Take The Leap

By 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

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FAQs about Take The Leap:

How many episodes does Take The Leap have?

The podcast currently has 117 episodes available.

Take The Leap episodes:

June 24, 2025Mindful Marketing: Real Talk About Content, Confidence & Connection with Jyssica Leilani
Welcome to the 51st episode of Take the Leap's second season. In this episode, "Mindful Marketing: Real Talk About Content, Confidence & Connection with Jyssica Leilani" our guest shares how being fired propelled her full-time into entrepreneurship, and reflects on building a soulful marketing business, community, and personal brand rooted in authenticity, creativity, and self-trust.
Some of our favorite takeaways include:
Be Your Brightest, Weirdest Self: Embracing your uniqueness attracts the right audience and builds a brand that truly connects.
Marketing is About Relationships: Jyssica encourages creators to “keep it social” and remember there’s a real person on the other end of every post or email.
Diversify Your Marketing: She shares that you don’t have to be on every platform, but you do need a strategy beyond just one channel.
Guest & Host Information:
Guest, Jyssica Leilani, Founder of Style Opal Media and Orbit (formerly Upper Left Ladies)
Co-Host, Ashlan Glazier-Anderson, Owner of AshbeanPDX Marketing
Co-Host, Victoria (Tory) Proppe, Owner of Imagine Marketing Strategies
Connect with Jyssica:
Follow on Instagram: https://www.instagram.com/jyssica.leilani
Connect on LinkedIn: https://www.linkedin.com/in/jyssica
Visit Style Opal Media: https://www.styleopal.com
Follow Style Opal on Instagram: https://instagram.com/styleopalmedia
Follow Style Opal on Facebook: https://www.facebook.com/styleopalmedia
Follow Style Opal on Pinterest: https://www.pinterest.com/thestyleopal/_saved
Join Upper Left Ladies (ULL). Your first meetup is free with code FIRSTMEET: https://upperleftladies.club/calendar
Follow ULL on Instagram: https://www.instagram.com/upperleftladies
Join the ULL Facebook Group: https://www.facebook.com/groups/upperleftladies
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
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51min
June 23, 2025 Get Your Marketing Sh🌼t Together: A 4-week cohort for small business owners who are done winging it
Victoria Propppe (aka Tory) from Imagine Marketing Strategies has a special offer! Join the Get Your Marketing Sh🌼t Together starting July 8th, 2025.

Tired of throwing spaghetti at the algorithm? Burned out on paying agencies that don’t get your business?

This small-group program is here to help you rebuild your strategy from the ground up—with guidance, support, and a marketing plan that
actually makes sense.

🌼 WHAT TO EXPECT 🌼
👉 Weekly live calls
👉 Real-time feedback and tools
👉 A 1:1 strategy call to lock it in

You’ll leave with a custom roadmap, clarity, and confidence. No fluff. No BS. Just a solid plan and support to actually do the thing.

Sign up today 👉 https://www.imaginemarketingstrategies.com/getmarketing

🌼 WHAT’S INCLUDED 🌼
4 x 90-min live Zoom calls (recorded)
A Marketing Reset Workbook
Weekly check-ins and light accountability
Swipe file + templates
One 1:1 Strategy Call
Custom Marketing Roadmap (a template you complete, with notes/feedback from me)

Ditch the overwhelm. Build a marketing plan that actually works for your business.
Like our content? Be sure to subscribe and review!

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1min
June 19, 2025Stop Competing, Start Collaborating: Convening Changemakers with Natalia Kay-O'Brien
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!

Want to keep in touch?

Find us on:
Youtube
Instagram
...more
1h 18min
June 17, 2025Don’t Wing It: Why Reliable Systems Matter at Every Business Stage
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?

Find us on:
Youtube
Instagram
...more
31min
June 12, 2025Unsubscribing from Overwhelm: Boundaries, Inbox Zero, and Making Space with Peya Robbins
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:
Youtube
Instagram
...more
1h 20min
June 10, 2025Your Story Matters & Why This Podcast Centers Entrepreneurs' Stories
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:
Youtube
Instagram
...more
28min
June 05, 2025One Year In: Evolving Your Brand, Adjusting Your Niche, and Designing a Business That Works for You
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:
Youtube
Instagram
...more
1h 12min
June 03, 2025Finding Your Flow: Why Structure Fuels Creativity
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
...more
24min
May 29, 2025From the Spreadsheets to the Bed Sheets: Building Systems that Actually Feel Good with Veronica Yanhs
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
...more
1h 6min
May 27, 2025Making the Most of Downtime: Systems, Strategy, and Staying Ready
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
...more
35min

FAQs about Take The Leap:

How many episodes does Take The Leap have?

The podcast currently has 117 episodes available.