That Worked

Matt Farrell is the COO at Niobium Microsystems, a trusted hardware design company developing high-performance microelectronic components to enable the secure collection, processing, and distribution of critical data.

Matt is a multi-time founder and early-stage executive. Before the startup world, Matt was a coach for the University of Dayton Men’s basketball team and later the Assistant Athletic Director at the University of Dayton. 

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In this episode of That Worked, co-hosts Callan Harrington and Sullivan Finlay dive into content strategy, delegation, and maximizing creative output. Sullivan shares how structured planning has transformed his workflow, the power of visual content boards, and why repurposing content is essential for expanding reach without reinventing the wheel. They also break down the 10-80-10 rule of delegation, an approach to outsourcing that helps creators and entrepreneurs focus on high-impact work. Plus, they dive into the role of relationships in business growth and discuss the balance between creative control and efficiency.

In this episode, you’ll le...

In this episode of That Worked, host Callan Harrington and comedian/content creator Sullivan Finlay explore how improv can transform leadership, the evolving landscape of AI-driven content creation, and why outsourcing is essential for scaling creative work. Sully shares improv techniques—such as adaptability and active listening—that boost effectiveness both on stage and in the workplace, while Callan emphasizes the growing importance of human-driven insights in an AI-saturated environment. Together, they unpack how AI-generated search results are reshaping content discovery, highlight the practical benefits of delegation to reclaim valuable time, and offer candid observations about the world of Link...

In this episode of That Worked, host Callan Harrington and comedian/content creator Sullivan Finlay dive into the rapidly evolving role of AI in entertainment, content creation, and brand collaborations. They explore the ethical dilemmas of AI-generated personas, the impact of deep research tools on competitive analysis, and how AI is reshaping creative industries. Sullivan shares his perspective on balancing creative integrity with AI-driven scalability, the challenges of licensing digital likenesses, and why in-person entertainment might become even more valuable in an AI-saturated world. Callan and Sullivan also discuss their upcoming live comedy show, Corporate Takeover, and the creative...

Callan Harrington, Founder of FlashGrowth and host of That Worked, takes a deep dive into the strategic decision to niche his business into the insurance space. In this solo episode, he breaks down the fears, challenges, and long-term benefits of narrowing focus in business. If you’ve ever hesitated to specialize, this episode is packed with insights on how niching down can unlock exponential growth opportunities.

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In this episode of That Worked, host Callan Harrington and co-host Sullivan Finlay, a writer, comedian, and content creator, dive into the challenges and opportunities of building a career in the evolving digital landscape. They explore the vulnerability of content creation, why niching down can accelerate business growth, and how relationship-building plays a crucial role in expanding creative opportunities. Sullivan shares his insights on adapting to industry shifts, while Callan discusses adding instant value in business and the importance of strategic positioning. Together, they offer actionable advice on future-proofing careers and navigating an ever-changing digital world.

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Sriya is the Co-Founder of Persana AI. Persana AI is a Y-Combinator-backed AI tool designed to enhance sales through hyper-personalization, seamless integration, and united workflows. 

Prior to Persana AI, Sriya was a Product Manager at LinkedIn. 

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Follow Sri...

Scott Knowles is the Co-Founder and CEO of Deep Vector, a web-based software platform that transforms unstructured documents into actionable insights with speed and precision. 

Prior to Deep Vector, Scott was the Founder and CEO of Modgic, a software company that provided workers' compensation and mod analysis tools for the commercial insurance industry and was successfully acquired by Zywave in 2021. 

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Dan Snyder is the CEO & Co-Founder of Lower, a multi-channel home lender he helped build and grow over the last decade into the 28th largest lender in the country. Lower operates both an online direct to consumer business, and offline retail business with over 150 offices across the country.

Lower raised the largest Series A in the State of Ohio ($100M) from fintech investors Accel and Sofi. Dan has also been named in the Smart 50 Class of 2022, 40 Under 40, Future

50 Class of 2021, and the #4 CEO by Glassdoor.

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Tom Grote is the CEO of Agape Automation, a food-tech innovation company that creates the automated Smart Kitchens of the future. 

