Take The Leap

By Victoria Proppe & Ashlan Glazier-Anderson

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Category: Entrepreneurship

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Episodes: 156

Description

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!" 


Episode Date
#129: The Realities of Workplace Transitions, Succession Planning, and Normalizing People Leaving
May 12, 2026
#128: Building a Business that Fits Your Life Goals, Not the Other Way Around
May 07, 2026
#127: What 4 Months of Solo Travel Taught Eunice About Business and Life
May 05, 2026
Extended Break - Back with New Episodes on May 5
Apr 16, 2026
We're on Spring Break
Apr 07, 2026
#126: Before You Scale - What Every Business Owner Needs to Know
Apr 02, 2026
#125: Building a Values-Driven Agency with Nick Footer
Mar 31, 2026
#124: Burnout is a Culture Problem, Not a Personal Failure
Mar 26, 2026
#123: Boundaries, Burnout, and Better Nonprofit Leadership
Mar 24, 2026
#122: You Don’t Need More Followers, You Need Better Ones
Mar 19, 2026
#121: The Audience-Building Strategy Most Entrepreneurs Skip
Mar 17, 2026
#120: When a Business Pivot is Actually a Homecoming
Mar 12, 2026
#119: The Pivot that Finally Felt Like Alignment with Dusti Arab
Mar 10, 2026
#118: Nonprofits, Burnout, and the Case for Supporting What Already Exists
Mar 05, 2026
#117: Why Nonprofit Leaders Need Peer Support and Community Now More Than Ever
Mar 03, 2026
#116: How to Protect Your Business from Email Scams and AI Spoofing
Feb 26, 2026
#115: What Every Entrepreneur Needs to Know About Cybersecurity with Brady Helkenn
Feb 25, 2026
#114: How to Simplify Marketing When You’re Under-Resourced
Feb 19, 2026
#113: You Don’t Have to Scale to Be Successful with Liz Ruf
Feb 17, 2026
#112 - Sales for Small Business Owners: A Better Way to Think About Selling
Feb 12, 2026
#111: Sales is Life: How to Lead (and Sell) Without Feeling Sleazy
Feb 10, 2026
#110: Why Support Systems Matter More Than You Think
Feb 05, 2026
#109: Ditching the One-Size-Fits-All Business Advice with Alayna Weimer
Feb 03, 2026
#108: Conversations About Nonprofit Sustainability and Burnout
Jan 29, 2026
#107: From Burnout to Boundaries: Building a Consulting Practice for the Long Haul
Jan 27, 2026
#106: Business Emergency Funds – The Money Move Entrepreneurs are Guilty of Avoiding
Jan 22, 2026
#105: Your Money Mindset is an Important Business Strategy with Julie Stair
Jan 20, 2026
#104: Streamline + Gather, Our Words of the Year + How We’re Approaching 2026
Jan 15, 2026
#103: How to Shine in the Family Room and the Boardroom with Mark Mohammadpour
Jan 13, 2026
#102: Stop Forcing “Traditional” Networking (Do This Instead)
Jan 08, 2026
#101: Permission to Market Authentically & Stop Forcing What Doesn’t Fit
Jan 06, 2026
We're Taking a Break for the Holidays
Dec 23, 2025
#100: Stop Trying to Beat the Algorithm and Start Building a Strategy
Dec 18, 2025
#099: From Bartending Burnout to Building a Social Media Marketing Business
Dec 16, 2025
#098: Leading with Your Values, Human-Centric Branding, and a Reminder to Rest
Dec 11, 2025
#097: Human-Centric Storytelling with Photographer and Filmmaker Eliana Mendez
Dec 09, 2025
#096: Normalizing Messy Money & Building Systems that Work for You and Your Brain
Dec 05, 2025
#095: Why Your Finances Don’t Have to Be Perfect to Work
Dec 02, 2025
#094: From Nonprofits to Entrepreneurs–Why Storytelling Matters
Nov 14, 2025
