3 Polarities exercise for 2025 and then set it aside. Revisit what you wrote the next day and see if they still feel good.

Guest: Dr. Preston Cherry, AFC®, CFT-I™, CFP®, Ph.D., an entrepreneur, coach and speaker. Dr. Cherry is the creator of the Life Money Balance™ approach and founder of Concurrent Financial Planning. His new book is Wealth in the Key of Life: Finding Your Financial Harmony.

In a Nutshell: "Songs in the Key of Life" is one of Stevie Wonder's most famous albums. In a similar vein, Dr. Preston Cherry wants people to find that kind of harmony between their money, their values, and their lives. And advisors who can help folks create a financial life that really sings are going to connect more deeply with clients and empower them to live -- and plan -- with more intention.

On today's show, Dr. Preston Cherry and I discuss his new book and his unique perspective on how to bring purpose, balance, a "permission to prosper" and a little bit of rhythm to your financial planning process.

Guest: Kendra Wright, owner of Rebel Media Agency, a marketing company specializing in financial professionals. In her prior life, Kendra worked in rock 'n roll marketing for some of the biggest names in music (Willie Nelson, Motley Crue, Matchbox Twenty, and more).

In a Nutshell: Great copy means you'll never experience a failure to communicate. Great copy is simple. Great copy is found and it comes from the mouths of your clients and prospects. Your job is to transfer what you find to your website and client communication.

As important as social media, podcasting, YouTube, and email have become, your marketing plan is incomplete if you don't have a professional homepage that tells prospects who you are, who you serve, and what outcomes people can achieve by working with you.

And let's not forget, people come to you because they have a problem, a question, and they want help. How clearly does your website show that you know their questions, you know their pain, and you know how to solve their problems?

On today's show, Kendra Wright and I do a deep dive on finding and communicating great copy and we put several financial advisor websites under the microscope and discuss what they did well and where they could improve.

This one is best watched on the YouTube video.

After I left Peak Advisor Alliance (now Carson Coaching), I settled on the idea of starting my Between Now and Success podcast as part of my next chapter. I figured podcasting would be a great way to stay in touch with people in our industry, keep networking, and learn from the best of the best.

Now, 10 years later, across five separate podcasts, I've recorded more than 850 episodes, the vast majority of which are interview shows. Thanks to podcasting, I went from having a handful of trusted mentors to learning from hundreds of world-class teachers.

While I could easily list dozens of unique and actionable ideas I've learned from a decade of podcasting, these 10 insights stand out.

Guest: Mindy Diamond, the founder and CEO of Diamond Consultants and the author of a fantastic new book called Should I Stay or Should I Go?

In a Nutshell: Between the competition for top talent at large firms and the proliferation of smaller lifestyle RIAs, many advisors feel like they need to be constantly evaluating their career options. But the grass is not always greener, and FOMO should never be the lead driver of a major career decision. Instead, advisors should follow their internal compass towards opportunities that will help them accomplish what matters the most to them in their lives and work.

On today's show, Mindy Diamond shares the process she uses to help advisors clarify their goals and make the right decision for their careers. We also explore the concept of living your best business life and how aligning your personal values with your professional environment is a key to long-term success. Mindy offers practical advice for advisors at any stage of their careers on assessing your options, asking the right questions, and understanding when it's time to stay put or make a move.

Guest: Eric Brotman, CFP®, AEP®, CPWA®, is a Principal and the Chief Executive Officer of BFG Financial Advisors. Eric began his financial planning practice in Baltimore in 1994, and founded Brotman Financial Group in 2003, which later became BFG Financial Advisors. He and his team focus on supporting families and individuals by providing comprehensive financial planning and wealth management services.

Eric is also the author of Don't Retire... Graduate!: Building a Path to Financial Freedom and Retirement at Any Age.

In a Nutshell: As a founder/advisor, how does your role evolve over time?

I frequently have these conversations with my coaching clients where we discuss what does the advisor want their role to be.

In the early stages of your career, you have to do everything, but as the business grows, you have to decide what you're going to double down on and what you're going to let go of. There's no one answer that fits every advisor. Some advisors naturally and easily segue into a leadership role and give up most, if not all of their lead advisor client relationships. Other advisors do not enjoy the management role of running the business, managing people, and they prefer the relationship side of the business and business development.

Regardless of which route you want to go, you have to figure out how to build the team and the infrastructure around you so that every function within the organization is getting taken care of at a high level such that you can focus on what you do best, what you enjoy the most, and that moves the needle for the company.

On today's show, Eric Brotman and I have a wide-ranging conversation that touches on evolving your role over time, succession planning, transitioning clients, teamwork, scalable processes, and how to accelerate organic growth without losing a human touch.