The Art Of Entrepreneurship
The Art Of Entrepreneurship

The Art Of Entrepreneurship

Jackie Hermes

Overview
Episodes

Details

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!

Recent Episodes

The difference between persuasion and pressure
APR 7, 2026
The difference between persuasion and pressure
This episode of The Art of Entrepreneurship is for anyone who leans on urgency to get people to move… and is starting to wonder if it might be hurting trust.In this episode, I talk about a phrase I hear all the time in sales and marketing: “If you don’t create urgency, people won’t move.” Sometimes that’s true. But more often, what people call urgency is actually pressure, and those two things are not the same.I break down how pressure shows up in subtle ways through language, timelines and sales processes, and why it works in the short term but creates long-term problems. I’ve seen that persuasion, rather than pressure, takes a very different approach, one rooted in patience, clarity and respect for the buyer’s process. Persuasion creates alignment while pressure tries to create control.Tune in if you’re ready to stop forcing decisions and start building trust that actually lasts.If you like this episode, here are some others you'll enjoy.Episode 312. Building trust instead of chasing attention — Why trust outperforms short-term tactics: https://www.jackiehermes.com/podcast/build-trust-not-attentionEpisode 244. Dear companies everywhere, sales and marketing are not about you — Stop making sales about yourself: https://www.jackiehermes.com/podcast/companies-sales-and-marketing-are-not-about-youEpisode 283. 6 ways to persuade your prospects to buy (revisited) — Persuasion without pressure or manipulation: https://www.jackiehermes.com/podcast/persuade-your-prospects-to-buy-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 morejackiehermes.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: @thejackiehermesTikTok: @jackie.hermesWebsite: jackiehermes.com
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12 MIN
Marketing has always been the strategy, it just looks different now w/ Rob Botts, Director of Sales at Dubb
MAR 31, 2026
Marketing has always been the strategy, it just looks different now w/ Rob Botts, Director of Sales at Dubb
This episode of The Art of Entrepreneurship is for founders who are realizing that marketing is its own movement and that building trust through authentic communication drives growth.This episode is a little different because, well, I’m the guest. I joined Rob Botts, Director of Sales at Dubb, on his company’s podcast, Connection Loop, to discuss what real authenticity looks like in modern marketing.We talk about how marketing and sales are no longer separate, and how communication itself has become the strategy. I share my perspective on why authenticity isn’t a buzzword, but a real advantage when it comes to connecting with buyers.Rob brings a practical lens from his work helping sales teams rethink how they follow up and stay relevant in a noisy digital environment. We also get into how video is changing the way teams show up and why it can fast-track trust when it’s done right.Tune in if you’re ready to shift away from transactional selling toward conversations that actually feel human.Website: https://dubb.com/Podcast: https://dubb.com/blog/category/interviews/connection-loop/LinkedIn: https://www.linkedin.com/in/rob-botts-676064224/YouTube: https://www.youtube.com/dubbappAbout Rob BottsRob Botts is the Director of Sales at Dubb, a video communication platform that helps sales professionals build trust, increase engagement, and grow revenue. With a background in consultative selling and partnerships, he works with businesses to use video to accelerate their sales pipeline. Rob is passionate about authentic communication in the digital sales process and brings deep insight into modern outreach strategies.If you like this episode, here are some others you'll enjoy.Episode 246. Why you should learn to love selling w/ Mark Cox, author of Learn to Love Selling — Sales and marketing work better together: https://www.jackiehermes.com/podcast/why-you-should-learn-to-love-selling-with-mark-cox?Episode 244. Dear companies everywhere, sales and marketing are not about you — A better way to connect with buyers: https://www.jackiehermes.com/podcast/companies-sales-and-marketing-are-not-about-you?Episode 312. Building trust instead of chasing attention — Why trust matters more than attention: https://www.jackiehermes.com/podcast/build-trust-not-attention?✨ 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 morejackiehermes.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: @thejackiehermesTikTok: @jackie.hermesWebsite: jackiehermes.com
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24 MIN
Life doesn’t happen to you, it happens FOR you (revisited)
MAR 24, 2026
Life doesn’t happen to you, it happens FOR you (revisited)
This episode of The Art of Entrepreneurship is for founders and leaders who feel like everything is hitting at once, and are starting to wonder why it all feels so personal.Life feels heavy right now, and I’m hearing it everywhere: in conversations with founders, leaders and friends. There’s pressure, uncertainty and personal challenges stacking on top of business challenges, and when it all piles up, it can start to feel personal.In this rebroadcast, I’m revisiting one of the most important mindset shifts I’ve learned: life doesn’t happen to you, it happens for you. This isn’t about pretending things aren’t hard or forcing a silver lining. It’s about choosing a perspective that actually helps you move forward.I share the stories and experiences that helped me build this muscle so I can show up more grounded in hard seasons. Because I don’t get to control when challenges show up, but I do get to decide what they mean. And that meaning shapes how I lead, how I respond and what I do next.Tune in if you’re ready to stop feeling like everything is happening to you and start using it to move forward.If you like this episode, here are some others you'll enjoy.Episode 134. What to do when nothing goes as planned — How to respond when things don’t go as expected: https://www.jackiehermes.com/podcast/when-nothing-goes-as-plannedEpisode 137. Healing yourself is a radical act — Why change is hard—and why it matters: https://www.jackiehermes.com/podcast/healing-yourself-is-a-radical-act-2023-goals Episode 61. "If you don’t make time for wellness, you’ll be forced to make time for illness” — Why taking care of yourself can’t wait: https://www.jackiehermes.com/podcast/make-time-for-wellness-not-illness✨ 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 morejackiehermes.