Take The Leap

Victoria Proppe & Ashlan Glazier-Anderson
  • 5.0 (4)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Take the Leap is the podcast where we get real about the rollercoaster that is entrepreneurship and life.Sure, some folks make running a business look like a walk in the park, but let's be honest – it's more like a wild ride through a theme park with unexpected twists and turns! Join us your co-hosts, Victoria & Ashlan, as we spill the beans on our own real-life experiences and shine a spotlight on some amazing guests. From the highs of success stories to the lows of epic failures, and hey, we'll even throw in some cringe-worthy, laugh-out-loud embarrassing moments for good measure! So buckle up and tune in every week for a dose of raw, unfiltered truth about what it's really like to chase your dreams and build a business. Whether you're a seasoned entrepreneur or just dipping your toes into the startup world, we've got something for everyone. Even if it's just to make you think, "I'm so glad I didn't do what they did!" 

  1. 2D AGO

    #128: Building a Business that Fits Your Life Goals, Not the Other Way Around

    In this solo recap episode, Ashlan and Tory reflect on their conversation with Eunice and the way she intentionally redesigned her business to support a more flexible, travel-centered life. They explore what it really means to build your business around the life you want instead of letting your business run the show. This episode is a reminder that big dreams rarely happen by accident. Whether your goal is full-time travel, more time with your family, better health, or deeper community, the life you want starts with intentional choices, aligned business models, and the courage to stop treating “someday” like a strategy. Key Takeaways Your business should support your life, not control it. Entrepreneurship gives you flexibility, but only if you intentionally build for it.Your community does not have to be local; connection can be global, online, and built across seasons of life.You are not starting over when you start a business after a career; your expertise still counts.Pricing should reflect your experience, not just how long you have been an entrepreneur.This episode references our conversation with Eunice Brownlee, episode #127 on Apple Podcasts, Spotify, and YouTube. You can listen to our first conversation with Eunice, episode #74. Host information: Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today With Ashlan:https://www.instagram.com/ashbeanpdxmktg https://www.linkedin.com/in/ashlan-glazier-anderson With Tory:https://www.instagram.com/imaginemarketingstrategies https://www.linkedin.com/in/victoriaproppe Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    33 min
  2. #127: What 4 Months of Solo Travel Taught Eunice About Business and Life

    4D AGO

    #127: What 4 Months of Solo Travel Taught Eunice About Business and Life

    What happens when you stop waiting for “someday” and actually design your life around the things you say you want? In this episode, we sit down with returning guest Eunice Brownlee to talk about her bold decision to spend four months traveling solo across Europe and Asia, all while running a fully remote business. From house sitting on a farm in France to navigating trains, time zones, and mindset shifts, Eunice shares what it really takes to turn a long-held dream into reality. This conversation goes far beyond travel. We dive into intentional life design, building a business that supports your freedom, and the difference between dreaming about a life you want and actually taking action to create it. If you’ve ever wondered what it looks like to truly align your work, lifestyle, and values, this episode will expand what you believe is possible. Key Takeaways: The difference between a dream and reality is action. Big, audacious goals only become real when you start designing your life around them. Eunice didn’t “luck into” four months of travel. She intentionally built a business and lifestyle that made it possible.You don’t need the full plan, just the next step. Progress came from taking action, gathering data, and adjusting along the way. Your business should support your life, not the other way around. Eunice’s ability to travel came from creating a flexible, asynchronous business model that wasn’t dependent on location or rigid schedules.Freedom requires intentional trade-offs. Traveling long-term meant packing strategically, limiting purchases, navigating uncertainty, and making real-time financial decisions, not just living in a highlight reel.Global perspective will challenge your assumptions. Experiencing other cultures, especially around cost of living, food systems, and community, can completely shift how you view “normal” in the U.S.Community doesn’t have to be local. Building a global network allowed Eunice to travel more meaningfully and sustainably, blending connection, work, and exploration.Guest & Host Information: Guest, Eunice Brownlee, Founder of thirty9collectiveCo-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect with Eunice: On Instagram @eunicebrownlee: https://instagram.com/eunicebrownleeOn LinkedIn: https://linkedin.com/in/eunicebrownleeOn YouTube: https://www.youtube.com/@eunicebrownleeVisit Eunice’s website: https://eunicebrownlee.com/ Connect with us: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    55 min

