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Humans of Flippa
Flippa
26 episodes
1 week ago
Samantha Hamilton founded Dottie for Running in 2015 from her one-bedroom LA apartment, blending her love for Disney and distance running into handmade running skirts. What started as a $5,000 Etsy experiment turned into a thriving niche eCommerce brand doing six figures annually. Ten years later, balancing life as a military spouse and mom of three, Samantha sold her business through Flippa and found the perfect buyer from within her own customer community. The conversation covers how she g...
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Entrepreneurship
Business,
Investing
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Samantha Hamilton founded Dottie for Running in 2015 from her one-bedroom LA apartment, blending her love for Disney and distance running into handmade running skirts. What started as a $5,000 Etsy experiment turned into a thriving niche eCommerce brand doing six figures annually. Ten years later, balancing life as a military spouse and mom of three, Samantha sold her business through Flippa and found the perfect buyer from within her own customer community. The conversation covers how she g...
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Entrepreneurship
Business,
Investing
Episodes (20/26)
Humans of Flippa
From Sparkly Side Hustle to Six-Figure Exit: How Samantha Hamilton Built and Sold Dottie for Running
Samantha Hamilton founded Dottie for Running in 2015 from her one-bedroom LA apartment, blending her love for Disney and distance running into handmade running skirts. What started as a $5,000 Etsy experiment turned into a thriving niche eCommerce brand doing six figures annually. Ten years later, balancing life as a military spouse and mom of three, Samantha sold her business through Flippa and found the perfect buyer from within her own customer community. The conversation covers how she g...
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1 week ago
42 minutes

Humans of Flippa
Scaling Passion: How Maggie Ortlieb Turned VegOut into a National Brand and Successful Exit
Maggie Ortlieb, founder of VegOut, shares her journey from building a passion project in Los Angeles to leading one of the top vegan lifestyle media brands in the U.S. What began as a city guide grew into a nationwide platform with strong affiliate revenue, brand collaborations, and a dedicated audience. After years of growth and burnout, Maggie decided to sell, achieving a smooth and speedy exit through Flippa. She reflects on the lessons learned, the emotions behind selling a bu...
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3 weeks ago
28 minutes

Humans of Flippa
The Realities of Raising Capital and Exiting a Business
In this episode of Humans of Flippa, Omeed Tabiei, a seasoned attorney and entrepreneur, brings a unique perspective from both sides of the deal table. Having served as corporate counsel for Virgin Hyperloop One during a $150 million fundraise and having launched his own startups, Omeed shares invaluable wisdom about navigating capital raises and business exits. Key Takeaways: *Why fundraising and exit processes are more similar than you might think Common misconceptions first-time fo...
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8 months ago
36 minutes

Humans of Flippa
Selling a YouTube Business at 75 Years Old
In this episode of Humans of Flippa, 75-year-old retired graphic artist Marty Geller discusses how his YouTube channel began as a hobby, grew to 1M+ subscribers, and turned into an exit. Marty discusses how online business can serve as both a creative outlet and a financial resource leading up to or during retirement years. Whether you're approaching retirement, already retired, or simply interested in turning creative skills into online income, Marty's story provides practical inspir...
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8 months ago
40 minutes

Humans of Flippa
Mastering Online Business Acquisitions and Exits at Flippa University with Ben Zogby
Join us for a conversation with Ben Zogby, entrepreneur and creator of Flippa University, as he shares his journey from building and selling his business for $1.8M on Flippa to acquiring new ventures and teaching others the art of digital M&A. Learn essential strategies for both buyers and sellers navigating the complex world of online business transactions. Key Takeaways: How to work yourself out of your business to create a valuable assetThe importance of patience during the acqui...
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8 months ago
42 minutes

Humans of Flippa
Flippa Invest Launches: A New Era of Growth Capital for Digital Businesses
On this episode of Humans of Flippa, we chat with Laurits Just, Flippa Invest Manager, as he shares his vision for revolutionizing online business financing. Learn how Flippa Invest bridges the gap between bootstrapping and venture capital, offering digital business owners a path to raise growth capital while maintaining control of their companies. Key Takeaways: *Laurits' background and how Flippa Invest started *Different approaches to raising capital vs traditional exits *Eligibil...
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9 months ago
44 minutes

