DissedMedia: A Startup Story

DissedMedia: A Startup Story

DissedMedia: A Startup Story is a podcast that chronicles the start of DissedMedia and takes listeners along for the journey starting from the first week the company was founded. This podcast is about what a founder goes through trying to start a business and is meant to be a learning tool for anyone interested in starting a business of their own. Listen as founder Ben Olmos and his co-founding board work to take DissedMedia from concept to reality.

Episodes

November 5, 2025 49 mins

If entrepreneurship feels like driving with the brake on, this conversation with coach and Human Liberation founder Joel Bein will help you end the cycle. In this episode of DissedMedia A Startup Story we go beyond morning routines and quick fixes to address the root of anxiety, self-doubt, and negative self talk. Joel introduces a method of “unlearning” to dissolve deep-seated beliefs so patterns like “I’m not good enough” lose th...

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In this episode of DissedMedia: A Startup Story host Ben Olmos sits down with Dr. Eboni L. Truss, founder of The Unbecoming Movement, to explore what happens when professional success comes at the expense of personal authenticity. Dr. Truss shares her powerful story of “unspaghetti-ing” her life, untangling success from self-worth, to rediscover alignment, purpose, and peace. Together, she and Ben discuss the masks leaders wear, th...

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Entrepreneur Dave Burnett reveals how resilience, SEO mastery, and authenticity turn setbacks into growth in this DissedMedia Startup Story. In this episode of DissedMedia: A Startup Story, host Ben Olmos sits down with entrepreneur and investor Dave Burnett, founder of AOK Marketing, PromotionalProducts.com, and co-founder of Achievers.com, which later sold for over $100 million. From launching his first startup in college to over...

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Filmmaker and entrepreneur Jake Isham joins DissedMedia A Startup Story to share how persistence, authenticity, and creative storytelling shaped his path from acting to founding Power Thread Productions.

Jake discusses how he helps brands and creators find their voice through film and why telling your story matters more than waiting for the “perfect” moment. He shares lessons on consistency, creative risk-taking, and the mindset th...

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In this episode, Ben talks with Jason Fishman, Co-Founder and CEO of DNA Digital Niche Agency, about how startups can raise capital through Reg CF, Reg A+, and digital investor marketing. Jason shares what he’s learned from running 500+ investor campaigns that have collectively raised nine figures in capital, spanning industries from fintech and real estate to consumer products and AI.

We explore how founders can attract investors ...

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Is email marketing outdated, or is it the most powerful growth engine small businesses aren’t fully leveraging? In this episode of DissedMedia A Startup Story, I sit down with Perry Sheraw, a marketing automation specialist who has spent more than two decades helping companies, from e-commerce startups to healthcare innovators, turn inboxes into revenue engines.

From her early days in print journalism to building marketing systems ...

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September 23, 2025 27 mins

In this episode of DissedMedia A Startup Story, Ben highlights recent articles from The Daily Pitch and unpacks lessons for leaders, entrepreneurs, and professionals.

Featured articles this week include:

  • Authentic Leadership at Scale — How leaders can build personal brands without losing credibility .

  • From LinkedIn to the Boardroom — The role of personal branding in driving influence and reputation inside and outside organizat...

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What does it really take to build a social media analytics system from scratch as a startup founder? In this episode of DissedMedia: A Startup Story, I share how I created a live dashboard to track performance across YouTube, Facebook, and Instagram all without a big budget or external team. I break down the tools and workflows I used and why these tools can help (APIs, Power BI, automation).

In this episode I talk about this week...

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August 29, 2025 32 mins

How do you actually market a startup in today’s noisy digital world? In this episode, I share my honest review of VidFest 2025 in Atlanta and the powerful lessons I took away about content marketing for startups. From YouTube growth hacks to networking with creators like Roberto Blake and Gabe Aluisy, I break down the insights that matter most for founders trying to grow with limited resources.

You’ll also hear our latest numbers a...

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In this episode: We share the SEO content writing plays that worked for us, without pricey tools. You’ll hear how we choose keywords we can win, structure titles/descriptions, tune site speed, and back it all up with clean distribution and tracking.