  3. APR 16 ·  BONUS

    Extended Break - Back with New Episodes on May 5

    In this short solo update, Ashlan shares a quick behind-the-scenes moment from the Take the Leap team, along with an exciting announcement you won’t want to miss. While Tory takes some much-needed time to recover (sending all the good vibes her way), Ashlan walks listeners through a big shift in how Take the Leap is showing up for aspiring entrepreneurs. The biggest news? The Take the Leap course is officially becoming free and accessible on YouTube. If you’ve been thinking about starting a business but weren’t sure where to begin, this is your chance to dive in without barriers. Ashlan also shares what’s coming next, including deeper-dive workshops and community-focused opportunities later this year. Tune in for a quick update, a meaningful pivot, and a reminder that sometimes the best way to support your audience is to meet them exactly where they are. Host information: Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect with us: Subscribe to our YouTube channel:https://www.youtube.com/@TaketheLeap-Today Follow us on Instagram @taketheleap_today:https://www.instagram.com/taketheleap_today Find Ashlan on Instagram & LinkedIn: https://www.instagram.com/ashbeanpdxmktg/https://www.linkedin.com/in/ashlan-glazier-anderson/ Find Tory on Instagram & LinkedIn https://www.instagram.com/imaginemarketingstrategies/ https://www.linkedin.com/in/victoriaproppe/ Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    3 min

  4. APR 7 ·  BONUS

    We're on Spring Break

    Thank you for tuning in to the Take the Leap podcast. Ashlan and Tory are taking a much needed spring break this week. But we have some asks from you. If you enjoy our podcast, please write us a review on Apple or Spotify. Here are the links:  https://podcasts.apple.com/us/podcast/take-the-leap/id1735641469 https://open.spotify.com/show/4eMBeH8Ks4HGOKahnMD53U?si=72550a3612ee4df4 Or you can visit our YouTube and leave us comments on your favorite episodes here: https://www.youtube.com/@TaketheLeap-Today  And finally, if you feel up to it…. Send us a DM on Instagram: https://www.instagram.com/taketheleap_today Or email us at aloha@taketheleap-today.com We’ve interviewed 20 amazing guests this season. Here are their names & episode numbers, please give them a listen:  #087 - Mary Williams, Founder of Sasquatch Media Grounds#089 - Stephen Brent May & Hami Arrington, Founders of One Foot Over in Houston, Texas#091 - Zhou Fang, Founder of the Intersectional Group#093 - Sean Murphy, Founder of Lore Works Creative Studio#095 - Aneisha Velasquez, Founder of Yellow Sky Business Services#097 - Eliana Mendez, Founder of Human Centric Media#099 - Mady Spry, Founder of High Topp Marketing#101 - Nedra Rezinas, Marketing Coach #103 - Mark Mohammadpour, Keynote Speaker at Chasing the Sun#105 - Money Coach at Gemini Financial Wellness and Moxie and Might Money Coaching#107 - Fatima Jawaid Marty, Nonprofit Consultant at FJM Consulting#109 - Alayna Weimer, HR and business consultant with Ignite Positive Changes #111 - Drew Norton, the Everyday Sales Leader#113 - Liz Ruf, Founder, Elizabeth Ruf Consulting#115 - Brady Helkenn, Principal at BH Tech Connection#117 - Natalia Kay-O'Brien, Founder of Affinity Projects and the quarterly networking happy hour, Gather in Portland, Oregon#119 - Dusti Arab, Founder of Hearth & Hollow#121 - Megan Eckman, Creator of PDX Spellbound and Founder of Fat Cap Design#123 - Haley Cooper, The Savvy Fundraiser#125 - Nick Footer, Cultivator of Happiness and CEO of Intuitive DigitalBy the end of this season, we’ll have published 153 episodes of the Take the Leap Podcast. And we have big plans for our fourth season. Thank you again for being a listener, and stay tuned for episode #127, publishing next Tuesday, April 14, with returning guest, Eunice Brownlee.  Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    5 min

