This episode of The Art of Entrepreneurship is for anyone who’s struggling to get their brand to stand out in a sea of sameness—and wants to build something that actually resonates.

My guest today is Stephanie Roland, Accelity’s Brand & Marketing Director. Stephanie and I discuss how to identify your buyer personas, map the buyer’s journey, conduct stakeholder interviews, and find the “winning zone” that sets your brand apart from competitors. We also talk about why most brand messaging sounds the same—and how to fix it.

Make sure you tune in for practical tips on positioning your company, developing messaging that matters, and building a brand strategy that drives real results.

Stephanie is the Brand and Marketing Director at Accelity, specializing in brand strategy. She’s partnered with clients across non‑profit, B2C, and B2B sectors, and most of her B2B work—until recently—focused on B2B SaaS. Her core focuses include brand strategy, content strategy and advertising strategy, ensuring every campaign tells a compelling story and delivers results.

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• Podcast: Crafting a strategic marketing blueprint w/ Michael Ray and Stephanie Roland, lead strategists at Accelity (Pt. 1)
• Podcast: Why (and when) to rebrand your business w/ Abby Bruckner & Michelle Breen, lead creatives at Accelity (Pt.1)
• Podcast: Stop chasing your ideal customers: make them come to you w/ SHFT Founder & Senior Strategist Jason Vana

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

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This episode of The Art of Entrepreneurship is for anyone who feels like they have to “earn” doing something nice for themselves.

I’ve been thinking a lot about how often we deny ourselves basic pleasures—rest, new clothes, time to just chill—because we feel like we haven’t worked hard enough to deserve them. In this short solo episode, I’m sharing how that mindset shows up in my own life, especially as a mom, business owner, and partner.

Make sure you tune in if you need a reminder (like I did) that you don’t have to justify taking care of yourself. You’re allowed to rest. You’re allowed to buy the damn clothes. You’re allowed to put yourself first.

• Podcast: Do you take care of yourself? No, really?
• Podcast: Take your PTO! What I learned from time away from my business
• Podcast: Stop being your own greatest enemy

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

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This episode of The Art of Entrepreneurship is for anyone who wants a repeatable process for building and scaling companies.

My guest today is Lior Weinstein, serial entrepreneur and Founder of CTOx. Lior and I discuss where entrepreneurial drive comes from, how to create a predictable process for growth, why micromanagement fails, and what he optimizes for first when building a business (spoiler: it’s not efficiency).

Make sure you tune in for insights on building systems that scale, creating an environment where growth is inevitable, and leading in a way that attracts top talent.

Lior Weinstein is a serial entrepreneur and strategic catalyst specializing in digital transformation. He helps CEOs of 8- and 9-figure businesses separate signal from noise so they can use AI to drive new value creation, increase velocity, and leverage untapped opportunities. Lior is a tactical turnaround specialist with deep practical expertise in leadership, marketing, and software engineering. He rapidly distills complex strategies and accessible opportunities into a practical, actionable, and future-resilient road map. Lior has built and sold multiple technology companies and holds multiple machine learning and AI patents. His life purpose is dissolving people’s barriers to action so they can drive impact and pursue happiness.

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• Podcast: A founder’s guide to exit planning w/ Kison Patel, CEO of DealRoom
• Podcast: Choosing a billion-dollar mindset w/ Suneera Madhani, Founder & CEO of Worth AI
• Podcast: Learning what’s on the other side of failure w/ serial entrepreneur Chris Harder

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

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This episode of The Art of Entrepreneurship is for anyone out there trying to build an effective marketing strategy but feeling stuck in the outdated funnel mindset.

I’m sharing what I’ve been talking about with clients (and thinking about constantly): how today’s buyers actually behave. They’re doing their own research, bouncing between channels, and making decisions on their terms—not following some perfect linear path we mapped out.

Tune in for real advice on how to meet your buyers where they are, build foundational content that works, and create brand awareness that actually leads to results.

➡️ Here’s the episode I mention with They Ask, You Answer author Marcus Sheridan: https://www.jackiehermes.com/podcast/marcus-sheridan

• Podcast: They Ask, You Answer: a content strategy that actually works w/ author and serial entrepreneur Marcus Sheridan
• Podcast: Activating the buyer’s journey w/ Michael Ray and Stephanie Roland, lead strategists at Accelity (Pt. 2)
• Podcast: Influence: 6 ways to persuade your prospects to buy

This episode of The Art of Entrepreneurship is for anyone who wants to build a marketing plan that actually walks the walk through every stage of the buyer’s journey.

In part 2 of our conversation, I chat with Stephanie Roland and Michael Ray, lead strategists at Accelity, to map out what it really takes to create marketing that works from first impression to closed deal, and beyond.

We dig into what marketers need to consider at each phase of the buyer journey—from building awareness campaigns that actually resonate (spoiler: it starts with empathy, not asks), to guiding your audience through the consideration stage with smart, targeted strategies. They explore how trust and proof points play a critical role in influencing decisions, how to tailor your approach to emotional versus tactical buyers, and how to create low-lift but high-impact conversion moments.