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: @thejackiehermesTikTok: @jackie.hermesWebsite: jackiehermes.com
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15 MIN
Executive branding isn’t optional anymore w/ Jess Jensen, founder of Co-pilot Communications
MAR 17, 2026
Executive branding isn’t optional anymore w/ Jess Jensen, founder of Co-pilot Communications
This episode of The Art of Entrepreneurship is for founders and executives who know visibility matters, but still hesitate to show up online and share their perspective.My guest is Jess Jensen, founder of Co-pilot Communications and an executive brand strategist who helps leaders build a digital presence that is clear, confident, and unmistakably human.Jess and I talk about why leaders can’t afford to stay invisible online and how the expectations around executive visibility have changed. We unpack the difference between self-promotion and thoughtful executive branding, and why telling your own story is an important part of modern leadership.Jess shares how her experience inside companies shaped the framework she now uses to help executives develop a clear and authentic presence online. We also discuss how leaders can start showing up digitally without feeling like they need to become full-time content creators. Jess explains why consistency matters more than perfection and how executives can communicate ideas in a way that feels human rather than corporate.→ You can join the waitlist for Jess’s upcoming Altitude cohort here: https://www.copilotcommunications.com/altitudeTune in if you’re ready to stop hiding behind the brand and start showing up with clarity and confidence as a leader.About Jess JensenJess Jensen is the founder of Co-pilot Communications and an executive brand strategist who helps leaders build a digital presence that is clear, confident, and unmistakably human. After 20 years inside Fortune 100 companies, including Microsoft and Qualcomm, she now works with executives who want to take control of their narrative online. Jess believes executive branding helps leaders take the mic—and tell their own story before someone else does.Website: https://www.copilotcommunications.com/LinkedIn: https://www.linkedin.com/in/jessicakjensen/Instagram: https://www.instagram.com/copilotcommunications/If you like this episode, here are some others you'll enjoy.Episode 100. Unlock major business growth w/ LinkedIn coach Lea Turner — How to be authentic on a “professional” platform: https://www.jackiehermes.com/podcast/linkedin-with-lea-turner Episode 125. Growing your personal brand: A nitty-gritty how-to — Practical steps to build your brand: https://www.jackiehermes.com/podcast/growing-your-personal-brandEpisode 51. Do I need a personal brand? — Why founders should build visibility: https://www.jackiehermes.com/podcast/do-i-need-a-personal-brand?✨ 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 morejackiehermes.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: @thejackiehermesTikTok: @jackie.hermesWebsite: jackiehermes.com
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27 MIN
Building trust instead of chasing attention
MAR 10, 2026
Building trust instead of chasing attention
This episode of The Art of Entrepreneurship is for founders who feel pressure to monetize every bit of attention they earn online. The internet often treats attention like something you’re supposed to squeeze for every possible dollar. But just because you’re collecting impressions and likes doesn’t mean you’re actually building trust.In this episode, I talk about why protecting trust has mattered more to me than short-term revenue. I share what I’ve learned from watching how incentives shape content online and how quickly audiences disengage when everything becomes a play. Over time, I’ve realized that trust compounds quietly while algorithms, reach and platforms constantly shift. And once that line gets crossed too often, people usually don’t leave loudly. They just drift away quietly.The decisions you make early about monetization and visibility don’t just affect revenue. They affect who you’re allowed to become later as a leader and entrepreneur.Tune in if you’re ready to think differently about attention, restraint and the long-term power of trust.If you like this episode, here are some others you'll enjoy.Episode 96. How do you build trust in business relationships? — How trust develops in business relationships https://www.jackiehermes.com/podcast/build-trust-in-business-relationshipsEpisode 295. Disarming stakeholders to get to the truth — Using vulnerability to uncover real insights https://www.jackiehermes.com/podcast/disarming-stakeholdersEpisode 300. 300 episodes: What I’ve learned about building, growing, and showing up — Lessons from showing up for 300 episodes https://www.jackiehermes.com/podcast/300-episodes✨ 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 morejackiehermes.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: @thejackiehermesTikTok: @jackie.hermesWebsite: jackiehermes.com
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10 MIN