You’ll learn

  • A simple keyword vetting workflow (autocomplete + Trends + difficulty/competition sanity checks)

  • How we use Yoast effectively (titles, meta, headings, image alt, reada...

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August 12, 2025 30 mins

We open the books on DissedMedia’s real costs: roughly $5–6k in hard spend and tens of thousands in time value, plus why we’re staying bootstrapped until the ROI math is clearer. We share the exact stack powering the build (WordPress + Elementor, Yoast, Descript/SquadCast, CapCut, SocialPilot) and how small wins, like our domain authority climbing from 6 to 17, signal momentum. Plus, this week’s Daily Pitch roundup: why micro-i...

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Season 3 Kickoff: Building a Media Startup in Public

Founder Ben Olmos pulls back the curtain on DissedMedia and The Daily Pitch: rebuilding the site, writing 300+ articles, launching an online academy, and growing a social audience, organically. If you’re scaling a content brand from scratch, this episode maps the terrain.

0:00 Why DissedMedia exists 1:48 Tactics behind a 147 % traffic jump 4:37 Spinning up The Daily Pitch Academy...

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November 3, 2024 20 mins

In Episode 20 of DissedMedia: A Startup Story, host Ben reflects on a challenging period for his media company, DissedMedia. He openly shares his journey through personal hardships, such as the loss of his father, which affected his momentum and motivation. Despite these setbacks, Ben continues to explore ways to grow his business and connect with his niche audience. In this episode, he emphasizes the value of persistence, the impo...

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Welcome to another episode of DissedMedia's Startup Story, where we dive deep into the journeys of entrepreneurs and the businesses they’ve built and scaled. In this episode, we’re thrilled to have Herb Cogliano, an International Executive Business Coach and seasoned entrepreneur, who shares his insights on the Scaling Up methodology and its transformative impact on businesses.

Show Notes:

  • [00:00:00] Introduction to the episo...
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February 15, 2024 34 mins

Ben and Alan discuss their journey with DisedMedia, including recent guest contributions, the focus on daily content publication, and efforts to optimize the website for search engines. They highlight the use of social media tools for content distribution, the importance of SEO, and their goal to reach operational break-even. They also touch on feedback from the community, the potential of content to make a positive impact, and fut...

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January 26, 2024 83 mins

Ken Arrington discusses his journey from a successful corporate sales job to living a life of mission and faith. Ken shares his experiences with the commercialization of churches, emphasizing the importance of separating the profit motive from the purpose motive, especially in nonprofit organizations. He talks about his disillusionment with the business model many churches adopt and his efforts to serve communities genuinely withou...

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Episode 16 of "DissedMedia A Startup Story" features Ben Olmos and his co-host Alan Landry who are joined by board members Keith Watts and special guest Danyelle Jinks. This episode focuses on Danyelle's professional journey and her expertise in change management and coaching. Key themes include the challenges and strategies of managing change in organizations, Danyelle's career path, the unique challenges faced by women and people...

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Episode Summary: In this episode, Ben Olmos, along with co-host Alan Landry and board member Keith Watts, delve into the complex world of sustainability and greenwashing with expert John Pabon. Author of The Great Greenwashing: How Brands, Governments, and Influencers Are Lying to You, John talks about his global journey in sustainability as we uncover critical aspects of green business practices and the multifaceted nature of sust...

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Participants:

  • Ben Olmos: Host
  • Alan Landry: Co-host
  • Stefan De La Guardia: Guest
  • Keith Watts: DissedMedia Board Member
  • Colin Chase: Guest
  1. Experiences of Job Searching:

    • Stefan shares his journey of job hunting post-graduation, highlighting the challenges and persistence required in the modern job market.
    • Colin, an industrial engineer with a political science degree, discusses the paradox of job quali...
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November 16, 2023 49 mins

This episode of DissedMedia: A Startup Story, Ben and Alan delve into some of the challenges that have been facing them lately and the strategies of running a media startup and being focused in the face of chaos. It covers personal anecdotes, strategic planning for 2024, and reflections on leadership and team dynamics in the context of a growing business.

  1. Reflecting on Leadership and Business Growth:
  2. Media Startup Strategies...
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