From aligning with sales to crafting transparent demos, this episode is packed with ideas you can use to start building a marketing plan that connects—and converts.

Michael is the Strategic Marketing Director at Accelity, where he's spent almost four years helping companies build interconnected marketing and advertising strategies that build brands and deliver leads. With more than fifteen years of strategy and advertising experience, he works to build innovative and creative, data-driven strategies for clients and also specializes in tracking, reporting, and optimization of their campaigns.

Stephanie is the Brand and Marketing Director at Accelity, specializing in brand strategy. She’s partnered with clients across non‑profit, B2C, and B2B sectors, and most of her B2B work—until recently—focused on B2B SaaS. Her core focuses include brand strategy, content strategy and advertising strategy, ensuring every campaign tells a compelling story and delivers results.

Website

LinkedIn – Michael

LinkedIn – Stephanie

• Podcast: Crafting a strategic marketing blueprint w/ Michael Ray and Stephanie Roland, lead strategists at Accelity (Pt. 1)
• Podcast: The step-by-step process of a successful rebrand w/ Abby Bruckner & Michelle Breen, lead creatives at Accelity (Pt.2)
• Podcast: Why most marketing programs fail

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

This episode of The Art of Entrepreneurship is for anyone who’s tired of throwing spaghetti at the wall with their marketing—and wants it to finally stick.

My guests are Michael Ray and Stephanie Roland, lead strategists at Accelity, who approach marketing from two different but equally valuable angles—performance and brand. We dig into what it really means to build a marketing plan from the ground up, how to align with your sales team, and why brand is the foundation every business needs before launching anything new.

We also cover what to do when you’re the whole marketing department (hi, solopreneurs), how to handle unrealistic expectations from the C-suite, and why investing in a plan now saves you from scrambling later.

P.S. Check out Part 2 next week for a refreshingly honest convo about marketing that balances art with science!

Michael is the Strategic Marketing Director at Accelity, where he's spent almost four years helping companies build interconnected marketing and advertising strategies that build brands and deliver leads. With more than fifteen years of strategy and advertising experience, he works to build innovative and creative, data-driven strategies for clients and also specializes in tracking, reporting, and optimization of their campaigns.

Stephanie is the Brand and Marketing Director at Accelity, specializing in brand strategy. She’s partnered with clients across non‑profit, B2C, and B2B sectors, and most of her B2B work—until recently—focused on B2B SaaS. Her core focuses include brand strategy, content strategy and advertising strategy, ensuring every campaign tells a compelling story and delivers results.

Website

LinkedIn – Michael

LinkedIn – Stephanie

• Podcast: What if we launched a buzz-worthy campaign? w/ Michael Ray, Strategic Marketing Director at Accelity
• Podcast: Rewriting the relationships between sales, marketing and buyers w/ Chris Heard, CEO of Olive
• Podcast: Can marketing replace sales?

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

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Want to show up more confidently and make your voice heard in business? This episode’s for you.

In this episode of The Art of Entrepreneurship, I’m talking about how your voice is something you build over time through observation, preparation, and asking the right questions.

Whether you're early in your career, quiet in meetings, or just figuring out how to contribute in a room full of big shots, we all start somewhere. I share what it was like to navigate finding my own voice when I first entered the consulting world working with high-powered execs, and how I learned that speaking up isn’t always the first step—it’s listening with intention.

Tune in to hear why asking smart questions can be more powerful than having all the answers, and how being prepared and curious is the first step toward making your voice heard.

Shout out to my son Arri for editing this episode. 💛

• Podcast: Succeed at work by embracing your identity & power w/ Tricia Montalvo Timm, business leader, author and speaker
• Podcast: Genuine connection & straight talk w/ Amy Volas, Founder & CEO, Avenue Talent Partners
• Podcast: How do I overcome imposter syndrome?

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

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My guest is Kison Patel, founder and CEO of DealRoom and host of the M&A Science Podcast. We talk about why you should start thinking about your exit long before you’re ready to sell, how to build relationships with potential acquirers, and what really goes into valuing your business. Kison shares the biggest mistakes founders make during M&A—and what to do if a deal falls through.

Make sure you tune in for practical tips on prepping your business for sale and asking the tough questions that protect your team and your legacy.

Kison Patel is the Founder and CEO of DealRoom, an M&A lifecycle management platform designed for buyer-led M&A and recognized twice on the Inc. 5000 Fastest Growing Companies list. He also founded M&A Science, a global community offering courses, events, and the top-rated M&A Science podcast with over 2 million downloads.

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Podcast

• Podcast: Choosing a billion-dollar mindset w/ Suneera Madhani, Founder & CEO of Worth AI
• Podcast: How to change the change-resistant w/ Bob Gaydos, CEO of Pendella
• Podcast: Learning what’s on the other side of failure w/ serial entrepreneur Chris Harder

💡 Submit your topics for the podcast: https://www.jackiehermes.com/connect

👋 Learn more about the podcast: ​​www.jackiehermes.com/podcast

⭐️ Love the podcast? Please consider leaving a 5-star rating on Apple Podcasts!

💛 Production support is provided by Accelity, a full-service marketing agency for bold people growing bold companies.

✉️ Hit me up!

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