The Art Of Entrepreneurship

Jackie Hermes

Let's be honest: building a company from nothing is freaking hard. It has been for me. I grew my company Accelity from 0 to 7 figures with no partners and no funding. I'm also a startup mentor, a speaker, and a dedicated mother of three. Welcome to The Art of Entrepreneurship podcast—I’m your host, Jackie Hermes. Listen in as I share all the mistakes I’ve made and, more importantly, what I’ve learned from them, with no fluff, and no rose-colored glasses. The Art of Entrepreneurship is a show where we cut through the BS and dig into what it actually takes to start and grow a business. I’ll be giving unfiltered advice 1 episode per week, up to 20 minute per episode. I want you to walk away from this podcast with the mindset and tools you need to be successful. This podcast is for entrepreneurs, side hustlers, and busy professionals with a short attention span (like me)—you’ll get quick-hitting, actionable information in every single episode. If you give me your time, I promise it won't be wasted. Now let's get to work!

  1. 6D AGO

    Your brand isn't boring, you're making boring decisions

    This episode of The Art of Entrepreneurship is for every founder or marketer who swears their industry is “too boring.” I hear it all the time: from insurance to logistics to compliance to manufacturing, brands saying they can't be bold because their industry just isn't fun. But here’s the truth: your industry isn’t boring. You might just be showing up that way. Tune in to learn why companies in so-called “boring” industries like Mailchimp, Gusto and ClickUp stand out—and how you can win by choosing to show up and be bold. If you like this episode, here are some others you'll enjoy.How to change the change-resistant w/ Bob Gaydos, CEO of Pendella: https://www.jackiehermes.com/podcast/bob-gaydosEvaluating new business ideas, making the leap & handling change w/ Marcus Murphy, co-founder and CEO of The Five Percent: https://www.jackiehermes.com/podcast/marcus-murphy 10 creative ways to distribute your content: https://www.jackiehermes.com/podcast/10-ways-to-distribute-your-content ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    8 min
  2. NOV 4

    Disarming stakeholders to get to the truth

    This episode of The Art of Entrepreneurship is for marketers who know real insights don’t come from slide decks; they come from honest conversations. I share how to move past polished, “safe” answers and create the kind of conversations that actually change the trajectory of a project. It’s not about having a perfect list of questions; it’s about showing up as a human first. Setting the tone, leading with vulnerability and asking the right follow-ups can turn guarded responses into honest insight. Tune in to learn how to disarm stakeholders, earn their trust, and uncover the truths that make your messaging—and your marketing—actually work. If you like this episode, here are some others you'll enjoy.Asking the right questions w/ Holland Martini and Maria Vorovich, co-founders of GoodQues: https://www.jackiehermes.com/podcast/holland-martini-and-maria-vorovichFinding your winning zone w/ Stephanie Roland, Accelity Brand & Marketing Director: https://www.jackiehermes.com/podcast/stephanie-roland They Ask, You Answer: a content strategy that actually works w/ author and serial entrepreneur Marcus Sheridan: https://www.jackiehermes.com/podcast/marcus-sheridan ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    11 min
  3. OCT 28

    Your brain lies to you w/ Bizzie Gold, mental health innovator and behavior expert

    This episode of The Art of Entrepreneurship is for leaders who know self-awareness matters—but still find themselves repeating the same patterns. My guest is Bizzie Gold, an innovator and disruptor in the field of mental health. Bizzie and I discuss why our brains “lie,” the idea that there are three sides to every story, and how perception filters shape what leaders see, say and do. Tune in for practical insights on spotting self-deception, aligning roles to how people actually think, and taking the first steps to rewire unhelpful habits so you can lead with clarity—not just willpower. About Bizzie GoldBizzie Gold is a tech founder, behavior futurist, and industry disruptor who invented Brain Pattern Mapping—a behavior and thought prediction technology proven to be 98.3% accurate. Her proprietary system decodes the subconscious patterns that drive human perception and decision-making, providing a revolutionary alternative to traditional mental health models. She is also the #1 best-selling author in Neuropsychology for her book, Your Brain is a Filthy Liar, which exposes the hidden mechanisms that keep people stuck in cycles of sabotage, conflict, and emotional chaos. Gold’s work fuses data science, neuropsychology, and pattern recognition to deliver sustainable rewiring at scale—without the emotional or financial codependency of therapy. Website: https://bizziegold.com/ LinkedIn: https://www.linkedin.com/in/bizziegold/ Instagram: @bizziegold Podcast: https://bizziegold.com/podcast If you like this episode, here are some others you'll enjoy.The professional habits that stop you from success w/ Matt Maletich, Principal and Founder of Blue Engine Consulting: https://www.jackiehermes.com/podcast/matt-maletich Think like a CEO w/ Patrick Thean, CEO of Rhythm Systems: https://www.jackiehermes.com/podcast/patrick-theanBecome a better leader by learning how to change your mind: https://www.jackiehermes.com/podcast/learning-to-change-your-mind ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: a...

