

The Ross Simmonds Show
Ross Simmonds
Welcome to The Ross Simmonds Show. A show exploring the different sides of entrepreneurship, how Ross is growing his global marketing agency, building software, raising a family, and attempting to do so much more. On this show, Ross explores what goes into executing with excellence, embracing innovation, marketing at a high level and doing it all with intent of the playing the long game.This show is a proud member of the HubSpot Podcast Network.
Episodes
Mentioned books

Dec 20, 2025 • 9min
RSS 32: Your Company Culture Is a Reflection of Your Worst Habits
In this episode of The Ross Simmonds Show, Ross gets real about what culture truly is inside an organization. Spoiler alert: it’s not your values deck, your company retreats, or the catchphrases painted on your office walls. Culture is what your team experiences—and that starts with leadership.
Ross unpacks how the most problematic leadership habits quietly become the blueprint of a company’s culture. Through personal insights and actionable advice, this episode challenges leaders to reflect on their behaviors, confront their blind spots, and align their habits with the culture they aspire to create.
Key Takeaways and Insights:
1. Culture Is Practiced, Not Preached
- Culture isn’t your onboarding slide deck or a nicely printed poster—it's what your company does every single day.
- If you claim a value (e.g. empathy, growth, candor), but your actions contradict it, then it’s not part of your real culture.
2. Leadership Habits Define Team Norms
- “Your culture is a reflection of your worst leadership habits.”
- Leaders unintentionally shape culture through the behaviors and patterns they tolerate or exhibit.
3. The Toxic Impact of Avoidance
- Avoiding hard conversations or decision-making can silently simmer into dysfunction.
- Leaders need to have the courage to confront their personal weaknesses to positively affect culture.
4. Build Muscle Memory for Better Leadership
- If giving feedback or staying focused is hard, start building systems and routines that reinforce those behaviors.
- Example: “Pursue the awkward” moments to grow stronger in them.
5. Self-Awareness Is Crucial
- Ask critical questions as a leader: Am I consistent? Do I finish what I start? Am I a source of clarity or chaos?
- Teams watch leaders’ actions more than they listen to their words. Walk matters more than talk.
6. Cultivate Culture by Fixing Yourself First
- Introspective leadership is the foundation of thriving workplace culture.
- Practical step: Make a list of personal habits that are out of alignment with your company’s stated values and strategize ways to improve.
7. Leadership Isn’t About Titles
- You don’t need to be a CEO or founder to lead with intentionality.
- Cultural influence can come from any level within an organization—or your life.
— 👋🏾 Let's stay connected —
╰ Subscribe to my channel: @RossSimmondsTV
╰ Instagram: @thecoolestcool
╰ Twitter / X: @thecoolestcool
╰ LinkedIn: linkedin.com/in/rosssimmonds

5 snips
Dec 12, 2025 • 7min
RSS 31: You Don’t Deserve a High‑Performing Team If You’re Not a High‑Performing Leader
Leaders must embody the high performance they demand from their teams. Poor leadership habits can stifle team culture and performance. Self-awareness and accountability are crucial for effective leadership. Ross urges introspection before placing blame. Practical strategies, like preparing for meetings and demonstrating urgency, can set the right example. Continuous self-investment in skills and mindset raises the bar for everyone. Ultimately, excellence is contagious—teams will reflect the standards set by their leaders.

4 snips
Dec 5, 2025 • 22min
RSS 30: Generative Engine Optimization (GEO): Why I'm All In
Discover the groundbreaking shift from traditional SEO to Generative Engine Optimization (GEO) as new AI-powered discovery tools reshape marketing strategies. Ross Simmonds explains how successful content needs to engage with platforms beyond Google, like TikTok and Reddit. He highlights the importance of AI-generated responses, user-generated content (UGC), and prioritizing unique citations. YouTube is not just for social; it's becoming essential for search. Strategize for diverse audience queries and rethink your distribution methods to thrive in this new era!

7 snips
Nov 28, 2025 • 19min
RSS 29: How to Use AI With Intention, Not Just Curiosity
Explore the transformative power of AI with intentionality rather than as just a trendy tool. Discover the AIM Framework—Accelerate, Integrate, Multiply—to streamline tasks and enhance productivity. Learn how to identify inefficiencies in workflows and leverage AI to eliminate friction across various business operations. Dive into practical use cases that can save time and resources, and hear about real-world applications that make AI a strategic ally. Challenge yourself to apply the framework for meaningful changes in your operations.

