Take The Leap

Welcome to the 50th episode of Take the Leap's second season. In this powerful conversation, "Stop Competing, Start Collaborating: Convening Changemakers with Natalia Kay-O'Brien,"  season one guest, Natalia, returns to share how she’s building brave, community-centered spaces that foster collaboration, challenge oppressive systems, and invite nonprofit and mission-driven leaders to step into collective strategy and care as the way forward. Listen to Natalia’s season one episode on Apple Podcasts, Spotify, or watch on YouTube. 

Some of our favorite takeaways include: 

• Community is the antidote to burnout, scarcity, and fear. Connection and collaboration are vital; don’t let isolation and competition be the norm. 
• Natalia critiques the individualism and duplication in the nonprofit sector and advocates for shared infrastructure, operational partnerships, and long-term funding strategies to ensure that small nonprofits can thrive and focus on mission delivery. 
• From corporate rainbow-washing to capitalist structures that undermine equity, Natalia doesn’t hold back on naming the systems that harm. She calls for values-based leadership, long-term thinking, and building power from the ground up. 

Guest & Host Information:

• Guest, Natalia Kay-O'Brien, Owner of Affinity Projects 
• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with Natalia:

• Visit the Affinity Projects website: https://www.affinityprojects.net/ 
• Find Natalia on LinkedIn: https://www.linkedin.com/in/nkayobrien/ 
• For Portland-area folx, join Gather, a happy hour for social good: https://www.affinityprojects.net/gather 

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course
The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur. 

Like our content? Be sure to subscribe and review!

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Welcome to the 49th episode of Take the Leap's second season. In this episode, "Don’t Wing It: Why Reliable Systems Matter at Every Business Stage," co-hosts Ashlan Glazier-Anderson and Victoria Proppe unpack the importance of building strong systems early, leaning into bold branding, owning your email list, and creating a sustainable business that supports both growth and personal wellbeing, among other reflections from our conversation with Veronica Yanhs. Listen to the episode with Veronica that we reference on Apple Podcasts, Spotify, or watch on YouTube.

Key Takeaways from the Episode: 

• Social media algorithms and platforms can change or ban you at any time; your email list is one of the few assets you truly own, making it critical to build, nurture, and leverage consistently. 
• Even solopreneurs need solid systems and operations early on. Putting tools like CRMs and automated processes in place now prevents overwhelm and lost opportunities as your business grows. 
• Lean into your brand and your weird, it can help intentionally repel those who aren’t a fit and save headaches down the line and build stronger client relationships. 

Host information:

• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course: 

The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Like our content? Be sure to subscribe and review!

Want to keep in touch?

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Welcome to the 48th episode of Take the Leap's second season. In this episode, "Unsubscribing from Overwhelm: Boundaries, Inbox Zero, and Making Space with Peya Robbins," our season one guest returns to share how she’s helping entrepreneurs build businesses rooted in flexibility, ease, and self-trust, while dismantling toxic hustle culture, breaking through operational bottlenecks, and boldly choosing systems that support both life and business. Listen to Peya’s season one episode on Apple Podcasts, Spotify, or watch it on YouTube. 

Some of our favorite takeaways include: 

• Entrepreneurs often create unnecessary urgency and guilt. Peya emphasized unsubscribing from mental clutter, simplifying tasks, and embracing the idea that “nothing is on fire”–most deadlines and pressures are self-imposed. 
• Healthy client relationships are built on respect and boundaries, and entrepreneurs need to be willing to release toxic clients who don’t honor those boundaries. 
• Many entrepreneurs are too exhausted or scared to launch new offers, even when the new opportunities are there. Peya encouraged safe experimentation to break through stagnation. 

Guest & Host Information:

• Guest, Peya Robbins, Peya Robbins Business Support
• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with Peya:

• Visit Peya's website
• Find Peya on Instagram @peypeytheva

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course
The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur. 

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
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Welcome to the 47th episode of Take the Leap's second season. In this episode, "Your Story Matters & Why This Podcast Centers Entrepreneurs' Stories," co-hosts Ashlan Glazier-Anderson and Victoria Proppe talk about the transformative power of storytelling in entrepreneurship, embracing failure as experimentation, and why there's no perfect time to start, you should just take the leap and learn as you go, among other reflections from our conversation with Eunice Brownlee. Listen to the episode with Eunice that we reference on Apple Podcasts, Spotify, or watch on YouTube.