    28 min
  4. OCT 21

    On being a manager, not a therapist

    This episode of The Art of Entrepreneurship is for anyone learning how to lead with empathy without carrying everyone else’s emotions. As leaders, we want our teams to feel safe, supported, and heard. But there’s a fine line between being approachable and becoming everyone’s therapist—and crossing it can leave you drained, overwhelmed and ineffective. In this episode, I share the lessons I’ve learned from both sides of that line: when I was too distant and my team thought I didn’t care, and when I was too available and found myself carrying their stress on top of my own. Tune in to learn the four ways to find the right balance in protecting your energy, supporting your team and creating space for people to feel seen without losing yourself in the process. When you show empathy with boundaries, you build trust—and that’s what sustainable leadership really looks like. If you like this episode, here are some others you'll enjoy.On being a straightforward and kind leader: https://www.jackiehermes.com/podcast/on-being-a-straightforward-and-kind-leaderGet real about managing your stress:  https://www.jackiehermes.com/podcast/stress-managementBreaking the cycle of stress w/ Rachel Sanders, Founder & CEO of Rootine: https://www.jackiehermes.com/podcast/rachel-sanders-ceo-of-rootine ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    11 min
  5. OCT 14

    Building a portfolio career w/ Ilana Golan, Founder & CEO of Leap Academy

    This episode of The Art of Entrepreneurship is for anyone who’s ever hit a wall in their career and wondered what it would take to rebuild something even bigger. My guest is Ilana Golan, tech entrepreneur, performance coach, and founder of Leap Academy. Ilana and I discuss her journey from the Israeli Air Force to Silicon Valley, where she learned that the biggest cost in life isn’t what you spend—it’s the money (and potential) you’re not making. Tune in for practical insights on getting leap-ready, recognizing self-imposed barriers, and creating a career that compounds over time. ⭐ Feeling inspired to take your next leap? Visit leapacademy.com for Ilana’s free Career 360 training and strategy session invitation. About Ilana GolanIlana Golan is a tech entrepreneur, performance coach, and founder of Leap Academy—recognized by Inc. Magazine as one of the fastest-growing companies in the U.S. A former Israeli Air Force officer and Silicon Valley engineer, Ilana helps high performers elevate their leadership, build portfolio careers, grow their personal brands, and create meaningful impact on their own terms. Website: https://www.leapacademy.com/ LinkedIn - IIana Golan: https://www.linkedin.com/in/ilanagolan/ LinkedIn - Leap Academy: https://www.linkedin.com/company/leapacademy-global/ Instagram: https://www.instagram.com/ilanagolanleap/ YouTube: https://www.youtube.com/channel/UCLcQtEE8dmUFB-KF1NaVhVQ If you like this episode, here are some others you'll enjoy.Overcome doubts w/ Kara Goldin, Founder & CEO of Hint, Inc.: https://www.jackiehermes.com/podcast/kara-goldin-rebroadcastMy entrepreneurial journey: https://www.jackiehermes.com/podcast/my-entrepreneurial-journeyTurning pain into power w/ Gregory Proctor, management executive, entrepreneurial leader and author: https://www.jackiehermes.com/podcast/gregory-proctor ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s...

