Alexi Cortopassi

End of Year Tax Strategy - with Tyler McBroom - EP 418

Could you be letting thousands of dollars slip through your fingers by not understanding the latest tax laws? Renowned tax strategy expert Tyler McBroom is on the 365 Driven podcast to uncover essential tax savings strategies every business owner should know. With the year-end looming, Tyler reveals the significance of proactive tax planning and how leveraging the right tax codes can allow you to reinvest in your business rather than handing over your hard-earned money to the IRS.

Tyler breaks down recent tax legislation changes, clarifying deductions that benefit both individuals and business owners. Tyler demystifies the often confusing terrain of tax deductions, like those for overtime and tips, and offers fresh insights into payroll taxes and Social Security. Get acquainted with the $6,000 senior deduction for those over 65 and understand how these shifts can enhance your financial planning, whether you're itemizing or taking the standard deduction.

Whether you're a new S-corp owner, a seasoned entrepreneur, or someone managing a side hustle, understanding the tax advantages available to you can lead to significant savings. From the nuances of LLCs and maintaining accurate records with tools like QuickBooks, to maximizing deductions through bonus depreciation and home office claims, this episode is packed with actionable insights. Together, Tyler and Tony stress the importance of scheduling proactive meetings with your accountant, especially as the holiday rush draws near, so you can optimize your tax strategy and ensure your financial decisions are timely and effective.

Key highlights:

  • Tax Savings Strategies for Business Owners
  • Tax Deductions Simplified for Individuals
  • Tax Advantages for Business Owners
  • Tax Benefits of Bonus Depreciation
  • Maximizing Home Office Tax Deductions
  • Tax Planning Strategies for Business Owners

Connect with Tyler McBroom:

Connect with Tony Whatley:

by Alexi Cortopassi

Achieving a 40 Year Dream - with Ron Rubin - EP 417

Dreams don’t have expiration dates—and Ron Rubin proves it. In this inspiring episode of the 365 Driven Podcast, host Tony Whatley sits down with the former CEO of The Republic of Tea and current owner of River Road Family Vineyards and Winery. Ron reveals how a passion he discovered in his 20s took four decades to come true, and why perseverance, patience, and smart business practices were the keys to making it happen.

From scaling The Republic of Tea into a household name to running a debt-free winery in Sonoma, Ron shares powerful lessons on brand building, culture, and staying true to your vision. He opens up about succession planning with his son, the value of mentors and consultants, and why consistency and focus matter more than chasing trends.

Whether you’re a new entrepreneur or a seasoned leader, Ron’s story will remind you that big dreams are worth the wait—and that with discipline, creativity, and heart, you can build businesses that last generations.

Key highlights:

  • How Ron Rubin turned a 40-year dream into reality.
  • Why staying debt-free can transform your business.
  • The strategy behind building The Republic of Tea into a specialty brand.
  • Lessons in branding, packaging, and staying true to your company’s DNA.
  • How to create a memorable company culture that people love.
  • Smart succession planning and preparing the next generation of leaders.
  • The value of mentors, consultants, and outside perspectives.
  • Why focusing on existing customers can fuel exponential growth.
  • How philanthropy and business can work hand-in-hand to save lives.
  • Encouragement to never give up on your dream—no matter how long it takes.

Connect with Ron Rubin:

Connect with Tony Whatley:

by Alexi Cortopassi

Luxury Marketing - with David Schloss - EP 416

How do luxury brands like Rolex manage to captivate their audience and command premium prices despite the myriad of cheaper alternatives? Tune in to this episode of the 365 Driven podcast as David Shloss unravels the intricacies of luxury marketing and consumer psychology. David draws intriguing parallels between the sale of high-ticket luxury items and the challenges faced in marketing more affordable digital products. This episode also touches on the nuanced art of authentic personal branding, both online and offline—something David and Tony have found crucial in their careers.

This conversation ventures into the often misunderstood world of entrepreneurship. Through personal anecdotes and insights, David and Tony emphasize the value of recognizing one's place in the business landscape, whether as an entrepreneur or a dedicated employee, and explore the importance of understanding business valuation and exit strategies for sustained success.