Key Takeaways from the Episode: 

• Entrepreneurship is messy, and that’s okay. It can be very easy to overthink content or feel self-doubt, but that authenticity resonates more than perfection.
• Reframe failure as experimentation. We share multiple examples of programs we’ve launched that didn’t meet expectations, but led to valuable feedback and evolution.
• Don’t wait, you should start now. If you’re thinking about entrepreneurship, take the leap now and learn along the way. There’s no perfect time to start. 

Host information:

• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course: 

The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
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Welcome to the 46th episode of Take the Leap's second season. In this episode, "One Year In: Evolving Your Brand, Adjusting Your Niche, and Designing a Business That Works for You," twin sisters Danielle and Samantha Glassman of Aperitif Collective return to the podcast to reflect on their first year in business, sharing honest lessons about client boundaries, niching, branding mistakes, and the realities of working together as creative partners. Listen to our season one episode with Danielle & Samantha on Apple Podcasts, Spotify, or watch on YouTube. 

Some of our favorite takeaways include: 

• Setting boundaries is essential. Formalize communications channels and reinforce professional boundaries through contracts, proposals, and tools like Google Voice. 
• Misaligned clients often result in more work and stress–its important to vet clients and say no to projects that don’t serve you. 
• While initially focused on food and hospitality branding, they’ve broadened beyond this specific niche to attract diverse clients while still honoring their specialty. 

Guest & Host Information:

• Guests Danielle & Samantha Glassman, Owners of Aperitif Collective
• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with Danielle & Samantha:

• On Instagram 
• On LinkedIn
• On TikTok
• Find Danielle on Instagram or TikTok
• Find Samantha on Instagram or TikTok 
• Visit the Aperitif Collective website

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course
The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur. 

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
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Welcome to the 45th episode of Take the Leap's second season. In this episode, "Finding Your Flow: Why Structure Fuels Creativity," co-hosts Ashlan Glazier-Anderson and Victoria Proppe share insights on building intentional daily rituals, honoring your unique strengths, and balancing rest with productivity to sustain a fulfilling entrepreneurial life, among other reflections from our conversation with Asmâa Methqal. Listen to the episode with Asmâa that we reference on Apple Podcasts, Spotify, or watch on YouTube.

Key Takeaways from the Episode: 

• Know and honor your zone of genius. Focus your energy on what you naturally excel at rather than trying to do everything, and don’t let societal expectations dictate your business path. 
• Avoid burnout by building in breaks because the entrepreneurial hustle never truly ends, so it’s crucial to be intentional about rest and resist the urge to work around the clock.
• Stay focused rather than chasing shiny objects. During slow seasons, it’s easy to chase new ideas, but staying focused on revenue-generating priorities helps create space for future creative projects. 

Host information:

• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course: 

The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
Youtube
Instagram

Welcome to the 44th episode of Take the Leap's second season. In this episode, "From the Spreadsheets to the Bed Sheets: Building Systems that Actually Feel Good with Veronica Yanhs," our guest shares how embracing pleasure, authenticity, and unapologetic self-expression can transform your business operations into a sustainable, empowering, and radically human experience.

Some of our favorite takeaways include: 

• Don’t wait until you’re “big enough” to fix your systems. Even solo entrepreneurs need reliable, efficient operations to thrive.
• Platforms can disappear, change algorithms, or block you. Your email list is your safety net.
• Don’t dilute yourself to appeal to everyone. Clear, unapologetic branding draws the right clients and repels the rest, on purpose.

Guest & Host Information:

• Guest, Veronica Yanhs, Owner of Business Laid Bare
• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Get Your Ops in Order: 

• Sign up for the Business Laid Bare Newsletter
• Download the 50+ SOP Ideas
• Download the Essential Ops Starter Toolkit
• Book an Operations Audit
• Hire Veronica as a Fractional COO
• Join the Business Whip

Connect with Veronica:

• On Instagram @veronicayanhs
• On Instagram @businesslaidbare
• On LinkedIn

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course
The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur. 

