Evolve Your Path

Megan Flanagan
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For people who've realized the path they were on no longer fits who they're becoming. Evolve Your Path is a podcast about nonlinear careers and portfolio lives — hosted by Megan Flanagan, career coach, business strategist, and ultrarunner. Join us as we explore moments of tension: burnout, reinvention, career pivots, and designing work more intentionally. Through conversations with coaches, founders, and creative leaders, we talk about building sustainable businesses, navigating multiple income streams, and what it takes to evolve your path over time — without losing yourself in the process.

  1. -5 ДН.

    From Tech Sales Layoff to RV Life & Personal Fulfillment

    Alison Kinsey shares her journey from high-paying tech sales to a fulfilling career break, exploring her values, challenges, and new pursuits like podcasting and RV living. Discover insights on redefining success, embracing non-linear paths, and prioritizing well-being. Key topics we discuss: Career transition from tech sales to personal fulfillment The impact of layoffs on mental health and well-being Building a life aligned with core values of freedom, fun, and community A non-linear career path can lead to greater fulfillment. Prioritizing mental health and well-being is crucial during transitions. Living intentionally, such as RV life, can align with personal values. Chapters: 00:00 The Journey of Reinvention 02:58 Rediscovering Creativity and Curiosity 06:11 Life in Tech Sales: The Reality 08:55 Health Impacts of Corporate Life 11:53 The Layoff: A Turning Point 14:56 Embracing Minimalism and Financial Shifts 17:57 Values and Non-Negotiables Post-Layoff 20:53 Finding Purpose in the Unconventional 22:50 Leaving Home for New Adventures 25:49 Embracing the RV Lifestyle 28:30 Navigating Career Changes and Income 31:25 The Challenge of Visibility 35:52 Resonating Stories and Community Impact 39:20 Taking the Leap: Overcoming Fear 40:33 Exploring New Creative Outlets Connect with Alison: Real Time Creator Podcast Alison Kinsey on Instagram Did you enjoy this episode? Leave us a 5-star review and follow Evolve Your Path on Instagram!

    42 мин.

  2. 27 АПР.

    The Power of Career Experiments: Insights from Kima Sargsyan

    Summary In this engaging interview, Kima Sargsyan, a Senior Strategy Director at HUGE, shares her insights on career experiments, cultural analysis, AI leadership, and personal growth. Discover how to navigate the messy middle of life and career with wisdom, curiosity, and strategic thinking. Notable quotes: "Don't judge Gen Z, learn from them" "Zoom out and find joy in the process" "Nothing is as serious as we think" Chapters: 00:00 Introduction and Background 02:00 Career Experiments and Assumptions 03:16 Cultural Influences and Personal Growth 06:59 Brand Strategy and Cultural Analysis 08:42 Curiosity as a Guiding Force 10:30 Navigating Stakeholder Relationships 11:24 Writing and Complex Thinking 16:51 Recommended Reads and Influences 20:27 Imagining the Future 22:42 Imagining a Brighter Future with AI 23:54 Demystifying AI Leadership 25:51 AI in Healthcare: A Tool for Connection 27:13 Finding Inspiration in Unlikely Places 32:05 The Challenges of Branding Strategy 35:12 Deciding What to Say No To 42:13 Navigating the Messy Middle of Life 43:17 Connecting and Engaging with Kima Sargsyan 44:43 Introduction to Evolve Your Path Podcast 45:10 Transitioning and Resources for Growth Connect with Kima: LinkedIn Substack Did you like this episode? Be sure to leave a 5-star review and share with someone who would enjoy it! Follow Evolve Your Path on Instagram, as well.

    47 мин.

  3. 14 АПР.

    Crafting a Portfolio Career and Feeling Free with Maggie Blackburn

    In this episode, EYP Host Megan Flanagan interviews Maggie Blackburn, a former tech product marketer who quit her job in November 2024 after 10 years of climbing the corporate ladder. Now, her work isn’t just one thing anymore, and she finally gets the freedom to choose what she wants to do. She is a Corporate Events Freelancer, Retreat Planner, Community Builder, Airbnb Superhost, Coach, Pilates Teacher, and Writer of the Feel Free Newsletter. Maggie was born in Shanghai, China and adopted at three months old. She grew up in the Bay Area, went to school at Cal Poly, and has been living in Brooklyn, NY for the last 4 years. Key topics we discuss include: Definition of a portfolio careerExperimentation and testing new opportunitiesBuilding self-trust and overcoming fearCommunity and networking in career developmentChapters: 00:00 Understanding Portfolio Careers 07:57 Navigating Career Changes During COVID 13:41 The Experimentation Phase of a Portfolio Career 19:02 Coaching Multi-Passionate Women 24:52 Finding Community and Inspiration 43:03 Introduction to Evolve Your Path Podcast 43:28 Transitioning and Resources for Growth Connect with Maggie: Website: www.maggie-blackburn.com Instagram: @maggieblackburn Newsletter: https://maggieblackburn.beehiiv.com/ Bonus: See Megan's feature on Maggie's Beehiiv! Follow Evolve Your Path: @evolve.your.path (IG) Substack