#093: Beyond the Hero’s Journey: Storytelling that Builds Trust and Collective Action
Nov 11, 2025
#092: Real Talk on Burnout, Boundaries, and Better Leadership
Nov 06, 2025
#091: Practicing Intersectional Leadership with Zhou Fang
Nov 04, 2025
#090: The Power of Co-Founders: What We Learned from One Foot Over
Oct 30, 2025
#089: One Foot Over the Line: Building a Strategy-First B2B Agency with Stephen Brent May & Hami Arrington
Oct 28, 2025
#088: Pre-Production Mastery: What We’ve Learned from Sasquatch Media Grounds
Oct 23, 2025
#087: Season 3 Premiere with Mary Williams at Sasquatch Media Grounds
Oct 21, 2025
#086: Our Take the Leap Stories, Reflecting on Our Journeys and What Comes Next
Jul 03, 2025
#085: Take the Leap is Taking a Break: Our Super Recap Episode
Jul 01, 2025
#084: Building Community, Not Just a Business: Michael Jonas on Purpose-Driven Entrepreneurship
Jun 26, 2025
#083: Mindful Marketing: Real Talk About Content, Confidence & Connection with Jyssica Leilani
Jun 24, 2025
Get Your Marketing Sh🌼t Together: A 4-week cohort for small business owners who are done winging it
Jun 23, 2025
#082: Stop Competing, Start Collaborating: Convening Changemakers with Natalia Kay-O'Brien
Jun 19, 2025
#081: Don’t Wing It: Why Reliable Systems Matter at Every Business Stage
Jun 17, 2025
#080: Unsubscribing from Overwhelm: Boundaries, Inbox Zero, and Making Space with Peya Robbins
Jun 12, 2025
#079: Your Story Matters & Why This Podcast Centers Entrepreneurs' Stories
Jun 10, 2025
#078: One Year In: Evolving Your Brand, Adjusting Your Niche, and Designing a Business That Works for You
Jun 05, 2025
#077: Finding Your Flow: Why Structure Fuels Creativity
Jun 03, 2025
#076: From the Spreadsheets to the Bed Sheets: Building Systems that Actually Feel Good with Veronica Yanhs
May 29, 2025
#075: Making the Most of Downtime: Systems, Strategy, and Staying Ready
May 27, 2025
#074: Finding Your Voice: How Storytelling Can Change Your Life with Eunice Brownlee
May 22, 2025
#073: Stop Listening to Bad Advice: Embracing Your Entrepreneurial Intuition
May 20, 2025
#072: Finding Harmony: How to Balance Your Fire and Flow as an Entrepreneur with Asmâa Methqal
May 15, 2025
#071: The Value of You: Why Your Time and Energy Matter More Than Hours Worked
May 13, 2025
#070: Building a Tech Company That Values Creativity and Flexibility with Charles Howard
May 08, 2025
#069: You’re Never Too Small for Systems: CRMs, Admin, and Getting It Together
May 06, 2025
#068: Writing That Works: Building Confidence and Clarity with Samantha Pollack
May 01, 2025
#067: Building a Business at Any Age: It’s Never Too Late
Apr 29, 2025
#066: Burn It Down to Build It Better: Rejecting Toxic Productivity & Decolonizing Business with Marina Martinez-Bateman
Apr 24, 2025
#065: Follow Curiosity, Not Trends
Apr 22, 2025
#064: Start Small, Think Big: Why CRMs Are Built for Your Bad Days with Aman Thakral
Apr 17, 2025
#063: It's Never Too Late to Leap: Redefining Success After Retirement with Vicki Semanie
Apr 15, 2025
#062: Why Weird Works: What It Really Takes to Stand Out and Connect with Megan Eckman
Apr 10, 2025
#061: Stop Shouting Into the Void: Why Connection Beats Content
Apr 08, 2025
#060: Relationships Over Algorithms: Building Referral-Worthy Businesses with Dusti Arab
Apr 03, 2025
#059: Pivot Don’t Panic–Staying Resilient in Uncertain Times
Apr 01, 2025
#058: Beyond Performative: How to Actually Live Your DEI Values with Nel Taylor