Humans of Flippa
Ecommerce After Aggregators and the Age of Modern Commerce
In the evolving landscape of ecommerce, Fabricio Miranda brings a unique perspective as the CEO of Flieber, an ecommerce inventory management SaaS platform. Coming from diverse business backgrounds including water treatment and hedge fund management, Fabricio’s journey into ecommerce began in 2015 when he discovered the potential of Amazon stores, leading to a $12 million first-year venture. He worked with many Amazon FBA acquirers and aggregators during the Amazon FBA craze in 2020-2023, and...
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9 months ago
54 minutes

Humans of Flippa
Avoiding Business Buying & Selling Mistakes
Join us for an insightful conversation with David Barnett, M&A advisor and author, as he shares his expertise on small business valuation, acquisitions, and common pitfalls to avoid. Learn why most small businesses don't sell, how to properly value a business, and what it really takes to succeed as a business buyer. Key Takeaways: *Understanding the difference between hobbies, jobs, and true businesses *How to evaluate business seller's discretionary earnings (SDE) *Why passion alone is...
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9 months ago
53 minutes

Humans of Flippa
From Quiz Company to Media Empire: Sporcle's Acquisition Strategy
Join us for an insightful conversation with Ali Aydar, CEO of Sporcle, as he shares how his company evolved from a quiz platform into a major edutainment brand through strategic acquisitions, including their seven-figure purchase of TypingTest.com. Key Takeaways: *How to align acquisitions with organizational DNA and capabilities *The role of passion vs expertise in business acquisitions *Strategies for leveraging debt in larger acquisitions *Building "manufactured serendipity" in deal flo...
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9 months ago
30 minutes

Humans of Flippa
What Angel Investors Really Look For & Smart Due Diligence
Unlock expert strategies for buying and selling online businesses with angel investor Katie Dunn. With 25 years of commercial real estate finance experience and over 25 investments in CPG and tech, Katie shares her proven framework for strategic due diligence. Key Takeaways: *Passion Meets Purpose: Invest in industries you love while balancing emotional interest with data-driven analysis. *Core Due Diligence Checklist: Assess competitors, market differentiation, financial metrics, and grow...
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10 months ago
44 minutes

Humans of Flippa
How to Build a 7-Figure Marketing Machine—Proven Strategies for Growth & Exit | Victoria Hajjar
Want to scale your marketing operations and prepare for a high-value exit? In this video, Victoria Hajjar—founder of Ugli Ventures—shares her proven framework for building efficient, ROI-driven marketing systems that fuel business growth and increase valuation. Whether you're scaling your team, automating workflows, or prepping for acquisition, this conversation is packed with actionable insights to help you create a 7-figure marketing machine. What You'll Learn: ✅ The Replacement Ladder Fr...
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10 months ago
57 minutes

Humans of Flippa
From E-commerce to YouTube: A Solopreneur's Journey with Kevin Fernando
Join us for an insightful conversation with Kevin Fernando, owner of the YouTube channel, "Solopreneur", and successful online entrepreneur. With 12 years of experience across multiple business models, Kevin shares valuable lessons from building and selling e-commerce businesses on Flippa, and his transition to helping other entrepreneurs automate and optimize their operations. Key Takeaways: How to choose the right business model based on your interests and skillsLessons learned from ...
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10 months ago
38 minutes

Humans of Flippa
Replace Your Income by Acquiring an Online Business
Jaryd Krause is a leading M&A advisor who invested his way out of his job as a plumber to becoming a successful online business owner. He discusses how he helps clients build generational wealth through strategic online business acquisitions and his some of his frameworks for evaluating and growing digital assets. Key Takeaways: *Why larger acquisitions can actually be less risky than small ones *Understanding your role at different business levels *Building a long-term vision fo...
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11 months ago
51 minutes