    44 мин.

  4. 6 АПР.

    From French Studies to Fractional COO with Stephanie Reese

    In this episode, Megan Flanagan interviews Stephanie Reese about her diverse career journey, from French studies to startup leadership, and her insights on fractional work, leadership, and work-life balance. They explore challenges, soft skills, and lessons learned from living abroad and working in startups. Key topics we cover include: Career transitions from software engineering to COOFractional work and entrepreneurshipSoft skills for leadership and challenging conversationsLessons from living abroad in Germany and FranceBuilding systems, processes, and guardrails in startupsChapters: 00:00 The Unplanned Journey: Embracing Opportunities 07:50 Finding Interest in Challenges: Career Evolution 10:42 Integrity and Values in Startups 13:23 Transitioning from Software Engineer to COO 15:51 Work-Life Balance: A Personal Perspective 18:51 Cultural Insights from Living in Europe 21:20 The Art of Knitting: Lessons in Patience 24:02 Navigating the Fractional Path: Challenges and Insights 26:38 Creating Systems: The Operations Mindset 29:19 Revenue and Relationships: Key Metrics for Success 31:56 Introduction to Evolve Your Path Podcast 32:22 Transitioning and Resources for Growth Connect with Stephanie: LinkedIn Connect with Evolve Your Path: Instagram: @evolve.your.path Join our Beyond the Surface group for women in Denver.

    33 мин.

  5. 2 АПР.

    The Art of Reaching Out with Carly Valancy

    We're back for Season Two with new guest, Carly Valancy! Carly Valancy is the founder of Reach Out Party and TETHER, and co-founder of Momentum Growth. She helps creative people find their people through intentional networking, community building, and connection. A former Head of Brand & Marketing at Primer, Carly is known for her "100 Days of Reaching Out" challenge and her Anti-Networking events that prioritize depth over volume. She's been featured in CNBC and teaches at Harvard and Boston College on the power of human connection. Join the Reach Out Party: https://carlyvalancy.com/reach-out-party Connect with Carly on LinkedIn: https://www.linkedin.com/in/carlyvalancy/ Did you like find this episode valuable? Leave us a 5-star review and/or share with someone who might enjoy listening!

    55 мин.

  6. 10 МАР.

    Embracing Multi-Passionate Careers & Energy Alignment for Growth with Jenny Calvert

    Unlock the secrets to living a fulfilling, multi-faceted professional life with Jenny Calvert. In this episode, we explore the significance of energy awareness, breaking free from societal constructs, and creating multiple income streams aligned with your passions. In this episode: Jenny shares her journey from corporate burnout to passion-driven work in coaching, facilitation, and community buildingHow to recognize and shift energetic states from destructive (catabolic) to constructive (anabolic) energyThe power of unlearning stories that limit your potential and recognizing "capital T" vs. "lower T" truthsPractical tips: starting an energy journal to identify patterns of engagement and energy drainNavigating multiple identities without feeling confined by labels or expectationsEmbracing "heavy" versus "light" mode: the importance of deep work and intentional growthHow to explore multiple income streams while honoring your values and avoiding burnoutStrategies for owning your narrative when balancing diverse professional rolesResources: Deep questions workbook for energy awareness (free)Scott Barker - Personal JourneyHeavy/Theory SubstackChani Planner for mindfulnessScott Barker's Wake Up Call NewsletterLife Audit workbookConnect with Jenny: LinkedInWebsite (coaching)Connect with Evolve Your Path: Instagram Substack Slack Channel

    56 мин.
  7. Riding the Waves of Freelance with Emily Hollender

    3 МАР.

