Episode 57: Why Your Marketing Isn’t Working (And How to Fix It)
September 15, 2025
Subscribe to Raw and Relentless
Apple | Spotify | Amazon Music
Josh Culler is a media entrepreneur and marketing strategist who has spent over a decade helping real estate investors, coaches, and entrepreneurs build credibility and scale through content. From running a 30+ person real estate operation to producing podcasts, YouTube channels, and masterminds, Josh has mastered the art of creating intentional, relevant marketing that drives results without wasting time or money. Today, he runs Culler Media, where he manages podcasts, YouTube channels, and social strategies for some of the biggest names in the space.
In this episode of Raw and Relentless, Bo DePaoli sits down with Josh to unpack why most businesses get marketing wrong, how to stop “throwing spaghetti at the wall,” and what it really means to build intentional, relevant content. They dive into podcasting as a networking tool, how to repurpose content into assets like books and social posts, and why organic marketing paired with paid ads is the ultimate one-two punch. They also explore the rise of AI, why attention is the new currency, and how entrepreneurs can leverage these shifts to scale relentlessly.
Guest Resources
Instagram: joshkculler
Facebook: Josh Culler
Youtube: Josh Culler
Value Bombs
Intentional Marketing – Why businesses fail when they copy competitors instead of focusing on relevance and strategy.
Podcasting as Networking – How shows open doors, build credibility, and create collaboration opportunities.
Repurposing Content – Turn one podcast into endless assets—books, email copy, social clips, and more.
Organic + Paid – Why the most effective strategy is running both together for credibility and conversions.
AI & Attention – How artificial intelligence is reshaping marketing and why attention is today’s real currency.
Sponsors
Grit Fitness – Elevate your fitness with cutting-edge training and expert coaching. Learn more at Grit Fitness.
D3 Capital – Unlock sophisticated investment strategies designed to protect and grow your wealth. Learn more at D3 Capital.
Show Notes
[00:00] – Meet Josh Culler and his background in media and real estate
[02:00] – From high school creative to marketing director in real estate
[05:00] – Launching Culler Media and building a client base
[07:00] – The #1 mistake businesses make in marketing
[10:00] – Why podcasting is a networking tool, not just content
[13:00] – Audience hacking, collaborations, and guest strategy
[17:00] – Repurposing content into books, blogs, and clips
[20:00] – Relevance as the key to building connections
[24:00] – Gyms, real estate, and finding connective tissue for marketing
[28:00] – Webinars and time-tested strategies that still work
[31:00] – Paid ads vs. organic: how to balance both without burning out
[36:00] – Why organic content supercharges paid campaigns
[42:00] – Endorsements, influencers, and brand building
[46:00] – AI as the next major wave after social media
[51:00] – Why businesses must be cited to show up in AI-driven results
[55:00] – The power of asking better questions with AI
[01:02:00] – Negotiating, efficiency, and why curiosity always wins
Killer Resources
D3 Capital eBook – Master tax reduction strategies with our exclusive guide.
Grit Fitness Blog – Premium content on fitness, wellness, and peak performance.
D3 Capital Blog – Stay ahead with insights on financial trends and advanced wealth-building strategies.
Performance & Wellness Picks
Slate Protein – High-quality, convenient daily protein.
Ghost Hydration – Stay energized and hydrated throughout your day.
Integrative Therapeutics – Wellness essentials for optimized health.
Like this episode?
Subscribe to Raw and Relentless on your favorite podcast platform.
Share this with an entrepreneur, coach, or investor ready to master intentional marketing.