  5. APR 2

    #126: Before You Scale - What Every Business Owner Needs to Know

    In this solo episode, we’re breaking down our conversation with Nick Footer, founder of Intuitive Digital, and diving deeper into the real-world lessons behind building and scaling a marketing agency. From the risks of scaling too early to the evolving role of AI in marketing, this conversation highlights what actually works, and what can quietly derail your business if you’re not paying attention. We share our own experiences navigating growth, hiring (and un-hiring), and structuring our businesses in ways that are sustainable, flexible, and aligned with reality, not just theory. Plus, we unpack why AI isn’t replacing marketers anytime soon, but is changing how we think about strategy, content, and trust. If you’ve ever felt pressure to grow faster, hire sooner, or chase every new marketing trend, this episode will help you slow down, think smarter, and build a business that actually supports you long-term. Key Takeaways Don’t scale your business before the revenue is real. Hiring ahead of confirmed income can quickly put you in a position where you’re responsible for paying others before paying yourself, and that’s not sustainable.Contractors can be a smarter path than employees (especially early on). Building a flexible team allows you to grow without taking on unnecessary financial risk tied to payroll.AI is changing marketing, but it’s not replacing marketers. Tools can support efficiency, but strategy, messaging, and emotional connection still require human insight.Over-reliance on AI can weaken your brand voice. If everything sounds the same, you lose the very thing that makes your marketing effective: differentiation.Automation should be used intentionally, not blindly. Just because something can be automated doesn’t mean it should be, especially when money, trust, or brand reputation is involved.This episode references our conversation with Nick Footer, episode #125 on Apple Podcasts, Spotify, and YouTube. You can learn more about Nick and Intuitive Digital online: https://intuitivedigital.com  Host information: Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today With Ashlan:https://www.instagram.com/ashbeanpdxmktg https://www.linkedin.com/in/ashlan-glazier-anderson With Tory:https://www.instagram.com/imaginemarketingstrategies https://www.linkedin.com/in/victoriaproppe Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    27 min
  6. #125: Building a Values-Driven Agency with Nick Footer

    MAR 31

    #125: Building a Values-Driven Agency with Nick Footer

    Nick Footer, CEO of Intuitive Digital and self-proclaimed “Cultivator of Happiness,” joins us to talk about building a purpose-driven marketing agency, navigating economic uncertainty, and why AI isn’t killing SEO, it’s reshaping it. From growing up in a family of entrepreneurs to leading a B Corp-certified agency, Nick shares honest insights about risk, scaling, and what it actually takes to sustain a values-based business. If you’re a service-based entrepreneur, nonprofit leader, or marketing nerd trying to make sense of AI, automation, and today’s shifting economy–this episode is packed with practical wisdom and real-world perspective. Key Takeaways:  Don’t scale before the revenue is real. Hiring and expanding before contracts are signed can create years of financial stress. Your growth should follow confirmed demand.AI isn’t replacing marketing strategy–it’s changing it. Businesses now need to optimize for SEO, AEO (AI Engine Optimization), and GEO (Generative Engine Optimization).Automation isn’t always your friend. Blindly trusting automated ad campaigns can lead to inflated “conversion” data that doesn’t translate to real revenue.Purpose still matters in tough markets. Being B Corp certified and values-driven isn’t just branding–it shapes how you build culture, serve clients, and make decisions.Marketing budgets are tightening–but strategy matters more than ever. The businesses that survive downturns are the ones that get focused, track attribution, and adapt quickly.Guest & Host Information: Guest, Nick Footer, CEO of Intuitive DigitalCo-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect with Nick: Website: https://intuitivedigital.com/ LinkedIn: https://www.linkedin.com/in/nickfooter/ Connect with us: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today Find Ashlan on Instagram & LinkedIn: https://www.instagram.com/ashbeanpdxmktg https://www.linkedin.com/in/ashlan-glazier-anderson Find Tory on Instagram & LinkedIn https://www.instagram.com/imaginemarketingstrategies https://www.linkedin.com/in/victoriaproppe Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    55 min

  7. MAR 26

    #124: Burnout is a Culture Problem, Not a Personal Failure

    After our conversation with Haley Cooper, we couldn’t stop thinking about one big question: what does it actually take to build organizations that support both the mission and the people behind it? In this episode, we’re unpacking the biggest themes from our conversation with Haley Cooper, from nonprofit burnout and reactive leadership to the real work of building sustainable fundraising strategies and healthier team cultures. We’re bringing in our own experiences from working inside nonprofits to talk about where organizations get stuck, what’s not working anymore, and how leaders can start making more intentional, human-centered decisions. If you’ve ever felt the tension between doing meaningful work and feeling completely depleted by it, this episode will hit home, and hopefully help you rethink what’s actually possible. Key Takeaways Burnout is not an individual weakness; it is usually a systems and culture problem. We reinforce Haley’s point that people are not burning out because they are lazy or uncommitted. They are burning out because organizations often expect unsustainable output without enough support, staffing, or healthy boundaries. Leaders cannot just talk about wellbeing, they need to operationalize it. Many leaders say they care about work-life balance, but their actions tell a different story. Late night text messages, last minute meetings, and unrealistic workloads undercut any people-first messaging. If staffing changes, the work has to change too. A major reality check for organizations is that when you lose people or funding, you cannot keep expecting the same output from a smaller team. Something has to shift: priorities, programs, timelines, or all three.Retention matters just as much as acquisition. Whether it's donors, clients, or customers, the conversation comes back to the same truth: people who already believe in you are often your greatest asset. Stewardship, appreciation, and relationship-building matter more than constantly chasing new names. This episode references our conversation with Haley Cooper, episode #123 on Apple Podcasts, Spotify, and YouTube.  Host information: Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today With Ashlan:https://www.instagram.com/ashbeanpdxmktg https://www.linkedin.com/in/ashlan-glazier-anderson With Tory:https://www.instagram.com/imaginemarketingstrategies https://www.linkedin.com/in/victoriaproppe Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    25 min
  8. #123: Boundaries, Burnout, and Better Nonprofit Leadership