    Riding the Waves of Freelance with Emily Hollender

    In this episode, Megan hosts Emily Hollender, a marketing and community-building expert, to explore how passions like surfing influence personal well-being and professional success. They dive into strategies for transitioning to freelance work, building authentic client relationships, and navigating the challenges of entrepreneurship with confidence. About Emily: Emily Hollender is a brand marketing and community-building leader with over a decade of experience driving growth at category-defining startups, including Rent the Runway, The Wing, and Tia. She's best known for building and scaling RTR's Campus Ambassador Program, launching The Wing's Digital Membership, and driving Tia's Go-to-Market expansion. Currently, through her fractional marketing practice, Next Wave Marketing, Emily partners with early-stage consumer brands to unlock sustainable, community-led growth. She also teaches the popular Maven course From Full-Time to Fractional: A Step-by-Step Launch Playbook for Senior Leaders, equipping experienced operators with the tools to launch successful independent practices. In this episode: Emily shares her journey from corporate startups to freelance community strategistHow surfing fosters grounding, resilience, and community connectionCommon misconceptions about marketing and how to define your nicheStrategies for acquiring first clients through authentic networkingManaging imposter syndrome and self-doubt as a fractional professionalThe importance of clear scope, outcome alignment, and setting boundariesInsights into creating impactful messaging and evolving your personal brandHow to test new markets and opportunities without overcomplicating brandingPractical tips for overcoming mindset blocks and taking small, actionable stepsThe value of community and relationships in business growth and fulfillmentLinks: About Emily: www.emilyhollender.com / https://www.linkedin.com/in/emily-hollender/ Fractional Practice: www.nextwave.marketing Sign up for Emily's Maven Course: https://maven.com/emily-hollender/full-time-to-fractional?promoCode=EVOLVE25 Promo Code: EVOLVE25 Resources: Blue Crush – Inspiring film about women surfersToxic Grit by Amanda Getz – Navigating a portfolio careerSetting the Table by Danny Meyer – Relationship-focused leadershipOld Girls ClubThis episode offers actionable insights for freelancers, entrepreneurs, and anyone interested in blending personal passions with professional pursuits to craft a fulfilling, resilient career.

    54 мин.

  8. 24 ФЕВР.

    Self-Reflecting in Your Career Transitions with Julia Cohen

    In this episode of the Evolve Your Path podcast, host Megan Flanagan speaks with career coach Julia Cohen about navigating career transitions, identifying personal values, and the challenges of the current job market. Julia shares her non-linear career journey, emphasizing the importance of aligning one's work with personal passions and values. They discuss the significance of self-reflection in career choices, the role of coaching in personal development, and practical strategies for job seekers, including interview preparation and creative approaches to job searching. The conversation highlights the need for patience and kindness during the job search process, as well as the importance of being proactive and resourceful in finding opportunities. Guest Bio: Julia Cohen is a certified career coach with 12 years of experience in operations and product management before transitioning into coaching. She now works with professionals across industries who are navigating what’s next — whether they’re exploring a career pivot, seeking work that better aligns with their values, returning to the workforce after a break, or stepping into a new leadership role. Her goal is to help you gain clarity, rebuild confidence, and take practical steps toward a career that feels fulfilling and sustainable. Chapters: 00:00 Navigating Career Journeys 03:20 Defining Personal Success 06:18 Identifying Values and Interests 09:15 Career Coaching Insights 11:46 Long-Term Career Planning 14:31 Current Job Market Challenges 17:20 Interview Preparation Strategies 20:06 Cutting Through the Noise 22:57 Creative Job Search Strategies 25:33 Final Thoughts and Advice 28:25 Introduction to Evolve Your Path Podcast 28:50 Transitioning and Resources for Growth Connect with Julia: LinkedIn Follow Evolve Your Path: Substack Instagram Apply to join our Slack Community!

    29 мин.
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For people who've realized the path they were on no longer fits who they're becoming. Evolve Your Path is a podcast about nonlinear careers and portfolio lives — hosted by Megan Flanagan, career coach, business strategist, and ultrarunner. Join us as we explore moments of tension: burnout, reinvention, career pivots, and designing work more intentionally. Through conversations with coaches, founders, and creative leaders, we talk about building sustainable businesses, navigating multiple income streams, and what it takes to evolve your path over time — without losing yourself in the process.

Информация

  • Автор
    Megan Flanagan
  • Годы выхода
    2020 - 2026
  • Выпуски
    42
  • Ограничения
    Без ненормативной лексики
  • Авторские права
    © Megan Flanagan
  • Сайт подкаста
    Evolve Your Path