Date Your Business episode artwork

EPISODE · Mar 4, 2026 · 14 MIN

Date Your Business

from The Jenna Little Show · host The Daring Press

What if the secret to lasting success in your business had nothing to do with strategy, marketing, or hustle, and everything to do with relationship? In this episode, Jenna breaks down why the relationship you have with yourself and your business is the single most important foundation you can build. Using the analogy of a long-term romantic relationship, she explores what it really takes to stay committed, fall back in love, and keep showing up on the hard days.In This EpisodeWhy relationship is the #1 non-negotiable for a long and successful business careerThe dating analogy applied to your business: pre-dating, dating, and long-term commitmentHow to "re-date" your business when the passion fadesWhy failure is never really failure and what Jenna learned leaving her interior design degree halfway throughProtecting your foundation from outside opinions, bad reviews, and hard daysSimple, everyday ways to nurture your relationship with yourselfKey TakeawaysYour relationship to yourself is the foundation of everything. It is non-negotiable.Treat your business like a long-term relationship: show up, make effort, and keep the love alive.When things feel stale, go back to the beginning. Ask: Why did I fall in love with this? What's my mission?Nothing on the outside can break down what you've built internally. Only you have that power."When you have this strong foundation and relationship to yourself and to your business, you can do anything.""Be your own best friend. Take yourself out on dates. Have fun with this.""That relationship that you build to yourself and to your business is unbreakable."Loved this episode? Share it with a business bestie who needs to hear this today.Where stories come alive. Publishing - www.thedaringpress.com Bookshop - www.thedaringbookshop.com Writing -  https://www.instagram.com/jennallittle/ https://www.instagram.com/jennadaringauthor/

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What if the secret to lasting success in your business had nothing to do with strategy, marketing, or hustle, and everything to do with relationship? In this episode, Jenna breaks down why the relationship you have with yourself and your business is the single most important foundation you can build. Using the analogy of a long-term romantic relationship, she explores what it really takes to stay committed, fall back in love, and keep showing up on the hard days. In This Episode Why relation...

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Date Your Business

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This episode was published on March 4, 2026.

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