Prior to Agape Automation, Tom was the COO of Donatos Pizza for over 17 years, a family-owned pizza company with more than 150 locations in six states.

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Dan Manges is the Co-Founder of RWX. RWX develops software engineering tools that optimize build and test performance, reliability, and developer experience. Its flagship product, Mint, is a generation newer Continuous Integration platform that gives engineers unparalleled capabilities to optimize their builds.

Dan was previously the CTO of Root, a technology-powered car insurance carrier, which he co-founded in 2015 and took public via an IPO in 2020. Before Root, Dan was the CTO of Braintree, where he built a payments platform that PayPal acquired in 2013 for $800M.

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Matthew Achak is the Co-Founder and Managing Partner of Non-Linear Venture Partners, where he consults and invests in early-stage start-ups. 

Prior to Non-Linear Venture Partners, Matt Co-Founded FCR, the leading provider of outsourced live agent support services for tech companies. FCR was acquired by TTEC in 2019. 

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David McFarland is the Founder and CEO of Coterie Insurance. Coterie Insurance puts insurance agents and brokers first, delivering instant business insurance across the United States. Since 2018, Coterie has raised over $100M in funding and partnered with over 10,000 insurance agencies and brokerages across the country.  

Prior to leading Coterie, David was Chief Actuary at Clearcover, a personal auto insurtech startup in Chicago. David is also a Fellow in the Casualty Actuarial Society and has an extensive background in creating and managing insurance programs.

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Ry Walker is the Founder and CEO of Tembo. Tembo is the Postgres developer platform for building every data service. Their mission is to collapse the database sprawl of the modern data stack with a unified developer platform.

Prior to founding Tembo, Ry was the Founder and CEO of Astronomer, which has been a huge success and has raised over 280 million dollars. 

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Todd Kaufman is the Co-Founder and CEO of Test Double. Test Double is a software agency offering consulting services in development, product management, and infrastructure. Their experienced consultants embed with your team and help solve problems from strategy to execution. 

Todd has been a software engineer for over 25 years, focusing on building systems that deliver business value and scale without excessive costs. Prior to Test Double, Todd worked as a Vice President at Pillar Technology. 

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Joe Apgar is the CEO of PELOTONIA, which was established in 2008 to fund lifesaving cancer research and is a rapidly growing non-profit today. 

Before PELOTONIA, Joe worked eight years at Rockbridge Capital. He was named to the 40 Under 40 Class of 2020 by Columbus Business First and the Future 50 Class of 2021 by Columbus CEO Magazine. In 2022, he was selected as a member of the Young American Leaders Program at Harvard Business School.

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Maddie Bell is the Co-Founder and CEO of Scheduler AI, an AI appointment setter that integrates directly into your CRM, web forms, and chats to coordinate meeting times in seconds while safeguarding your show rates. 

Prior to Scheduler AI, Maddie was a Brand Director for Procter & Gamble. While at P&G, she spent 12 years leading and delivering topline, bottom line, and share growth for multiple billion-dollar brands and products.

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Aaron Crookes is the Co-Founder and CEO of Apricity Robotics, a startup focused on developing semi-autonomous robots to aid and assist both patients and healthcare staff. Their main goal is to automate simple tasks so healthcare staff can be fully dedicated to critical patient needs. 

Prior to Apricity Robotics, Aaron worked in R&D for Autonomous Robots and Devices at Proctor and Gamble. 

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Amanda Epp is a founding team member and the CEO of ScriptDrop. ScriptDrop is the only healthcare IT company specializing in medication access that serves patients in all 50 states. ScriptDrop works alongside its healthcare partners to deliver medication access opportunities through technology, empathy, and healthcare expertise.

Previously, Amanda was an early employee of CoverMyMeds, moving up the ranks to ultimately serve as Director of New Product Implementation. She played an integral role in the company’s exponential growth and its eventual sale to McKesson in 2017 for 1.4 billion dollars.

She al...

Genevieve Bellaire is the Founder and CEO of Realworld. Realworld is your companion for navigating the journey of adulthood. They help you "get it together" by simplifying and streamlining your finances, health, career, and household. 

