The Courage to Start Over: Mark Weiler’s Unconventional Path

In this episode of Success Your Own Way, “The Courage to Start Over” we sit down with Mark Weiler—a man whose career journey reads like a novel. From student manager and entrepreneur to DJ, day trader, and now wine tasting room manager, Mark’s path is anything but conventional. We explore the twists and turns of his professional life, uncovering powerful insights on success, authenticity, and the courage to start over.

Mark shares how early dreams of fame and fortune gave way to a deeper understanding of what success truly means. His reflections are humorous, honest, and refreshingly grounded. From leaving corporate advertising to embracing uncertainty, Mark reveals how a strong sense of mortality and purpose drove his decisions. He reminds us that bravery means acting despite fear—and that fulfillment often lies outside the comfort zone. Mark’s story illustrates the importance of breaking free from limiting roles to pursue meaningful work.

Mark offers practical advice:

  • Start with mindset—identify your motivations.
  • Act from empowerment, not fear.
  • Be willing to start at the bottom and work your way up.

 

About the Guest

Mark Weiler was born and raised in northern Wisconsin. After earning a Bachelor of Arts in Marketing from Michigan State University’s prestigious Eli Broad School of Business, he joined Young & Rubicam Detroit advertising on their Lincoln-Mercury account. A few years later, he moved to San Francisco with a promotion from McCann-Erickson to help lead AT&T’s transition into the digital wireless arena. Advertising introduced him to the world of television and radio production, where he began pursuing a full-time career as an actor.

After starring in several independent productions in San Francisco, he moved to Los Angeles. By 2020, Mark had performed in hundreds of major studio-produced television shows and movies. He also starred in commercials, video games and live plays.

After getting married, Mark prioritized a more stable and consistent career path, which led him to another passion, food & beverage. After a few years at YardHouse, Mark started a wine tasting room for an award-winning Paso Robles winery. LeVigne Winery Los Angeles opened its doors in 2023 and added a kitchen in 2024. They have since been recognized as Winery of the Year by both the Central Coast and NY Int’l Wine Competition.

Breaking Free from Perfectionism

Breaking free from perfectionism is difficult.  Period.  Do you know any perfectionists?  Are you one?  In fact, perfectionism is a theme that comes up repeatedly with my coaching clients.   It may masquerade as a noble pursuit (I mean, who wouldn’t want flawless results and impeccable standards, right?). But beneath its polished exterior, it can become a silent saboteur, stifling creativity, causing decision paralysis, and eroding self-worth. It is also a big inhibitor to delegation, which is an important leadership trait.  Overcoming perfectionism isn’t about abandoning excellence; it’s about redefining it through growth, resilience, and purposeful action.

The Root of Perfectionism

At its core, perfectionism stems from fear—fear of failure, judgment, and not measuring up. For many, the pressure to perform begins early: reinforced by achievement culture, comparison, and internalized expectations. While high standards can motivate, perfectionism sets unattainable ideals that leave little room for learning, flexibility, or self-compassion.

Reframe Your Thinking

Start by shifting your mindset from perfection to progress. Excellence is built through iteration, not instant mastery. Embrace the idea that mistakes are valuable feedback, not proof of inadequacy. Try replacing “I must get this right” with “I’m learning as I go.” This subtle reframe opens the door to curiosity and experimentation.

Strategies to Loosen Perfectionism’s Grip
  • Set “good enough” goals: Define success in terms of impact, not flawlessness. Ask, “Does this achieve the purpose?” rather than “Is it perfect?”
  • Use time-boxing: Give yourself a set amount of time to work, then stop. This practice limits over-polishing and helps you trust your instincts.
  • Practice “imperfect action”: Post the blog draft, share the rough prototype, speak up with an idea—not after endless polishing, but as a bold first step.
  • Normalize vulnerability: Share your moments of failure with peers or teams. This builds psychological safety and shows others (and yourself) that imperfection is human.
Cultivate Self-Compassion

One of the most powerful antidotes to perfectionism is self-compassion. Recognize that your worth isn’t tied to output. You’re not a machine—you’re a dynamic, evolving individual. Speak to yourself the way you’d encourage a colleague or friend. That inner kindness becomes fuel for sustained confidence and innovation.

Embrace the Messy Middle

Progress isn’t linear, and transformation isn’t tidy. Real growth happens in the messy middle—where ideas evolve, mistakes are made, and resilience is forged. Celebrate that space. It’s not a detour from greatness; it’s the path to it.

Progress Over Perfection

Breaking free from perfectionism doesn’t mean lowering your standards. It means building a sustainable approach to achievement—one that honors your humanity, fosters creativity, and empowers action. Because when you trade perfection for purpose, you don’t just get things done… you grow. Reach out if you want to learn more about how to let go of your perfectionism and embrace progress instead.