Mar 27, 2025
#057: Get Comfortable with Being Uncomfortable–The Secret of Entrepreneurial Success
Mar 25, 2025
#056: Blending Beauty & Function: Jeni Nguyen’s Journey to Creating Bunny-Friendly Furniture
Mar 20, 2025
#055: Lessons in Business: When to Say Yes, No, and F*ck You
Mar 18, 2025
#054: Why Small Businesses Can’t Ignore Cybersecurity (And What to Do About It) with Brady Helkenn
Mar 13, 2025
#053: Beyond the Girlboss Era: How to Build a Business Without Burnout
Mar 11, 2025
#052: Clearing the Deck: How to Make Space for What Truly Matters with Danielle Dinkelman
Mar 06, 2025
#051: Building a Business with Intention: Ethical Entrepreneurship & Conscious Consumerism
Mar 04, 2025
#050: Slow Fashion, Big Impact: Inside the World of Sustainable Baby Clothing with Ana Goodwin
Feb 27, 2025
#049: Trusting Your Talent & Controlling Your Thoughts
Feb 25, 2025
#048: The Power of Storytelling: Insights from Award-Winning Video Producer Kalei Beamon
Feb 20, 2025
#047: The Price of Success: Why Imposter Syndrome Never Goes Away
Feb 18, 2025
#046: Lessons from Starting, Scaling, and Sustaining Three Businesses with Joseph Gardonis
Feb 13, 2025
#045: Riding the Rollercoaster Navigating the Ups and Downs in Business
Feb 11, 2025
#044: Navigating Imposter Syndrome & Why Mindset Matters with Tami Adams
Feb 06, 2025
#043: Why Every Entrepreneur Needs a Support System
Feb 04, 2025
#042: Entrepreneurship is Hope: The Magical Messiness of Being Your Own Boss with Gresham W. Harkless Jr.
Jan 30, 2025
Ashlan's I AM CEO Podcast Episode: CEO Helps Small Businesses Create a Sustainable Marketing Strategy
Jan 28, 2025
#041: The Librarian’s Guide to Business with Mary Williams: Systems, Stories & Scaling with Joy
Jan 23, 2025
#040: Breaking the Scarcity Mindset: Money Mindset & Entrepreneurship
Jan 21, 2025
#039: All Money Isn’t Good Money: Spencer Hill on Building Authentic Relationships to Succeed in Business
Jan 16, 2025
#038: Community Over Competition: Building Stronger Connections in 2025
Jan 14, 2025
#037: Community Matters: Elizabeth Doerr on Parenting, Building Resilience, and Finding Balance
Jan 09, 2025
#036: Welcoming 2025 & Leaving Behind 2024
Jan 07, 2025
#035: Leaving Well & Navigating Transitions with Naomi Hattaway
Jan 02, 2025
Practical Strategies for Staying Productive with Rahti Gorfien
Jan 01, 2025
Tips for Introverts with Nedra Rezinas
Dec 31, 2024
Co-Creating Solutions with Fatima Jawaid Marty
Dec 30, 2024
Focusing on Self-Care with Danielle Dinkelman
Dec 28, 2024
Reducing Stress to Improve Your Health with Jana Burkholder
Dec 27, 2024
Finding Design Inspiration with Ana Goodwin
Dec 26, 2024
Owning Your Value with Peya Robbins
Dec 25, 2024
When You Should Burn Bridges with Tracey Lam
Dec 24, 2024
Reflecting on the Importance of Racial Equity with Amani Austin
Dec 23, 2024
Social Media Success with Danielle & Samantha Glassman
Dec 20, 2024
Not Believing in Yourself is Costly with Eline Poot
Dec 19, 2024
Owning Your History & Overcoming Stigma with Nel Taylor
Dec 18, 2024
The Life Changing Experience of Entrepreneurship with Natalia Kay-O'Brien
Dec 17, 2024
Balancing Entrepreneurship & Parenthood with Elizabeth Doerr
Dec 16, 2024
Rest & Recover to Avoid Burnout with Mark Mohammadpour
Dec 13, 2024
Tips for Getting Out of a Creative Rut with Allison Cook
Dec 12, 2024
How to Create Content Consistently with Mary Williams
Dec 11, 2024
Back and Better: Season 2 Premiere Date Revealed!