    MAR 24

    #123: Boundaries, Burnout, and Better Nonprofit Leadership

    What happens when motherhood, burnout, and a deep belief in people-first leadership collide? You build a business that challenges the way nonprofits work from the inside out. In this episode, Haley Cooper shares how she took her experience in fundraising, leadership, and nonprofit strategy and turned it into a business focused on helping organizations become more connected, sustainable, and human-centered. From launching The Savvy Fundraiser during maternity leave to writing a book, hosting a podcast, and building the Lead With Heart Summit, Haley’s story is a reminder that entrepreneurship can be both deeply personal and powerfully mission-driven. We also dig into nonprofit burnout, the danger of reactive leadership, why diversified funding matters more than ever, and how boundaries, clarity, and emotional connection can transform both organizations and the people leading them. Key Takeaways Entrepreneurship can be the bridge between ambition and a life that actually works. Haley built The Savvy Fundraiser because traditional work structures no longer matched the reality of being a parent, a leader, and a human being with limits.Burnout is not a personal failure, it is often a systems problem. Haley’s work centers on helping nonprofit leaders build healthier cultures where people feel connected, supported, and able to do meaningful work without constantly operating in survival mode.Saying yes to everything is not a growth strategy. Early in business, Haley took on too many kinds of work from a scarcity mindset. One of her biggest lessons was learning that clarity, boundaries, and focus create more sustainable success than being everything to everyone.Your business should be designed on purpose, not built by default. Haley talked about the importance of choosing offers, projects, and platforms strategically instead of piling things on just because there is an opportunity or because someone else is doing it.People do not leave missions, they leave unhealthy cultures. One of the strongest ideas in this episode is that nonprofits can only thrive when the humans behind the mission feel safe, valued, and supported.Guest & Host Information:  Guest, Haley Cooper, Founder of The Savvy FundraiserCo-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX MarketingCo-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing StrategiesConnect with Haley: Website: www.thesavvyfundraiser.com LinkedIn: https://www.linkedin.com/in/haley-cooper-cfre Lead with Heart Summit on April 16 & 17: https://leadwithheart.vfairs.comConnect with us: On YouTube: https://www.youtube.com/@TaketheLeap-Today On Instagram: https://www.instagram.com/taketheleap_today Like our content? Be sure to subscribe and review! Want to keep in touch? Find us on: Youtube Instagram

    44 min
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Ratings & Reviews

5
out of 5
4 Ratings

About

Take the Leap is the podcast where we get real about the rollercoaster that is entrepreneurship and life.Sure, some folks make running a business look like a walk in the park, but let's be honest – it's more like a wild ride through a theme park with unexpected twists and turns! Join us your co-hosts, Victoria & Ashlan, as we spill the beans on our own real-life experiences and shine a spotlight on some amazing guests. From the highs of success stories to the lows of epic failures, and hey, we'll even throw in some cringe-worthy, laugh-out-loud embarrassing moments for good measure! So buckle up and tune in every week for a dose of raw, unfiltered truth about what it's really like to chase your dreams and build a business. Whether you're a seasoned entrepreneur or just dipping your toes into the startup world, we've got something for everyone. Even if it's just to make you think, "I'm so glad I didn't do what they did!" 

Information

  • Creator
    Victoria Proppe & Ashlan Glazier-Anderson
  • Years Active
    2024 - 2026
  • Episodes
    155
  • Rating
    Explicit
  • Copyright
    © 2026 Take The Leap
  • Show Website
    Take The Leap