Prior to Realworld, Genevieve received her JD and MBA from Georgetown University and spent time at Goldman Sachs before ultimately launching Realword. 

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Brian Gregory is the Co-Founder and CEO of FMX. FMX is a leading provider of purpose-built, cloud-based solutions for Public Sector organizations. They help their customers transform facility, maintenance, and operations management in the communities where everyone learns, works, and lives.

Before founding FMX, Brian was a partner at Dynamix Energy Services, managing energy savings projects that highlighted the critical role of proper facilities management, ultimately inspiring the creation of FMX.

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Lindsay Fork is the Founder and CEO of Luxe Brands. Luxe Brands is a bridal fashion company with multiline offerings + brands for all brides. From La Jeune Mariee Bridal Collection, a luxury designer and special-order boutique located in downtown Columbus, Ohio, to "luxury for less" with multiunit Luxe Redux, the company caters to serve all brides.

Lindsay recently won the Ernst and Young Entrepreneur of the Year Award for the East Central Region. 

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Chris Powell is the CEO of Talmetrix, an employee feedback and analytics company with a mission to humanize data to further workplace well-being.

Leading up to Talmetrix, Chris built a career in human resources, including working as the Chief Human Resources Officer for Scripps Networks Interactive. 

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Tsavo is the CEO and Co-Founder of Pieces, a suite of on-device developer tools that boost productivity by helping you solve complex development tasks through a contextual understanding of your entire workflow.

Tsavo was an entrepreneur from the jump, founding his first company, accent.ai, straight out of high school. 

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Callan Harrington is the founder of Flashgrowth, and today, he is joined by Sullivan Finlay, a comedian and content creator based in Chicago. Sullivan has built a successful following on social media through engaging, humorous, and relatable content. In this episode of "That Worked," Callan and Sullivan dive into topics ranging from emerging healthcare models to the future of local news, technology, and how both guests are leveraging strategic thinking for growth.

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Katie Trauth Taylor is the CEO and Co-Founder of Narratize AI, a Generative AI storytelling platform for innovative enterprises. 

Before Narratize AI, Katie received her PhD in Rhetoric and Composition. During her PhD program, she launched her first startup, Untold Content. She is also the host of the Untold Stories of Innovation podcast. 

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Jane Mosbacher Morris is the CEO of To The Market. To The Market is a turn-key solution for ethical manufacturing and sourcing of apparel, accessories, and home goods. 

Before To The Market, Jane was the Director of Humanitarian Action for the McCain Institute and a Counterterrorism Advisor for the U.S. State Department. She is also the author of Buy The Change You Want to See, a book that explores how you can have a greater social impact through your everyday purchases.

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Brock Leonti is the CEO & Co-Founder of Prescribe FIT. Prescribe FIT is a full-service remote monitoring and lifestyle health coaching solution designed for orthopedic practices and patients.

Prior to Prescribe FIT, Brock was the Founder of Larock Healthcare Academy, which was acquired by Beckfield College, and President & Founder of Time For Help Home Care. 

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Darrin Murriner is the Co-Founder and CEO of Cloverleaf. Cloverleaf is an identity discovery and team-building tool that uses the most common behavioral assessments to help you discover how to work more effectively as a team or as an individual in a team.

Prior to Cloverleaf, Darrin co-founded BabysitEase. He is also the author of Corporate Bravery, a book about eliminating fear-based decision-making and transforming corporate cultures into brave places for people to do their best work and stay engaged. 

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Tim Metzner is the Founder and CEO of Fireroad. Fireroad is a new kind of holding company, borrowing the best from venture studios and private equity models. They bring a balanced approach to managing the risk of early-stage ventures with the predictability of enduringly profitable businesses.

Prior to Fireroad, Tim was a Founder of Ocean Accelerator, Differential, and Coterie Insurance. He’s also an active angel investor in 56 deals. 

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Ryan Eder is the Founder and CEO of IncludeHealth. IncludeHealth is an innovative healthcare technology company focused on delivering virtual physical therapy and patient data collection.

Ryan has a deep design background, having previously served clients like Nike and GE. He has also twice won Best in Show at the International Design Excellence Awards.

