Failing Forward, Owning Your Story and Building Authentic Connections with Jenn Hayward
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In this episode of LET’s Network The Podcast, Talia & Emily sit down with Jenn Hayward, comedian, speaker, consultant and upcoming author, to talk about failure, authenticity, entrepreneurship and meaningful connection.
Jenn shares her journey of building and losing a million dollar business, and how those experiences shaped her perspective on success, resilience and living authentically. This conversation is a powerful reminder that business and life are not about perfection, but about honesty, growth and alignment.
If you’ve ever felt stuck, burned out or unsure of your next step, this episode offers practical insight and encouragement to move forward with intention.
Key Takeaways
Redefining failure
Failure is not the opposite of success. It is part of the process. The real skill is knowing when to pivot, scale back or walk away.
Authenticity in real life
Authenticity is not a polished brand. It is about showing up honestly in the moment you are in, even when it’s messy.
Rethinking hustle culture
Pushing harder is not always the answer. Building a business that supports your life is more sustainable than chasing constant growth.
Networking with intention
Strong connections come from conversation and curiosity, not transactions. People work with those they trust and relate to.
Building a brand without losing yourself
Sharing real experiences, including challenges, builds stronger connections than presenting a perfect image.
Rebuilding after burnout
Trusting yourself again takes time. Rest, reflection and realignment are essential to moving forward.
Using humour as a tool
Humour creates connection, perspective and resilience during difficult seasons.
Notable Quotes
“Authenticity is just being present in the moment you’re in.”
“If every entrepreneur who failed walked around ashamed, we would all be ashamed.”
“People care about your story, not your perfect life.”
“Networking is about connection, not collecting business cards.”
About Jenn Hayward
Jenn Hayward is an Ottawa-based comedian, speaker, writer and consultant known for combining humour with honest storytelling. With over 30 years of experience in comedy and a background in entrepreneurship and community work, she helps organizations and individuals connect more meaningfully.
She has performed across Canada and internationally, and is the author of the upcoming book So What, exploring reflection, responsibility and taking action.
Book Launch
Jenn’s new book So What is launching soon. You can learn more and grab your ticket here:
https://www.eventbrite.ca/e/so-what-book-launch-tickets-1988841748207?aff=oddtdtcreator
Connect with Jenn
Website www.jennhayward.com
Facebook Jenn Hayward
Instagram @the_jenn_hayward_show
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