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
Youtube
Instagram

Welcome to the 43rd episode of Take the Leap's second season. In this episode, "Making the Most of Downtime: Systems, Strategy and Staying Ready," co-hosts Ashlan Glazier-Anderson and Victoria Proppe share insights about using downtime to build infrastructure, the importance of valuing adaptability and diverse problem-solving skills over traditional qualifications, and embracing the inevitable ups and downs of entrepreneurship, among other reflections from our conversation with Charles Howard. Listen to the episode with Charles Howard that we reference on Apple Podcasts, Spotify, or watch on YouTube.

Key Takeaways from the Episode: 

• When client work slows down, use the opportunity to build internal systems, document processes, and invest in your own business infrastructure instead of treating it like a break.
• Even as a solopreneur, having repeatable systems (like SOPs and pricing checklists) can save time and prevent costly errors as your business grows.
• Entrepreneurs in a position to hire should rethink traditional job requirements and intentionally build inclusive, human-centered work environments from day one.

Host information:

• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course: 

The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
Youtube
Instagram

Welcome to the 42nd episode of Take the Leap's second season. In this episode, "Finding Your Voice: How Storytelling Can Change Your Life with Eunice Brownlee," our guest highlights the transformative power of storytelling, resilience, and authentic leadership. We’re so inspired by Eunice’s message that by sharing your story, staying grounded, and embracing your unique path, you can inspire change and build a business that aligns with your values.

Some of our favorite takeaways include: 

• Authentic storytelling can heal, connect, and inspire. Share your story, even if it feels vulnerable, as it can empower others and foster a sense of community.
• Eunice discussed the mental barrier of perceived failure, which often stems from trying to make every project perfect. An impactful mindset shift for her was seeing projects as experiments rather than successes or failures.
• Entrepreneurship might mean facing challenges and setbacks, but it also means freedom, growth, and connection. Even when you’re unsure of the outcome, taking action will teach you valuable lessons and lead to unexpected opportunities. Don’t wait for the perfect time, just take the leap and learn along the way.

Learn More about Storyteller Summer Camp: https://eunicebrownlee.com/storyteller-summer-camp

Guest & Host Information:

• Eunice Brownlee, Founder of thirty9collective
• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with Eunice:

• On Instagram @eunicebrownlee
• On LinkedIn
• On YouTube
• Visit Eunice’s website

Guest Bio: Eunice Brownlee

Eunice Brownlee has spent her life telling stories across many mediums. As a multi-passionate creative, she’s used photography, marketing, writing, and public speaking to connect her message to the world. Because the heart of building community begins with sharing stories, Eunice uses her stories to connect, heal, and inspire change. Eunice spends time teaching others the craft of story in her speaking and writing practice. She has coached speakers in telling their stories with WomanSpeak and TEDxFolsom. When she’s not using her voice, she can be found with her nose in a book, seeking her next passport stamp, or drinking wine. Sometimes all three at once. 

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course
The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur. 

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
Youtube
Instagram

Welcome to the 41st episode of Take the Leap's second season. In this episode, "Stop Listening to Bad Advice: Embracing Your Entrepreneurial Intuition," co-hosts Ashlan Glazier-Anderson and Victoria Proppe share that the best advice might not come from others but from your own experiences, instincts, and willingness to keep showing up–even when it's imperfect, among other reflections from our conversation with Samantha Pollack. Listen to the episode with Sam that we reference on Apple Podcasts, Spotify, or watch on YouTube.

Key Takeaways from the Episode: 

• Be discerning about advice, and trust your own judgment when it comes to your business decisions.
• Start your day with a creative exercise, like journaling or writing morning pages, to set a positive and productive tone.
• Perfectionism can paralyze progress. The best way to move past it is to keep creating, keep sharing, and keep evolving.

Host information:

• Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
• Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies

Connect with us:

• Subscribe to our YouTube channel: Take the Leap
• Follow us on Instagram: @taketheleap_today
• Find Ashlan on Instagram & LinkedIn
• Find Tory on Instagram & LinkedIn 

The Course: 

The Take the Leap course contains everything you need to know to successfully launch your business now. Sign up today to join the course and get support from Ashlan & Tory who will guide you through your journey as a new entrepreneur.

Like our content? Be sure to subscribe and review!

Want to keep in touch?

Find us on:
Youtube
Instagram