From redefining career paths to nurturing creativity, David and Tony celebrate the evolution of professional identities. David shares his journey of breaking free from the confines of traditional roles, opting instead to cultivate a dynamic professional persona. He explains aligning personal passions with career pursuits and the impact of referral networking in business growth. By sharing stories of building relationships and offering genuine support, this episode highlights the power of community and the joy of teaching and mentoring.

Key highlights:

  • Marketing, Luxury, and Entrepreneurship
  • Journey to Entrepreneurship and Success
  • The Evolution of Entrepreneurship
  • Evolving Identity and Career Paths
  • Referral Networking for Business Growth
  • Building Relationships and Networking Skills
  • Navigating Unrealistic Expectations in Marketing

Connect with David Schloss:

Connect with Tony Whatley:

by Alexi Cortopassi

Digital Marketing Strategies - with Akbar Sheikh - EP 415

Digital marketing maestro Akbar Sheikh joins the 365 Driven podcast to share his potent strategies for crafting lead magnets, funnels, and traffic-driving content. What if your business could thrive through the power of authenticity and alignment? Akbar shares his journey from financial and emotional hurdles to triumph, illustrating how foundational growth can trump quick wins. You'll hear how impactful messaging can transform your brand, helping you connect with specific audiences. His unique blend of humor and honesty highlights the transformative power of effective communication over the pitfalls of poor messaging that can stymie a business's growth.

Akbar unravels the essence of personal development and success as the bedrock of collaboration and business growth. Through Akbar's journey from financial struggles to triumph, this episode sheds light on the necessity of foundational growth over chasing quick wins. Akbar's insights from his experiences in LA remind us of the importance of composed decision-making under pressure, which can be the key to thriving in high-stakes environments.

Listeners will be inspired by Akbar's candid reflections on authenticity and the energetic alignment in marketing. As Akbar shares his journey through the challenges of transitioning from corporate life to entrepreneurship, this episode highlights the mindset shifts required for success. Akbar's personal experiences emphasize the power of perseverance and authenticity in business and life, encouraging you to embrace your unique qualities.

Key highlights:

  • Importance of Marketing and Personal Branding
  • Achieving Excellence and Success in Business
  • Authenticity and Energetic Alignment in Marketing
  • Journey to Business Success

Connect with Akbar Sheikh:

Connect with Tony Whatley:

by Alexi Cortopassi

New Media Expertise - with Jeremy Ryan Slate - EP 414

Jeremy Ryan Slate is a seasoned podcaster who brings his unique perspective on the transformative power of podcasts. Jeremy shares his journey from entrepreneurship to a newfound passion for the Roman Empire, illustrating the importance of authenticity and adaptability in today's rapidly evolving media landscape. With humor and insight, Jeremy and Tony discuss how podcasts can shape public discourse and personal branding.

This conversation explores the pitfalls of chasing fleeting internet trends and the significance of aligning business pursuits with long-term goals and personal purpose. Through personal anecdotes, Jeremy and Tony emphasize the value of mastering one's craft, establishing a consistent track record, and building credibility in an ever-changing entrepreneurial world. They also delve into the concept of identifying a "through line" in one's actions to discover deeper passions and skills that connect various endeavors, enhancing meaningful contributions to society.

With strategic insights, this episode uncovers how to maximize core messages in content creation and marketing without losing brand identity. From leveraging trending topics to visual storytelling on social media, Jeremy and Tony share real-world examples and successful media pitches that highlight the importance of clarity and authenticity.

