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PODCAST

Take The Leap

Victoria Proppe & Ashlan Glazier-Anderson

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

business entrepreneurship

All Episodes

51:09

#113: You Don’t Have to Scale to Be Successful with...

Take The Leap ·

2026/02/17

Ashlan and Victoria sit down with Elizabeth (Liz) Ruf, a strategic marketing advisor who works with higher ed, EdTech, and mission-driven organizations, to talk about taking the leap into entrepreneurship during the COVID chaos era (a truly unhinged time to start a business, 10/10). Liz shares how burnout pushed her to quit without a safety net, what it’s like to run a consulting business through funding cuts in the nonprofit world, and why community isn’t optional when you work for yourself....

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32:40

#112 - Sales for Small Business Owners: A Better Way...

Take The Leap ·

2026/02/12

In this solo recap episode, Ashlan and Tory unpack key lessons from their conversation with Drew Norton, the Everyday Sales Leader, including why ambitious professionals often hit ceilings inside organizations, and how entrepreneurship can unlock a new level of growth. They also dig into why sales is part of every business (even if you hate the label), why outsourcing sales too early can backfire, and how to build a support network so entrepreneurship doesn’t feel like an island. Why listen: ...

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38:53

#111: Sales is Life: How to Lead (and Sell) Without...

Take The Leap ·

2026/02/10

Ashlan and Tory chat with Drew Norton, the Everyday Sales Leader, about taking big career leaps, leaving “secure” income behind, and building sales teams that don’t feel gross. Drew shares how he went from door-to-door sales to leading teams generating ~$20 million/year in revenue, then took another leap into coaching and consulting so he could help others grow. Listen if you want to get better at selling, build a sales process that feels ethical, or figure out when it’s time to leap again. F...

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35:50

#110: Why Support Systems Matter More Than You Think

Take The Leap ·

2026/02/05

In this recap episode, Ashlan and Tory debrief their conversation with HR and business consultant Alayna Weimer and pull out the biggest lessons entrepreneurs can apply right now–especially around agency, leadership, and building a business that supports real life. You’ll also hear a candid check-in on systems, boundaries, and the weekly “wins/do-betters” that keep momentum going. Tune in if you’re an entrepreneur trying to stay sane while building something sustainable. This episode gives yo...

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38:47

#109: Ditching the One-Size-Fits-All Business Advice...

Take The Leap ·

2026/02/03

In this episode, Ashlan and Tory sit down with Alayna Weimer, HR and business consultant and co-owner of the Herringbone Bookstore in Redmond, Oregon. Alayna shares her journey from a long corporate HR career into entrepreneurship, what it’s really like to be married to another entrepreneur, and why human-centered leadership matters more than ever. This is a must-listen if you’re a small business owner or nonprofit leader who feels overwhelmed by “HR stuff,” wants to build a healthier workpla...

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24:47

#108: Conversations About Nonprofit Sustainability...

Take The Leap ·

2026/01/29

In this solo recap episode, Ashlan and Tory reflect on their powerful conversation with Fatima (Episode 21) and dig deeper into what it really means to build sustainable, long-term capacity–especially in nonprofit and mission-driven work. They unpack common pitfalls around grant funding, program design, burnout, and discovery calls, while sharing candid reflections from their own businesses. Listen if you’re a nonprofit leader, consultant, or solopreneur who wants to build something that actu...

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60:18

From Burnout to Boundaries: Building a Consulting...

Take The Leap ·

2026/01/27

Returning guest Fatima Jawaid Marty, founder of FJM Consulting, joins Ashlan and Tory to talk about what’s shifted over the past year, both personally, professionally, and in the broader nonprofit/policy landscape. They get real about how the current political climate and funding uncertainty are affecting mission-driven work, then pivot into practical ways consultants can prevent burnout, set boundaries, and “vibe check” clients before signing contracts. Listen if you’re doing nonprofit, poli...

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22:53

Business Emergency Funds – The Money Move...

Take The Leap ·

2026/01/22

In this recap episode, Tory and Ashlan debrief their conversation with money coach Julie Stair and pull out the real-world lessons that hit home–especially around emergency savings, money mindset, and avoiding debt while building a business. They also share a few practical “we’ve been there” examples (hello, dead laptop) and talk through how entrepreneurs can reduce money stress without pretending cash flow is always predictable. Listen if you’re a business owner who knows you should be doing...

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32:56

Your Money Mindset is an Important Business Strategy...

Take The Leap ·

2026/01/20

In this episode, Ashlan and Tory talk with Julie Stair, a money coach and single mom who helps professionals, especially single mothers, take control of their finances with clarity, confidence, and a little sparkle. Julie shares her real-life money journey: getting out of debt, getting back into debt, navigating divorce, and rebuilding financially and then turning all of that into a coaching business. Listen if you want practical, doable steps for getting out of financial overwhelm (without s...

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19:30

Streamline + Gather, Our Words of the Year + How...

Take The Leap ·

2026/01/15

In this episode, Ashlan and Victoria debrief their conversation with Mark Mohammadpour and pull out the big themes that apply to basically every entrepreneur: your business will evolve, your skills stack matters, and burnout culture is not the vibe. They also share their Word of the Year for 2026, plus what they’re reading/watching right now. Listen if you’re heading into 2026 wanting a reset, a clearer focus, and permission to treat your business like a living, evolving thing–not a rigid pla...

