Iconoclasting

Sarah Smith

The road not traveled can be rockier, but it also teaches you more. Hear from people who had unconventional and non-linear pathways into what they do now, how they got there, and why it matters that they rejected the norms and focused on how to build what fits for them.

Episodes

  1. 6d ago

    EP 09 - Iconoclasting with Ilana Morris

    What if the career you were meant for is one you've never even heard of? In this episode of Iconoclasting, I sit down with Ilana Morris, an OBM (Online Business Manager) and Systems Strategist at IAM Business Solutions, who went from educator to online business expert without following a single traditional step. Her story is a masterclass in recognizing the value of what you already know, building the technical skills that make you irreplaceable, and finding a community that opens doors you didn't know existed. Ilana's journey is proof that a non-traditional path isn't a detour; it's often a shortcut to doing work that actually fits who you are. Here's what we cover: ✅ How Ilana transitioned from education to Online Business Management ✅ Why transferable skills are more powerful than most people realize ✅ What an OBM actually does and why businesses need one ✅ The role of data management and systems strategy in online business ✅ Why knowing "the codes" makes you irreplaceable in any industry ✅ How community and networking accelerate non-traditional career paths ✅ Actionable advice for identifying and leveraging your own transferable skills Whether you're a teacher, a career-changer, or an entrepreneur trying to get more organized, this episode will challenge how you think about the skills you already have. Ilana Morris specializes in designing end-to-end client experiences for mission-driven founders. With 10+ years in operations, data management, and organizational systems, she blends strategic thinking with hands-on implementation to create systems that feel intuitive, supportive, and sustainable. As a values-aligned, queer professional and advocate for equity, she brings a human-first approach to every engagement that honors capacity, lived experience, and the emotional realities of entrepreneurship. Her work helps founders move from operational chaos to calm clarity, giving them the freedom to lead, rest, and grow without burning out. — 🔗 CONNECT WITH ILANA: 🌐 Website: https://iambusinesssolutions.com 🐦 Twitter: https://twitter.com/IlanaMorris 📚 RESOURCES MENTIONED: OBM Training Programs: https://www.obmtraining.com Systems Strategy Resources: https://www.systemsstrategies.com — 📌 Subscribe to Iconoclasting for more conversations on non-traditional paths, entrepreneurship, and building businesses on your own terms. 📲 Follow me on Instagram: @iconoclastinnovationsllc 🎙️ Listen on your favorite podcast platform — ⏱️ CHAPTERS: 00:00 Introduction to Ilana Morris and Her Journey 02:53 From Education to Online Business Management 05:35 Navigating Career Transitions and Skill Development 08:20 Understanding the Role of an Online Business Manager 11:05 The Importance of Community and Networking 13:52 Lessons from a Non-Traditional Path 16:11 Final Thoughts and Key Takeaways — 🔑 KEYWORDS: online business manager, OBM, systems strategist, non-traditional career, transferable skills, career transition, online business management, entrepreneurship, community building, Iconoclasting podcast

    19 min
  2. Jun 4

    EP 08 - Iconoclasting with Julia Bocchese

    Most small businesses are ignoring two of the most powerful tools for building their digital presence: Pinterest and SEO. In this episode of Iconoclasting, I sit down with Julia Bocchese, founder of Julia Renee Consulting and an expert SEO and Pinterest strategist who works with creative and holistic businesses to help them show up where their customers are actually searching. Julia is an SEO, Pinterest, and AI search strategist who helps businesses get found online and attract the right clients through search. She’s the founder of Julia Renee Consulting, where she builds clear, sustainable strategies focused on real growth, conversions, and long-term visibility, without the confusing jargon. Julia shares how she went from a traditional corporate career to full-time freelancing, what five college minors and a lot of trial and error taught her about building expertise, and why Pinterest is one of the most underrated search platforms for small businesses, especially in niche markets with less competition. We cover: ✅ Why Pinterest is a search engine, not just a social platform ✅ How smaller niches on Pinterest create less competition and more opportunity ✅ The real impact AI is having on SEO strategies right now ✅ How to build a strong, sustainable digital presence as a small business ✅ Julia's journey from corporate job to freelance consulting ✅ Why learning from multiple sources is the key to staying ahead ✅ Advice for navigating a nonlinear career path Whether you're a small business owner, a freelancer, or just trying to figure out how to actually get found online, this conversation is for you. 📌 Subscribe for new episodes of Iconoclasting 📲 Follow me on Instagram: @iconoclastinnovationsllc 🌐 Learn more about Julia: https://juliareneeconsulting.com/ — ⏱️ CHAPTERS: 00:00 Introduction to SEO and Pinterest Strategies 02:32 Exploring Julia's Business and Niche 05:19 Educational Background and Career Path 10:58 Transitioning to Freelancing and Business Ownership 16:46 The Impact of AI on SEO Strategies 22:24 Advice for Nonlinear Career Paths — 🔑 KEYWORDS: Pinterest marketing, SEO for small business, SEO strategy, AI and SEO, Pinterest SEO, Julia Renee Consulting, digital marketing for small businesses, freelancing, content strategy, Iconoclasting podcast