Key highlights:

  • Business Evolution in New Media
  • Adaptability and Long-Term Business Success
  • Identifying Through-Lines for Long-Term Success
  • Deciding on Business Information Consumption
  • Mastering Boring Business for Success
  • Maximizing Core Message in Communication
  • Strategic Content Creation and Tactful Marketing

Connect with Jeremy Ryan Slate:

Connect with Tony Whatley:

by Alexi Cortopassi

Don't Fake Thought Leadership - with David Brier - EP 413

Explore the delicate balance between AI and authentic creativity with branding expert David Brier as he tackles a question that every content creator must face: Is your personal brand losing its humanity in the digital age? This episode of the 365 Driven Podcast promises insights into maintaining your individuality as AI becomes increasingly sophisticated. Uncover the secrets behind visionary entrepreneurs like Steve Jobs, and how they harnessed originality and adaptability to navigate an ever-changing landscape.

A fresh perspective is a powerful tool, and David navigates the potential of approaching industries as outsiders—untethered by preconceived notions. By sharing personal journeys, David and Tony highlight how stepping into new territories without traditional constraints fosters innovation and creative problem-solving. Confidence emerges as a vital ingredient, allowing individuals to position themselves as experts beyond niche specifics. Adopting an outsider's view can lead to groundbreaking ideas and significant impacts, both personally and professionally.

Engagement and authenticity over automation are key themes as this episode explores strategies for building a strong personal brand. By examining the nuances of communication in the AI era, David and Tony underscore the importance of genuine human interaction. Real-life examples illustrate the power of personal branding and audience connection.

Key highlights:

  • Navigating AI and Technology in Communication
  • Success Beyond Industry Expertise
  • The Power of Independent Thought
  • Building Branding Through Consistency and Values
  • Strategizing Content Creation for Audience Value
  • Authenticity Over Automation in Communication
  • Fostering Audience Growth Through Engagement

Connect with David Brier:

Connect with Tony Whatley:

by Alexi Cortopassi

He Survived a Plane Crash - with Dave Sanderson - EP 411

Dave Sanderson, the last passenger to exit US Airways Flight 1549, shares his harrowing tale of survival during the "Miracle on the Hudson." As the plane's engines failed due to a bird strike, Dave recounts his emotional and psychological journey, from saying a prayer to making a final call to his wife, all within the intense four-minute descent. This experience not only reshaped his life but also set him on a path to becoming a motivational speaker and author, driven by a newfound appreciation for life's unpredictable moments and the power of having a plan during crises.

This episode dives into Dave's personal transformation, exploring how surviving such a dramatic event shifted his perspective on life and others. Dave reflects on his career as a sales director and the lack of support he received post-incident, which propelled him into the world of public speaking. Through a candid conversation, he shares insights on the importance of understanding people's backstories, remaining vigilant in life and travel, and the critical role of safety instructions—lessons that have greatly influenced his post-accident endeavors.

From the challenges of leaving the corporate world to build a personal brand, to mastering public speaking skills and investing in personal development, Dave offers a treasure trove of wisdom. He sheds light on the significance of self-investment, the impact of mentors like Zig Ziglar and Tony Robbins, and the strategies for overcoming fears and criticism. Listeners will find inspiration in Dave's story of resilience and courage, learning how to harness personal and professional breakthroughs to pursue a fulfilling life.

Key highlights:

  • Surviving US Airways Flight 1549
  • Less Judgment, Find Freedom
  • Transitioning From Corporate to Public Speaking
  • Mastering Public Speaking Skills
  • Invest in Personal Development
  • Building a Personal Brand Strategy
  • Becoming Who You Need to Be

Connect with Dave Sanderson:

Connect with Tony Whatley:

by Alexi Cortopassi

Build a Home Based Business - with Martha Krejci - EP 410

Renowned business coach, speaker, and author Martha Krejci joins The 365 Driven Podcast to share her wisdom on building successful home-based businesses. Her journey from a 14-year career in hospitality to a corporate role at GoDaddy demonstrates how essential skills in customer service can be the bedrock for entrepreneurial success. Listen as Martha and Tony discuss the importance of identifying and calling out self-proclaimed gurus who fail to provide real value, leaving aspiring entrepreneurs feeling inadequate.