From Microsoft to Middle School: Damon Fitzgerald’s Unlikely Pivot

In “From Microsoft to Middle School: Damon Fitzgerald’s Unlikely Pivot”, this episode of @SuccessYourOwnWay , Yifat Rogers and I sit down with Damon Fitzgerald, a former Microsoft sales executive who made a dramatic career pivot, leaving big tech behind to teach middle school social studies. Damon shares why he made the shift, what he learned from his students, and how his definition of success has evolved. From authenticity and leadership to personal fulfillment and redefining ambition, Damon’s story is honest, inspiring, and full of life lessons (with a few laughs along the way). Whether you’re considering a big life change or just want to hear what it’s like to go from selling tech to wrangling 8th graders, this one’s for you.

About the Guest

Damon’s most recent professional experience was as a middle school social studies teacher in Bloomington, MN. He retired from teaching in 2024 after spending 4 years in this profession.

Before making this pivot to become a teacher, Damon spent over 21 years at Microsoft, where he served in multiple customer-facing roles within the field sales organization. His final role there was leading a sales team covering Microsoft’s Higher Education and K12 customers in the Midwest. He also had roles leading Microsoft’s Enterprise Software business and the Core Infrastructure business, also in the Midwest. He began his career at Microsoft in 1998 as a channel sales manager and also served as a Commercial Account Executive. Throughout his tenure at Microsoft, he earned several awards for excellence.

Before joining Microsoft, Damon was a Senior Consultant at Connect Computer and served as a Senior Consultant with Accenture as a business analyst and developer.

Damon is a native Chicagoan and still has family residing in the Windy City. He lives with his wife Julie, and daughters Janna (21 yrs) and Alecia (17 yrs) in the southeast suburbs. Damon’s community involvement includes service on the Memorial Blood Center Advisory Board and the Osiris Organization board. He enjoys basketball, reading, and traveling with his family. He is a proud booster of the University of St. Thomas basketball team, where he played four years and earned a B.A. in Business.

Redefining Success with Yifat Rogers

In this episode of  SuccessYourOwnWay, co-host Yifat Rogers steps into the spotlight. She shares her journey from food scientist to fractional consultant and framework creator. Yifat discusses leaving corporate life, building the Eureka Framework, and redefining what success means. From managing perfectionism to prioritizing what really matters, this episode is filled with insights for anyone navigating change, especially those forging their own path after corporate.

 

About the Guest

Yifat Rogers is a seasoned consultant with 20+ years in Food Science, Engineering, and Project Management. Her shift from corporate life to solopreneurship redefined success, prioritizing fulfillment alongside achievement. She founded Yaniv Consulting, leveraging her “Eureka Framework”—a fusion of mindset, expertise, and process—to drive transformative breakthroughs. Known for her curiosity, authenticity, and deep commitment to clients’ success, she fosters trust, motivation, and growth. Her expertise in strategic coaching and human development makes her a trusted partner in navigating career and personal growth. Through Yaniv Consulting (www.yanivconsulting.com), she empowers individuals to define success on their own terms, creating impact with purpose and balance.

Reach out if you have suggestions for future podcast content or want to talk about how to navigate your journey to success!

Coaches Help Clients Build Professional Networks

Coaches help clients build professional networks.  Do you have a strong network?  Could it be stronger?  Do you like networking?  Some leaders find networking to be exhilarating while others (usually introverted leaders) find it exhausting.  Regardless of how you feel about the process, networking is all about relationships.  And relationships are what matter most when it comes to long-term career growth and business building. This is where professional coaches play a pivotal role. A good coach helps individuals refine their relationship-building skills, set goals, and, most importantly, build connections that foster career advancement and growth.

The Role of a Coach in Networking

Professional networking is a fundamental element of career growth, and coaches provide a structured approach to making meaningful connections. They act as guides, helping individuals identify key influencers in their industry, reach out to potential mentors, and leverage opportunities that align with their professional aspirations. Through tailored coaching sessions, individuals learn how to strategically expand their networks to gain valuable insights, job opportunities, and potential clients.

One of the main ways coaches support networking is by helping professionals develop the confidence and communication skills needed to engage with industry leaders and prospective employers. Many professionals struggle with initiating conversations or maintaining relationships with key contacts. Coaches offer personalized strategies, such as how to craft a compelling elevator pitch, engage in productive conversations at networking events, and follow up with contacts effectively. These skills not only enhance networking abilities but also create lasting impressions with potential employers, investors, or collaborators.

