Hustle + Gather, with Courtney and Dana

Hustle + Gather, with Courtney and Dana

Sister entrepreneurs Courtney Hopper and Dana Kadwell talk about the ups and downs of the hustle, and the reward at the end of the journey. Life starts at the edge of our comfort zone, and that’s what running a business is about: it’s completely uncomfortable and yet thrilling at the same time. Hear Courtney and Dana talk about the hard parts of entrepreneurship with other business owners going through the struggle as well.

Episodes

November 11, 2024 42 mins

Sometimes, the biggest "fails" aren’t business moves, they’re emotional ones: losing your spark, feeling creatively drained, or just plain stuck. We all know how it feels when you’re in a rough spot but still poking around, trying to make sense of it all. Luckily, Courtney and Dana have a plan for sidestepping that hot mess! Tune in as they unpack last week’s conversation with mindset guru Courtney Tarrant.


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Courtney Tarrant is no stranger to the messy middle of entrepreneurship—she thrives in the chaos and uncertainty! At her social media marketing agency, she's all about empowering her team by giving them the freedom to chase their dreams while still kicking butt at work. With a mission-driven approach that's all about women's empowerment, she's fighting for financial independence and personal growth, one profit-sharing mode...

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Fear is the sneaky little emotion that can either make you freeze in your tracks or propel you to conquer the world! After last week's episode with Jackie Coffey, Courtney and Dana reflect on how they've played a wild game of tug-of-war with fear in their lives. Dana spills the tea on how she once financed a project out of sheer terror of rejection and even waited to fire someone for worry of being seen as the office meani...

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October 21, 2024 54 mins

At just 21, armed with determination and a sprinkle of naivety, Jackie Coffey dove headfirst into the real estate world, flipping her first house like a pro (or at least pretending to be one). Jackie's take on entrepreneurship is all about the thrill of starting something new and the mishaps that come with it, proving that even in the face of rejection and chaos, you can always turn the lemons into lemonade. In this episod...

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In this episode, Courtney and Dana explore how outdated marketing strategies, like billboard advertising (who even looks at those anymore?), are falling flat in today’s fast-paced world. Building on insights from last week’s episode with Tayler Cusick Hollman, they discuss the importance of adapting your marketing efforts to foster authentic connections and stand out in a crowded market. Tune in to discover how to elevate ...

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Courtney and Dana are joined by marketing guru Tayler Cusick Hollman, founder of Enji, who breaks down the tricky transition of scaling your business while keeping your marketing fresh and effective. From avoiding the “new girl energy” burnout to hiring the right kind of marketing help (because not everyone can do it all!), Tayler dishes on practical strategies for businesses in the in-between stage.


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Get ready to catch the rebound with Courtney and Dana as they discuss the art of bouncing back—whether it's from a business blunder, a personal curveball, or a dating disaster. Inspired by their chat with Audrey Joy Kwan, the sisters tackle how to recover when things go sideways. From navigating tough times to embracing your fears, this episode is all about finding strength in adversity, learning from mistakes, and turning...

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September 23, 2024 51 mins

In this episode, Courtney and Dana tackle the tricky balance of scaling your business without losing your sanity with Audrey Joy Kwan. Audrey, founder of AJK Consulting, shares her wisdom on navigating growth while keeping the joy alive. Discover how to turn those dropped balls into opportunities for growth and why scaling doesn’t have to mean chaos. They discuss overcoming the fear of letting go, trusting your team, and t...

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Ever feel like you're juggling a million things, but you're not quite sure which ones are actually worth it? In this episode, Courtney and Dana get real about the myth of the “perfect entrepreneur” and how finding your role in business is key—whether you're the visionary or the master juggler. Tune in as they unpack lessons from their episode with Casey Helmick, reflect on the highs (and hilarious lows) of entrepreneurship...

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We're diving into the nitty-gritty of knowing when it's time to kiss your business goodbye. Join us as we talk with Casey Helmick, the podcasting guru who's sold not one, but two successful companies, all while keeping his sanity intact (mostly). Whether you're dreaming of an exit strategy or just trying to survive another day, this episode is packed with real talk, laughs, and the kind of insights that only come from bein...

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After the long weekend, dive back into the messy middle with a dose of tough love. This week, Courtney and Dana unpack the wisdom bombshells from their chat with Robbie Hardy—think blind spots, shadow-casting as a leader, and why you should always pick the purple pill in life. They're talking about the weight of leadership, the unexpected ways our vibes can sink a whole ship, and why sometimes, the best business move is si...

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Ever felt like one wrong move in your business could lead to total disaster? You’re not alone! Join us on this episode as we sit down with serial entrepreneur and investor Robbie Hardy to talk about the art of NOT catastrophizing. From scaling your business to knowing when to pivot, Robbie shares her no-nonsense approach to navigating the messy middle of entrepreneurship. Tune in to learn why your worst-case scenario might...

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August 26, 2024 7 mins

Hustle + Gather is back! And this season, we're talking about the messy middle of entrepreneurship. Should you grow or scale? Take a step back? Does it ever end? Learn from this season's guests who have been there, done that. But first, hear why we chose this topic this season.

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From facing the harsh realities to reimagining possibilities, Courtney and Dana are reflecting on last week's chat with Ali Ingersoll. They delve into overcoming mental hurdles, redirecting resources, and adapting to changing landscapes. Tune in for a no-nonsense discussion about what to do when you decide to live the life you didn't expect to the fullest.


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Get ready to be inspired and entertained as Ali Ingersoll takes you on an unforgettable rollercoaster ride of resilience and redemption! Join Courtney and Dana as they dive deep into Ali's whirlwind life journey, from globe-trotting adventures to jaw-dropping escapades that'll leave you on the edge of your seat. Ali shares her epic tale of overcoming obstacles, breaking bones, and breaking barriers—proving that laughter tr...

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Last week, Courtney and Dana talked with Don Mamone about coming out as nonbinary, and being an example for their daughter was a big piece of their inspiration to live authentically. In this episode, they explore the importance of authenticity, delve into their lessons learned from parenthood and explore how parenting has shaped their personal growth, both in relationships and business. From navigating societal expectation...

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Courtney and Dana are embracing authenticity in this conversation with Don Mamone, a speaker, identity coach, and consultant, who shares how they've overcome fear in entrepreneurship and in life. Don emphasizes the importance of acknowledging fear as a driving force for growth and pushing past comfort zones. They share their personal experience of coming out as non-binary and the impact it had on their business in Texas, w...

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Join Courtney and Dana as they explore the challenges of managing a team while leading it, discuss the complexities of running a business and talk through making tough decisions during unprecedented times like Hurricane Irma. From poignant childhood memories to the intricacies of balancing personal beliefs with business realities, this episode takes you on a journey through the messy bubble of entrepreneurship and the impo...

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Join Courtney and Dana as they talk with Carin Hunt, the CEO of Celebration Pros. Carin shares her inspiring journey from building a successful wedding planning business in the Florida Keys to weathering the challenges brought by Hurricane Irma. Discover how Carin's resilience, community focus, and passion for collaboration not only helped her overcome tragedy but also led her to establish Celebration Pros, a thriving comm...

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Tune in for an intimate conversation with Maggie Stewart, where vulnerability takes center stage. Opening up about the challenges she faced during a critical health journey, Maggie shares the struggle of balancing her thriving business with the physical and emotional toll it took on her well-being. With Courtney and Dana, the trio navigates the complexities of entrepreneurship and personal health, delving into the pressure...

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