    26 min
  6. OCT 7

    The problem with chasing the “visionary founder” myth

    This episode of The Art of Entrepreneurship is for anyone who’s been told they need to be a “visionary founder”—but knows execution is where the real work happens. Today I'm talking about why being visionary without execution is wasted potential, the unsexy truth of entrepreneurship, and the habits that keep founders chasing shiny new things instead of finishing what they start. Tune in to learn how to shrink your vision into daily actions, build accountability rhythms, and measure progress—not motion—so you can actually deliver on your ideas. If you like this episode, check out these resources.What I learned from my first (vegan cookie) company (revisited): https://www.jackiehermes.com/podcast/my-first-company-revisited Becoming a successful entrepreneur: credibility, first customers, scaling & fundraising w/ Yoav Vilner, Co-founder & CEO of Walnut: https://www.jackiehermes.com/podcast/yoav-vilnerIdeas are nothing without execution (revisited): https://www.jackiehermes.com/podcast/ideas-are-nothing-without-execution-revisited ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    11 min
  7. SEP 29

    Harness your superpowers w/ Skye Waterson, ADHD strategist and founder of Unconventional Organisation

    This episode of The Art of Entrepreneurship is for anyone looking for systems to help them manage when everything feels urgent or on fire.  My guest today is Skye Waterson, founder of Unconventional Organisation and an implementation coach for entrepreneurs with ADHD. Skye and I discuss why high-achieving entrepreneurs often go undiagnosed, how to harness ADHD “superpowers” without getting tripped up by their shadow sides, and her step-by-step way to prioritize when you’re crunched for time. Make sure you tune in for Skye’s science-backed strategies to externalize time, focus on what’s truly urgent, and swap willpower for repeatable systems that protect your energy and fuel sustainable growth. ⭐ If this resonates with you, don’t miss this free resource: DM Skye on Instagram with the word “AOE” to get her playbook! About Skye WatersonSkye Waterson is the founder of Unconventional Organisation, a multi–six-figure business dedicated to helping entrepreneurs with ADHD (or suspected ADHD) build systems that actually work for their brains. She leads a team of neurodiverse coaches who work with clients worldwide—including those with ADHD, ADD, ADHD+ASD, and chronic disorganisation—to create tailored systems that make consistency easier, reduce overwhelm, and unlock sustainable growth. Website: https://www.unconventionalorganisation.com/  LinkedIn - Skye Waterson: https://www.linkedin.com/in/skye-waterson-026286204/  LinkedIn - Unconventional Organisation: https://www.linkedin.com/company/unconventional-organisation/  Instagram: https://www.instagram.com/unconventionalorganisation/ ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    26 min
  8. SEP 22

    The poor planning of others is not your emergency

    This episode of The Art of Entrepreneurship is for anyone who’s ready to stop letting chaos dictate the quality of their work. We’ve all experienced it: last-minute requests, unrealistic timelines, and the chaos that comes when others don’t think ahead. In this episode, I talk about why rushed work rarely leads to great results, how constantly scrambling chips away at your standards, and the hard truth that you get what you accept. Tune in to hear real examples of what boundary-setting can sound like, why pushing back matters, and how to reclaim your time so you stop sacrificing your happiness for someone else’s lack of planning. If you like this episode, here are some others you'll enjoy.All customers are not good customers: https://www.jackiehermes.com/podcast/all-customers-are-not-good-customersWhen is the sacrifice too much?: https://www.jackiehermes.com/podcast/when-is-the-sacrifice-too-muchThe hard way isn't always the right way: https://www.jackiehermes.com/podcast/the-hard-way-isnt-always-the-right-way ✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies. If you're ready to level up your B2B marketing, check us out. → accelitymarketing.com  🎧 Catch up on past episodes, submit topic ideas, and learn more jackiehermes.com/podcast ⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show. 📲 Let’s connect! LinkedIn: linkedin.com/in/thejackiehermes/ Instagram: @thejackiehermes TikTok: @jackie.hermes Website: jackiehermes.com

    9 min
4.9
out of 5
161 Ratings

About

Let's be honest: building a company from nothing is freaking hard. It has been for me. I grew my company Accelity from 0 to 7 figures with no partners and no funding. I'm also a startup mentor, a speaker, and a dedicated mother of three. Welcome to The Art of Entrepreneurship podcast—I’m your host, Jackie Hermes. Listen in as I share all the mistakes I’ve made and, more importantly, what I’ve learned from them, with no fluff, and no rose-colored glasses. The Art of Entrepreneurship is a show where we cut through the BS and dig into what it actually takes to start and grow a business. I’ll be giving unfiltered advice 1 episode per week, up to 20 minute per episode. I want you to walk away from this podcast with the mindset and tools you need to be successful. This podcast is for entrepreneurs, side hustlers, and busy professionals with a short attention span (like me)—you’ll get quick-hitting, actionable information in every single episode. If you give me your time, I promise it won't be wasted. Now let's get to work!

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