Dec 10, 2024
#034: Our Season 1 Finale
Jul 18, 2024
#033: Believing You are Enough with Rahti Gorfien
Jul 16, 2024
#032: Marketing Your Business Authentically with Nedra Rezinas
Jul 11, 2024
#031: 3 Marketing Mistakes That Are Costing You Potential Clients from the Amplify Your Marketing Message Podcast
Jul 09, 2024
#030: Approaching Entrepreneurship with Intentionality with Fatima Jawaid Marty
Jul 04, 2024
#029: Not Burning Bridges, Documenting Your Processes and Having a Leaving Well Policy from the Leaving Well Podcast
Jul 02, 2024
#028: Prioritizing Self-Care for Entrepreneurs with Danielle Dinkelman
Jun 27, 2024
#027: Business Insights from the School of Moxie Podcast
Jun 25, 2024
#026: Healing Your Relationship with Your Body & Food with Jana Burkholder
Jun 20, 2024
#025: Using AI in Your Business
Jun 18, 2024
#024: Crafting a Handmade and Sustainable Business with Ana Goodwin
Jun 13, 2024
#023: Special Announcement: Take the Leap (The Course) is Live Now!
Jun 11, 2024
#022: Something More with Peya Robbins
Jun 06, 2024
#021: Creating Content Consistently
Jun 04, 2024
#020: Self-Awareness and Career Fulfillment with Tracey Lam
May 30, 2024
#019: How to Know When it is Time to Go
May 28, 2024
#018: Building Community with Amani Austin
May 23, 2024
#017: Celebrating Your Wins
May 21, 2024
Flashback Episode: "You are Your Best System with Mary Williams”
May 16, 2024
Flashback Episode: "Episode 11: Knowing Your Value & Charging What You're Worth"
May 14, 2024
#016: Sisterpreneurs: Building a Business Together with Guests Danielle & Samantha Glassman
May 09, 2024
#015: Let's Talk About De-Influencing
May 07, 2024
#014: The Anxious Entrepreneur with Guest Eline Poot
May 02, 2024
#013: How to Not Be an Asshole While Networking
Apr 30, 2024
#012: Redefining Nonprofit Culture with Nel Taylor
Apr 25, 2024
#011: Knowing Your Value & Charging What You're Worth
Apr 22, 2024
#010: Believe in Yourself & Your Business with Natalia Kay-O’Brien
Apr 18, 2024
#009: Reflections from First-Time Podcasters
Apr 16, 2024
#008: Parenting, Entrepreneurship, & Climate Action with Elizabeth Doerr
Apr 11, 2024
#007: Entrepreneurship & The Perils of Procrastination
Apr 09, 2024
#006: Build Your Company’s Culture of Well-being with Mark Mohammadpour
Apr 04, 2024
#005: The Best & Worst Things About Working for Yourself
Apr 02, 2024
#004: Entrepreneurship for the Creative Soul with Allison Cook
Mar 29, 2024
#003: The End of the Girlboss & Boss Babe Era
Mar 28, 2024
#002: You are Your Best System with Mary Williams
Mar 27, 2024
#001: Are You Ready to Take the Leap?
Mar 26, 2024
Trailer: What Is Take the Leap?
Mar 18, 2024
Trailer: Meet Ashlan & Tory! Are You Ready to Take the Leap?
Mar 13, 2024