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Sasha Gainullin is the CEO of battleface and Robin Assist. Battleface is a global company enabling customers and partners to easily select travel insurance products and services that perfectly fit their needs. Robin Assist is a tech-driven emergency travel assistance platform supporting the travel insurance industry. 

Prior to battleface and Robin Assist, Sasha was the Interim CEO of Tangiers Group and, before that, the COO of Tangiers International. 

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In this episode of That Worked, host Callan Harrington and co-host Sullivan Finlay dive into a wide array of topics, from recording strategies and Zoom meeting setups to the evolving roles of being an individual contributor vs. leadership within companies. They discuss the balance between career advancement and personal satisfaction, highlighting Apple's approach to rewarding individual contributors without forcing them into leadership roles. The conversation also covers the benefits of stand-up and improv for personal and professional development, as well as the challenges of navigating social interactions. 

In this episode, Callan and Sullivan Discuss:

Luke Buchanan is the Co-Founder of Redi Health. Redi eliminates the confusion and complexity of the health journey through unparalleled access and support.

Prior to founding Redi Health, Luke was the Director of Pharma Account Management at CoverMyMeds. He joined CoverMyMeds before its acquisition by McKesson and helped continue to scale the team post-acquisition. 

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Derek and Jessica Crain are the Founders of Mindful Therapy Group and Mindful Support Services. When they first founded Mindful Therapy Group, they had a vision of uniting like-minded mental healthcare specialists to serve with compassion, experience, and a fresh outlook on mental wellness.

They now serve more than 1000 independent clinicians and have collectively served over 48,000 families, couples, teenagers, and children seeking to improve their lives with professional guidance.

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In this episode of That Worked, host Callan Harrington and co-host Sullivan Finlay, a writer, comedian, and content creator, explore the importance of personal branding, consistency in content creation, and the value of in-person interactions. Sullivan shares his journey from accounting to full-time comedian, while Callan provides insights on content strategy and founder experiences. They discuss strategic goal planning, the significance of human connections, managing stress, and adapting to new opportunities, offering valuable perspectives on achieving personal and professional growth.

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Travis is the Co-founder and CRO of Vouch. Vouch is the insurance company for the technology industry. Since 2019, Vouch has underwritten billions in risk on behalf of over 4,000 clients, backed by A-rated reinsurers and $165M from Ribbit, YC, Redpoint, and others.

Previously, he helped Nationwide Insurance launch Nationwide Ventures before joining Silicon Valley Bank’s Venture Capital group, where he raised over $1B from institutional investors to invest in fintech and digital health startups, including Root Insurance, Ladder Life, and Earnin. 

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Justin Ihnken is the Co-Founder and CEO of Enorra_. Enorra_ is revolutionizing finance by developing SaaS tools that eliminate complexity and accelerate data-driven decisions using machine learning and AI. Their mission is to enhance competitiveness in financial trade, focusing on data analytics, marketplace solutions, and ESG banking.

Prior to Co-Founding Enorra_, Justin Co-Founded QNTM Labs, a contract laboratory focused on providing chemical and biological analysis, as well as contract research, development, and regulatory compliance applications to pharmaceutical companies.

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Ali Schwanke is the Founder and CEO of Simple Strat. Simple Strat is a marketing and sales firm that helps you get more out of HubSpot. From CRM strategy and setup to marketing automation and content creation, their services are tailored to fuel customer acquisition and retention.

Simple Strat is also a HubSpot Diamond Solutions Partner and the host of HubSpot Hacks, the #1 unofficial YouTube channel for HubSpot Tutorials.

Ali is a data-driven marketing professional with 15+ years of experience in B2B, strategy, and content marketing. Most of all...

Wil Schroter is the founder and CEO of Startups.com, the world's largest startup platform. They help over one million startup companies find customers, funding, mentors, and world-class education.

Before founding Startups.com, Wil founded multiple successful startups like Swapalease.com and Fundable.com. He also founded Blue Diesel at the age of 19 and grew it to $700 million in capitalized billings before it became inVentiv, now valued at $6 billion dollars. 

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