    22 min
  3. May 21

    EP 07 - Iconoclasting with Genie Gratto

    What does it take to turn a journalism background into a thriving communications business? In this episode, I sit down with Genie Gratto, CEO and founder of GWRITES, to talk about her journey from journalist to nonprofit communicator to full-time entrepreneur. Genie shares the real story behind building a narrative strategy business, including the financial mistakes, the mindset shifts, and the storytelling philosophy that drives everything she does. In this episode, we cover: ✅ How GWRITES evolved from a side hustle to a full-time business ✅ Why directness is the foundation of great narrative strategy ✅ The mindset that changed how she approaches opportunity ✅ Financial challenges entrepreneurs face in the early stages (and how to navigate them) ✅ How storytelling connects audiences to mission and drives real impact ✅ Why adaptability is the most important trait for entrepreneurs Whether you're a communicator, an aspiring entrepreneur, or a nonprofit professional, this conversation is full of practical wisdom you can use right now. 🎙️ Listen on your favorite podcast platform 📌 Subscribe for new episodes every other Thursday 📲 Follow me on Instagram: @iconoclast_innovations_llc — ⏱️ CHAPTERS: 00:00 The Genesis of GWRITES 02:45 Navigating the Journalism Landscape 05:29 The Evolution of Narrative Strategy 08:15 Lessons from Entrepreneurship 11:05 The Importance of Directness and Opportunity 13:41 Financial Lessons and Mistakes 16:26 Advice for Aspiring Entrepreneurs — 🔑 KEYWORDS: narrative strategy, content strategy, women entrepreneurs, journalism to entrepreneurship, nonprofit communications, GWRITES, storytelling for business, entrepreneur advice, communications consulting, podcast for entrepreneurs

    23 min
  4. Apr 9

    EP 04 - Iconoclasting with Rita Richa

    Rita Richa is the Founder and Chief Storytelling Officer of Reignite Media, a story-driven sales consulting firm working with Fortune 500 and B2B brands. She’s also the award-winning host of Bippity Boppity Business and helps brands turn conversations into relationships and relationships into revenue. In this engaging conversation, Rita Richa, Chief Storytelling Officer at Reignite Media, shares her unconventional journey from aspiring performer to successful entrepreneur. She discusses the importance of storytelling in business, the magic of Disney as an inspiration, and the challenges she faced along the way. Rita emphasizes the significance of belief, opportunity, and finding one's purpose, while also highlighting the value of community and support in achieving success. The episode concludes with key takeaways for listeners on navigating their own journeys. Takeaways Reignite Media focuses on story-driven sales for B2B brands.Storytelling can create magic in business content.An unconventional journey can lead to unexpected success.Belief in oneself and support from others is crucial. Connect with Rita LI - https://www.linkedin.com/in/ritaricha/ Chapters00:00 Introduction to Reignite Media03:09 The Journey of Storytelling in Business06:59Rita's Unconventional Path to Success12:25 Finding Purpose and Overcoming Adversity18:18 Finding Support: The Importance of Belief in Your Potential20:28 Discovering Passion: The Joy of Working in Media23:43 Navigating Choices: The Impact of COVID on Career Decisions25:16 Key Takeaways: Lessons from an Unconventional Path

    30 min

Ratings & Reviews

5
out of 5
2 Ratings

About

The road not traveled can be rockier, but it also teaches you more. Hear from people who had unconventional and non-linear pathways into what they do now, how they got there, and why it matters that they rejected the norms and focused on how to build what fits for them.