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54:28

How to Shine in the Family Room and the Boardroom...

Take The Leap ·

2026/01/13

Returning guest Mark Mohammadpour shares how Chasing the Sun has evolved from coaching to a keynote-driven business and what he’s seeing in workplace wellbeing as companies navigate hybrid work, AI acceleration, and rising employee isolation. Tory and Ashlan dig into what makes conference culture actually work (hint: it’s not another panel that “could’ve been an email”), and Mark offers a simple but spicy answer to what wellbeing really requires: treating people like adults. Listen if you’re ...

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26:27

Stop Forcing “Traditional” Networking (Do This Instead)

Take The Leap ·

2026/01/08

In this debrief episode, Ashlan and Tory reflect on their recent conversation with Nedra and pull out the real-life business lessons that stuck–especially around pivoting, boundaries, and relationship-based networking. They talk candidly about end-of-year chaos, the pressure to do “all the things,” and what it looks like to build a business that actually fits your energy, life stage, and brain wiring. Listen if you’re heading into a new year wanting more sustainability, better systems, and a ...

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53:57

Permission to Market Authentically & Stop Forcing...

Take The Leap ·

2026/01/06

In this episode, Tory and Ashlan welcome back Nedra Rezinas, a marketing strategist, coach, and educator with 20+ years of business experience. Nedra shares how her work has evolved beyond marketing into deeper coaching–helping entrepreneurs (especially introverted, highly sensitive, empathy-driven business owners) build confidence, make decisions, and find sustainable ways to grow. Tune in if you’re feeling overwhelmed by “what worked before” not working anymore, and you want a more grounded...

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2:20

We're Taking a Break for the Holidays

Take The Leap ·

2025/12/23

Hey listeners, we just wanted to pop in and wish you a happy holiday week. We’re taking a much needed break from recording and publishing content this week to spend time with our families. We invite you to listen to our past episodes, if you haven’t listened to Seasons 1 & 2, in 2026 we’ll have a number of guests from those seasons returning to be on the mic with us again. We’re wishing you a happy and healthy end to 2025 and we can’t wait to see you next week with new e...

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42:52

Stop Trying to Beat the Algorithm and Start Building...

Take The Leap ·

2025/12/18

Welcome to the 14th episode of Take the Leap's third season. In today’s episode, “Stop Trying to Beat the Algorithm and Start Building a Strategy,” co-hosts Ashlan and Victoria debrief their conversation with Mady Spry, founder of High Topp Marketing. We dig deeper into what makes social media marketing actually work, especially for bars and restaurants, and why “posting just to post” or “trying to beat the algorithm,” is usually a fast track to burnout and meh results. Key Takeaways fr...

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38:43

From Bartending Burnout to Building a Social Media...

Take The Leap ·

2025/12/16

Welcome to the 13th episode of Take the Leap's third season. In this episode, we’re joined by Mady Spry, professional dancer turned marketing entrepreneur and the founder of High Topp Marketing. Mady shares how burnout during COVID sparked an unexpected pivot from hospitality into social media marketing, how she taught herself (hello, YouTube University), and why entrepreneurship helped her build confidence, income, and boundaries. Some of our favorite takeaways from this episode includ...

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19:48

Leading with Your Values, Human-Centric Branding, and...

Take The Leap ·

2025/12/11

Welcome to the 12th episode of Take the Leap's third season. In today’s episode, “Leading with Your Values, Human-Centric Branding, and a Reminder to Rest,” co-hosts Ashlan and Victoria debrief their conversation with Eliana Mendez and pull out the big themes that matter for entrepreneurs: leading with your values, showing up as your whole self, and choosing clients who actually get you. We discuss what it really means to run a values-led business, how authenticity shows up in branding and ph...

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52:21

Human-Centric Storytelling with Photographer and...

Take The Leap ·

2025/12/09

Welcome to the 11th episode of Take the Leap's third season. In this episode, we’re joined by Eliana Mendez, the creative force behind Human Centric Media and founder of Ultramarine Photo. Eliana’s work is rooted in authentic storytelling, the kind that honors humanity, emotion, lived experience, and connection. In this powerful conversation, she shares her journey from journalism to marketing to full-time creative entrepreneur, and how aligning her work with her deepest values transformed no...

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30:25

Normalizing Messy Money & Building Systems that Work...

Take The Leap ·

2025/12/05

Welcome to the 10th episode of Take the Leap's third season. In today’s episode, “Normalizing Messy Money & Building Systems that Work for You and Your Brain,” co-hosts Ashlan and Victoria debrief their conversation with Aneisha Velasquez, digging deeper into what it means to normalize messy money, simplify your systems, and build a business structure that actually works for how your brain operates. We share real-life examples from overlapping subscriptions to accidental tech hoardi...

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44:44

Why Your Finances Don’t Have to Be Perfect to Work

Take The Leap ·

2025/12/02

Welcome to the 9th episode of Take the Leap's third season. In this episode, we’re joined by Aneisha Velasquez, a bookkeeper and clarity guide who helps neurodivergent entrepreneurs pause, process, and find peace with their finances. Together, we discuss neurodivergent-friendly business systems, how to work with your natural rhythms instead of against them, and why it’s okay if your financial life looks a little messy. Aneisha reminds us that money doesn’t have to be scary or perfect to be ma...

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145 results

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