Through personal anecdotes and insightful discussions, Martha and Tony explore the power of soft skills and the significance of maintaining integrity in business. This conversation highlights the dual importance of learning from both successes and failures, and how audience empowerment can lead to fulfilling success. Martha's optimistic approach underscores the value of contributing to others’ dreams, advocating for a community-driven path to sustainable success.

This episode stresses the importance of perseverance, authenticity, and financial responsibility, offering practical advice on overcoming marketing challenges and mindset barriers. From overcoming the fear of judgment to mastering financial wisdom, this episode is packed with empowering insights and expert advice from Martha Krejci to elevate your home-based business to new heights.

Key highlights:

  • From Customer Service to Entrepreneur
  • Learning From Success and Failure
  • Creating Success Through Audience Empowerment
  • Ethical Challenges in Online Business
  • Overcoming Marketing Challenges and Mindset
  • Overcoming Fear of Judgement and Success
  • Learning Financial Responsibility Through Experience
  • Expert Advice for Home-Based Businesses

Connect with Martha Krejci:

Connect with Tony Whatley:

by Alexi Cortopassi

Climbing Corporate Then Leaving It - with Sean Barnes - EP 408

Sean Barnes is a fellow gearhead and seasoned corporate leader turned entrepreneur. Sean unveils his compelling story of transformation from introverted IT professional to Vice President of Corporate Operations at a publicly traded oil and gas company. Yet, despite climbing the corporate ladder, Sean craved new challenges, prompting him to dive into roles across human resources, ESG, project management, and more. His story is a powerful reminder of the rewards that come with starting anew and embracing change, offering invaluable lessons for aspiring entrepreneurs contemplating their own leap.

Sean takes us through the unpredictable world of corporate advancement, navigating the nuances of ego and leadership. He reflects on the importance of stepping outside your comfort zone to foster personal growth and how he managed team dynamics in high-stakes environments. As Sean and Tony explore the realm of personal branding, Sean shares candid insights on maintaining authenticity amidst the surge of AI-generated content. The discussion underscores the importance of balancing personal ventures with professional obligations and building a brand with integrity, all while remaining true to one's voice.

Whether you're starting out or managing multi-million dollar companies, tune in for insights that will help you transform your business endeavors and achieve success.

Key highlights:

  • Corporate Success to Entrepreneurial Journey
  • Navigating Ego in Corporate Leadership
  • Building a Side Hustle
  • Personal Branding and Side Hustles
  • Leadership Transition and Team Loyalty
  • Transitioning From Corporate to Entrepreneurship
  • Navigating Entrepreneurial Challenges and Growth
  • Effective Client Acquisition Strategies for Entrepreneurs

Connect with Sean Barnes:

Connect with Tony Whatley:

by Alexi Cortopassi

Building a Personal Brand - EP 407

Can a well-crafted personal brand catapult your business to new heights? Tony reveals his journey and shares game-changing insights from his book "365 Driven," guiding entrepreneurs on managing societal perceptions and aligning their reputation with their desired identity.

Explore the powerful intersection of expertise, passion, and audience demand as Tony discusses the art of creating content that truly resonates. From selecting a core topic to finding your authentic brand voice, Tony emphasizes the importance of embracing video and maintaining a consistent visual identity. Learn why investing in personal growth, whether through video editing skills or improv classes, is crucial for achieving success and standing out in today's crowded digital landscape.

Fear holds many back, but Tony has the antidote. Be inspired by stories of individuals who broke free from their comfort zones to achieve remarkable business growth. Discover how choosing confidence over fear can lead to content creation success and why embracing the "three E's"—educate, entertain, and encourage—is essential for building engaging connections with your audience. Ready for a challenge? Join the #365driven movement and commit to 30 days of content creation, choosing confidence and purpose to transform your brand and business.

Key highlights:

  • Building Your Personal Brand Strategically
  • Finding Your Brand Voice and Platform
  • Strategic Platform Focus for Content Creation
  • Overcoming Fears for Social Media Success
  • Choosing Confidence Over Fear

Connect with Tony Whatley:

by Alexi Cortopassi

Privacy Preference Center

Privacy Preferences