Humans of Flippa
How to sell 34 Amazon KDP businesses in just 3 months via Flippa
Join us for an in-depth conversation with Enrico Carsano, a leading Amazon KDP expert who has facilitated 34 successful business sales in just 90 days. From his own journey building a $30K/month KDP business to helping others sell their digital publishing empires, Enrico shares invaluable insights about the Amazon KDP marketplace and what makes these businesses attractive acquisitions. Key Takeaways: *The three essential elements of a successful Amazon KDP business *How to evaluate Amazon K...
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11 months ago
54 minutes

Humans of Flippa
From JPMorgan to Digital Acquisitions: Mike Mammone's Business Journey
Join us for an engaging conversation with Mike Mammone, CEO of Long Tail Ventures, as he shares his fascinating journey from JPMorgan to a successful digital business acquirer based out of Dubai. Mike reveals valuable insights about buying and growing online businesses, including his recent acquisition of a privacy-focused tech business valued on Flippa for $1M. Key Takeaways: -Why buying existing businesses can be less risky than starting from scratch-The importance of thorough due ...
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11 months ago
34 minutes

Humans of Flippa
Mastering LinkedIn: Balancing Direct Selling and Value-Driven Strategies with Sam Szuchan
Mastering LinkedIn for B2B: Insights from Sam Szuchan Join us in this insightful conversation with Sam Szuchan, founder of Soleil, a boutique LinkedIn ghostwriting agency. Sam shares his expert strategies on balancing direct selling and value-driven content on LinkedIn to maximize business growth. Learn how to effectively leverage LinkedIn Sales Navigator, target the right clients, and create a strategic content marketing plan that drives revenue. Key Takeaways: - Balancing direct selling a...
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1 year ago
39 minutes

Humans of Flippa
The Journey of an SEO Trailblazer: Growth Strategies with Igal Stolpner
In this episode, Blake Hudson interviews Igal Stolpner, an SEO trailblazer and founder of Webify.io. They discuss Igal's journey in SEO, the strategies that led to the massive growth of Investing.com to 200 Million monthly visits. They also discuss the future of SEO and Igal shares three critical strategies for success: expanding to multiple languages, creating scalable content, and building mobile apps. They discuss the impact of the Search Generative Experience (SGE) and the September...
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1 year ago
30 minutes

Humans of Flippa
From Yelp to Becoming an Acquisition Entrepreneur with Devon Wright
Devon is an accomplished entrepreneur and early stage investor, who previously spearheaded Yelp Restaurant Marketplaces. He recently acquired an asset on Flippa and has big ambitions to turn it into something special. Hear about his wealth of business expertise as he chats with Flippa CEO Blake Hutchison. As a child, Devon was always building things, but after business school he went against his nature and took a job in a bank. Whether it was the environment or the landscape in 2009, banking...
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1 year ago
27 minutes

Humans of Flippa
Navigating Investment Strategies and Compounding Wisdom with Sam Marks
Navigating Investment Strategies and Compounding Wisdom with Sam Marks In the ever-evolving landscape of investments, navigating through economic changes and market complexities requires not only strategy but also a deep understanding of principles like compounding interest. In a recent conversation with Sam Marks, host of the successful podcast "Invest Like a Boss," we delved into his investment journey and explored the importance of staying grounded in sound financial principles. An Introdu...
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1 year ago
56 minutes

Humans of Flippa
Becoming a High-Growth Digital Business Aggregator | Humans of Flippa
Chase is a long-time Flippa buyer who has bought four businesses on Flippa, totalling $643,500 in transactions. Initially, there was a sense of hesitation as he didn’t quite have the confidence to completely extract his living expenses and invest in an online business. However, after much research and vetting of the industry, Chase found the courage to take a leap of faith to entrepreneurship. See more Humans of Flippa: flippa.com/blog/humans-of-flippa Watch full episodes of Humans of Flip...
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1 year ago
27 minutes

Humans of Flippa
Samantha Hamilton founded Dottie for Running in 2015 from her one-bedroom LA apartment, blending her love for Disney and distance running into handmade running skirts. What started as a $5,000 Etsy experiment turned into a thriving niche eCommerce brand doing six figures annually. Ten years later, balancing life as a military spouse and mom of three, Samantha sold her business through Flippa and found the perfect buyer from within her own customer community. The conversation covers how she g...