Coaches also introduce their clients to professional networking platforms like LinkedIn, guiding them on how to optimize their profiles, participate in discussions, and connect with professionals in their field. Leveraging these platforms efficiently can open doors to new career paths, industry insights, and collaborations that might otherwise be inaccessible.

Why Networking is Crucial for Professional Growth

Professional growth is often linked to the ability to tap into new opportunities, gain knowledge from experienced individuals, and receive guidance along the way. Networking fosters these aspects by allowing individuals to build a circle of influence that can offer career advice, business opportunities, and skill development.

For job seekers, networking is often the gateway to hidden opportunities. Many positions are filled through referrals rather than job postings, which means having the right connections can make all the difference in securing employment. Coaches help their clients access these opportunities by guiding them through informational interviews, industry events, and mentorship programs so that they can be top of mind when a new role becomes available.

Beyond job searching, networking is crucial for professional development, enabling individuals to stay informed about industry trends and gain insights from seasoned professionals. Engaging with a diverse network exposes professionals to different perspectives, strategies, and innovations, ensuring they remain competitive in their field. I encourage my clients to build relationships with mentors, peers, and industry leaders who can provide guidance and support in navigating challenges.

Effective Networking Strategies

Not sure how to get started?  Here are a few effective networking strategies to help professionals build meaningful connections and advance their careers. Here are some key approaches:

  1. Identify Your Networking Goals – Before engaging in networking activities, define what you want to achieve. Whether it’s finding new clients, collaborating with industry peers, or gaining mentorship, having clear goals helps you focus your efforts.
  2. Build Genuine Relationships – Networking isn’t just about collecting business cards; it’s about forming authentic connections. Coaches emphasize the importance of sincerity and mutual value exchange when engaging with others.
  3. Leverage Social Media – Platforms like LinkedIn provide excellent opportunities to connect with industry professionals. Coaches recommend optimizing profiles, engaging in discussions, and sharing valuable content to establish credibility.
  4. Attend Industry Events – Conferences, seminars, and networking meetups are great places to meet professionals in your field. Coaches suggest attending events that align with your interests rather than just general networking gatherings.
  5. Offer Value First – Instead of focusing on what others can do for you, coaches advise adopting a “give first” mindset. Providing support, sharing insights, and helping others foster stronger relationships and increases the likelihood of reciprocation.
  6. Follow Up Effectively – After meeting new contacts, following up with a personalized message or scheduling a catch-up call helps maintain relationships. Coaches stress the importance of consistency in networking efforts.
  7. Engage in Online Communities – Participating in professional groups and forums allows individuals to connect with like-minded professionals, share knowledge, and stay updated on industry trends.
Professional Networking is Essential for Growth

Coaches help clients build professional networks that are essential for career growth. They provide the tools, confidence, and strategic guidance necessary to foster meaningful connections, open doors to opportunities, and enhance professional development. In a world where relationships often determine success, investing in a coach can be one of the most effective ways to accelerate one’s career and achieve long-term professional goals.  Reach out if you want to learn more about how coaches help clients build professional networks.

How to Coach the Inner Critic with Paul Boehnke

In this episode of Success Your Own Way, “From Adversary to Ally: How to Coach the Inner Critic with Paul Boehnke”,  Yifat Rogers and I sit down with Paul Boehnke. a speaker, author, and life coach helping solopreneurs align their business for greater impact. A former classical musician, Paul transitioned into coaching, focusing on personal growth and mindset transformation. His book, Thoughts on Demand, teaches individuals to turn negative self-talk into confidence, while his coaching emphasizes curiosity and abundance over rigid goals.

Key insights from Paul:
  • Success evolves from embracing the journey with curiosity.
  • Letting go of fixed outcomes leads to unexpected opportunities, like his invitation to speak in Iceland.
  • Addressing the inner critic is crucial for transformation—negative thoughts don’t define us.
  • Shifting mindset from scarcity to abundance opens up growth.
  • Curiosity reduces self-doubt, fostering a more fulfilling experience.

Listeners are encouraged to redefine success, question limiting beliefs, and embrace curiosity-driven growth.

Resources
About the Guest

Paul Boehnke (Benkee) is a speaker, author, and certified life coach who helps solo-preneurs find alignment with their business, so they have greater impact, make more money, and have more fun. First as a classical musician and now a coach, Paul has lived the entrepreneurial life for over 30 years. During that journey, he’s discovered what really matters in business building and loves sharing that with others. In Paul’s book, “Thoughts On Demand: Turn Negative Self-Talk into Unstoppable Confidence,” he shares the process he uses to help clients transform that little voice in their heads from an adversary into an ally. When he’s not wrangling inner critics, others in his life know him as a decent cook, lover of British murder mysteries, and a mediocre swimmer.

Reach out if you have ideas or suggestions for future podcast guests!