11 snips
Nov 21, 2025 • 23min
RSS 28: The Personal Brand Playbook: Leverage Your Expertise
Discover why personal branding is essential in today's digital landscape, where visibility leads to opportunities. Learn to choose a specific niche and master one platform for maximum impact. Ross emphasizes the importance of showcasing your work, sharing insights, and engaging with your audience authentically. He also addresses common myths about personal branding and underscores the need for strategic content distribution. By consistently sharing your expertise, you can build trust and turn visibility into tangible outcomes.

4 snips
Nov 14, 2025 • 12min
RSS 27: Reddit Is Eating the Bottom of the Funnel
B2B marketers must rethink strategies as traditional review sites lose relevance. Reddit is now the go-to platform for high-intent searches, offering genuine user insights. AI tools like ChatGPT are increasingly referencing Reddit for information, showcasing its credibility. Unique conversations on Reddit provide deeper trust than polished reviews. Brands can thrive by embracing a subreddit strategy, engaging with the community, and adapting to the new buyer journey shaped by Reddit discussions. It’s time to focus on user-generated content and stop overinvesting in outdated review platforms.

Nov 7, 2025 • 33min
RSS 26: Exploring Reddit Marketing, Digital Entrepreneurship & AI Distribution
Caleb Turner, a YouTuber and podcast host, dives into the world of marketing with Ross Simmonds. They discuss the dynamics between entrepreneurship and employment, emphasizing the quest for control over one’s life. Ross shares essential steps for launching a digital marketing venture and highlights the significant role of mentorship—both local and online. The conversation then shifts to Reddit marketing tactics and the impact of AI on content distribution. Listeners gain insights into effective strategies that adapt to today’s digital landscape.

8 snips
Nov 1, 2025 • 52min
RSS 25: AI's Impact on Marketing, SEO, and B2B Growth
Ross Simmonds, a marketing and growth strategist focused on B2B and SaaS, dives into AI's transformative impact on marketing and SEO. He discusses the decline of traditional SEO and the rise of platforms like Reddit for discovery. Ross highlights the power of personal branding, micro-influencers, and the importance of creating unique content that AI can't replicate. He urges marketers to harness YouTube and Instagram’s potential, while debating the relevance of Google in an AI-driven landscape. Tune in for invaluable insights that can future-proof your strategies!

Oct 24, 2025 • 8min
RSS 24: Press Publish, Even When You’re Not Ready
In this episode of The Ross Simmonds Show, Ross dives into a hard truth that many creators, entrepreneurs, and aspiring founders need to hear: no one is thinking about you as much as you think—and that’s a good thing. Ross explores the concept of the “ego trap,” the fear of judgment, and the self-doubt that prevents people from pressing publish on the very ideas that could change their lives. With heartfelt personal stories and actionable advice, this episode is a rallying cry for creators to take messy action, press publish, and embrace the power of momentum.
Whether you're just starting or you've been holding back on launching something important, this episode will give you the encouragement—and the permission—you need to start sharing your work with the world.
Key Takeaways and Insights:
1. The Ego Trap
- You're not holding back because of lack of skills—you’re trapped by your own ego.
- The fear of judgment is a mental trap, not a real obstacle.
2. Why “No One Is Watching” Is Good News
- In the beginning, being invisible is a superpower.
- Use this phase to test ideas, experiment, and find your voice without scrutiny.
3. The Value of Imperfect Action
- Pressing publish—even on a rough draft—lets you start the feedback and improvement cycle.
- Perfectionism kills progress.
4. Focus on Creation, Not Criticism
- People who criticize from the sidelines are rarely building anything.
- Judgment is easy, execution is rare—be a creator, not just a consumer.
- Don’t wait until it’s perfect. Take the risk. Hit publish. Launch the thing.
- You won’t be remembered for what you almost did—only for what you actually shipped.
Resources & Tools:
🔗 Foundation Marketing
🔗 Distribution.ai
— 👋🏾 Let's stay connected —
╰ Subscribe to my channel: @RossSimmondsTV
╰ Instagram: @thecoolestcool
╰ Twitter / X: @thecoolestcool
╰ LinkedIn: linkedin.com/in/rosssimmonds

9 snips
Oct 17, 2025 • 22min
RSS 23: 10 Real Ways to Get Ahead of Most People
Unleash your potential with practical tips to rise above the crowd! Discover why taking action before you're ready can propel you forward. Learn the importance of making discipline your go-to strategy while building in public for accountability. Become obsessively useful by focusing on how you can help others. Trade mindless scrolling for meaningful reading and protect your focus by learning to say no. Ross encourages embracing discomfort and executing quickly to revolutionize your path to success.


