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!

Ethan Johnson on Balancing Work, Family, & Fulfillment

In this episode of Success Your Own Way, “Finding your Agency: Ethan Johnson on Balancing Work, Family, and Fulfillment”,  Yifat Rogers and I sit down with Ethan Johnson who recounts his career journey.  It started with formative experiences like carpentry and washing dishes, which instilled a strong work ethic and creativity. Next, he transitioned to the tech industry where he gained valuable experience in finance and project management as well as roles in payments, marketing, and sales, fostering curiosity and expanding his skill set. Most recently, Ethan pursued entrepreneurial ventures, focusing on advisory roles in startups, gaming studios, SaaS providers, and Athlea – a sports tech company combining AI and physical fitness.

Over the past five years, Ethan’s concept of success evolved from career titles and promotions to empowering teams, fostering collaboration, and creating impactful environments. Drawing on his experience as a rowing coach, he emphasizes understanding individual motivations and tailoring leadership approaches to inspire growth. Ethan advocates for mid-career self-assessment, aligning work with personal values, and prioritizing family dynamics. Ethan highlights the importance of helping others succeed and navigating life transitions with mentorship and coaching. Through deliberate reconnections and holistic exploration, Ethan embraces adaptability, curiosity, and continuous learning as keys to fulfillment.

 

 

About Ethan Johnson

Ethan has over 25 years of experience in the tech industry. He led teams in sales, marketing, finance, and operations across consumer and commercial businesses. He spent 18 years at Microsoft, most recently leading multi-channel Go-To-Market strategy and execution for the Surface line of hardware and services in multiple markets. Recently, Ethan took on advisory roles with small businesses and early-stage ventures supporting business development. Ethan lives in Seattle with his family and two huskies.  He is a sometimes-competitive rower and rowing coach, woodworker, record collector, and live music enthusiast.

Let me know what you are interested in hearing about in future episodes of Success Your Own Way!

Angela Dodd on Leadership, Grit, and Growth

In this episode of SuccessYourOnWay , Yifat Rogers and I sit down with Angela Dodd, founder of Females in Food. Angela shares her journey from corporate leadership to entrepreneurship, including the personal challenges that led her to build a platform dedicated to empowering women in the food and beverage industry. We discuss:

  • How toxic work environments can spark major life changes
  • The evolving definition of success over different career stages
  • Lessons learned from founding Females in Food, including the importance of building a support system and accepting vulnerability
  • Key strategies for career and personal growth, such as setting boundaries, building confidence, and taking action before feeling “ready”
  • The power of writing down goals and speaking them out loud for accountability.

Angela also offers practical advice for anyone looking to redefine success on their own terms. She reminds listeners that success looks different for everyone.

Success Your Own Way: “Building Your Own Stage: Angela Dodd on Leadership, Grit, and Growth”

 

About Angela Dodd

Angela a seasoned leader in the B2B ingredient sector, with 15 years of experience bridging the gap between technical expertise and business strategy. Holding a Master’s in Food Science and an MBA, she has spent the past decade helping clients successfully commercialize food products, leveraging deep industry knowledge to drive innovation and market success.  Angela is the founder of Females in Food (FIF), dedicated to empowering women and organizations in the food and beverage industry through leadership development, career advancement, and industry transformation. FIF has become the go-to platform for companies seeking to attract, retain, and elevate top female talent. Based in Minneapolis, Angela enjoys giving back to the industry, championing meaningful change, and spending time with family, friends, and her two boys.

Let me know what you are interested in hearing about in future episodes of Success Your Own Way!