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The Pursuit of Scrappiness

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Feb 18, 2025 • 45min

194. “We Entrust Things to AI That We Never Would to Any Other Software - And It’s Wrong”: AI Security Expert Reveals the Risks Startups Are Facing & How to Protect Against Them w/ Peter Garraghan (Mindgard)

Peter Garraghan is the CEO and co-founder of Mindgard, a cybersecurity startup focused on protecting businesses from AI-driven threats. With a background as a professor of computer science and an internationally recognized expert in security, Peter has dedicated his career to understanding and mitigating risks associated with AI systems. Having raised over $8 million in funding, he leads efforts in tackling emerging AI vulnerabilities, ensuring that companies can integrate AI safely into their operations. Featured in Forbes and with over 60 published scientific papers, Peter is at the forefront of AI security research, helping businesses navigate the complex and evolving landscape of artificial intelligence risks.On this episode we talk about:Understanding the vulnerabilities of AI models and why businesses need to take them seriously.The rise of AI-powered scams, phishing attacks, and deepfakes, and how they impact businesses and individuals.Traditional cybersecurity methods vs. the unique challenges posed by AI-driven threats.Best practices for companies integrating AI into their operations without exposing themselves to risks.Where AI security is headed and the potential dangers as AI systems become more autonomous.==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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Feb 11, 2025 • 13min

INSIGHT #12: “To Build a Multi-Million Dollar Company, You Cannot Rely on One Bet—You Need Successive Growth Loops” + The 70-20-10 Framework to Manage Stability, Expansion, and Innovation w/ Anastasija Oleinika (Fyul)

This is an insight from our previous conversation on building a multi billion dollar company and growth strategy:Companies cannot rely on just one big bet or hope to stumble upon successive growth loops. A long term structured growth plan is requiredThe 70-20-10 Framework for Company Strategy ensures a balance between stability, expansion, and innovation.Investors look for a clear and sustainable plan for growth, not just user acquisition or high valuations.Anastasija Oleinika is the President and Head of Platform of the newly merged Latvian print on demand powerhouse Fyul (Printify + Printful). At the time of recording Anastasija was the CEO of Printify, a platform revolutionizing the print-on-demand market that raised more than 50mUSD in VC funding. Her leadership journey includes her previous CEO role at the Twino investment platform, where similarly to Printify she transitioned from CFO to CEO role.Listen to the full conversation with Janis here on Episode 157:Link to SpotifyLink to Apple Podcastshttps://www.pursuitofscrappiness.co/episodes/157-anastasija-oleinika==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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Feb 4, 2025 • 49min

193. A Founder Who Built Crypto Startup with 14M Users & Then Pleaded Guilty to Conspiracy Charges Reveals What You Should Know About Regulations, Methods to Achieve Early Growth & Why Crypto Founders Build Fewer Unicorns w/ Artur Schaback (Paxful)

Artur Schaback is the co-founder of Paxful, a peer-to-peer Bitcoin marketplace and one of the most well-known brands in the crypto industry. Having built Paxful into a major force in the crypto industry, Artur has witnessed the ups and downs of the Bitcoin ecosystem firsthand. He recently left his full-time role at Paxful and is now working on Clip Finance, a DeFi yield optimization protocol, where he is a core contributor.On this episode we talk about:The rise of Paxful and the early days of Bitcoin Growth hacking strategies that scaled Paxful Managing compliance and getting charged by DOJLessons from crypto’s boom and bust cyclesThe role of Decentralized Finance (DeFi) and Clip FinanceTrump’s return and the future of crypto regulations==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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11 snips
Jan 28, 2025 • 56min

192. 5 Ways Trump Will Practically Affect Your Startup in Europe, Latest in AI Race, Fintechs Dominate European Top 20 Startups & Can the EU Catch Up with the US?

The potential re-election of Trump could significantly influence European startups, highlighting investment opportunities and regulatory challenges. The EU is striving to unify business regulations to promote innovation across borders. Recent discussions focus on the burgeoning fintech landscape in Europe, with notable unicorns emerging. Celebrations of Estonia's startup ecosystem showcase its economic impact. Additionally, advancements in AI are reshaping workforce dynamics, with new platforms aimed at simplifying AI integration in businesses.
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Jan 21, 2025 • 48min

191. “Hard Problems Remain Hard Whether It’s War or Peacetime”: CEO Who Raised $4M Pre-Seed Shares His Learnings as a 2nd-Time Founder, Securing Government Grants & Thoughts on Recent UFO Sightings w/ Agris Kipurs

Agris Kipurs is the Co-Founder and CEO of Origin Robotics, a pioneering defense tech startup specializing in autonomous drone systems for precision strikes in challenging environments. The company recently raised a 4mEUR pre-seed round led by Change Ventures and featuring support from the EU and the Latvian Ministry of Defense. Agris was also a co-founder of Airdog, the first commercial application drone to fly without remote control which was exited to Alarm.com. On this episode we talk about:The Evolution of Drone TechnologyBuilding a Defense Tech StartupThe Role of Reputation in Defense TechNavigating Funding in DefenseLessons from Ukraine’s Defense Innovations==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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Dec 17, 2024 • 52min

190. Podcaster-Turned-Founder Who Just Raised $12 Million Series A Explains Dos and Don’ts of Influencer Marketing, Why It Might Not Work for B2B, & How to Create a Culture That Makes Employees Tattoo Your Logo w/ Avery Schrader (Modash)

Avery Schrader, the Founder and CEO of Modash, discusses his journey from influencer marketing to starting a successful platform that supports brands like Victoria’s Secret. He highlights why authentic storytelling trumps traditional ads and shares practical tips on selecting the right creators. Avery also dives into the peculiarities of B2B influencer marketing and the importance of tracking key metrics for ROI. Moreover, he emphasizes building a strong company culture that attracts talent and encourages employees to connect deeply with the brand.
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Dec 10, 2024 • 47min

189. Ads, Analytics & AI. How Distractions Rob Us of Ability to Think Deeply, Challenges of Tracking Marketing ROI & Creating B2B Content Optimized for ChatGPT w/ Vlad Zhovtenko (RedTrack)

Vlad Zhovtenko, Founder and CEO of RedTrack, shares his insights on advertising technology and the impact of AI on ad performance tracking. He discusses the complexities of measuring marketing ROI across various devices and how small businesses often overlook powerful optimization tools. Vlad emphasizes the benefits of B2B companies embracing Black Friday and leveraging strategic pricing. Additionally, he explores how distractions hinder deep thinking in startups, advocating for patience and resilience in achieving meaningful results.
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Dec 3, 2024 • 52min

188. Ragnar Sass: Unicorn Founder Who Turned His Attention to Helping Ukraine – Lessons Learned on the Ground, Military and Terrorist Drone Threats, and Why Defense Tech Needs Non-Technical Founders

Ragnar Sass is a serial entrepreneur, co-founder of the unicorn Pipedrive, and an active investor in the Baltic and Ukrainian tech scenes. Beyond his entrepreneurial success, Ragnar has emerged as a leading advocate for Ukraine during its time of crisis, founding the Help99 Convoy initiative, which has delivered over €10 million in aid and critical supplies. With deep ties to Ukraine through business and personal connections, Ragnar is leveraging his expertise to support defense tech innovation and foster resilience in the face of geopolitical challenges.On this episode we talk about:The Role of drone technology in modern warfareStories of Ukrainian founders balancing entrepreneurship and national defense efforts amidst war.Opportunities in DefenseTech and how also non-technical founders can contributeInsights into navigating compliance, fundraising, and long sales cycles in the defense sector.Lessons from Israel’s defense model and how Europe must adapt to new security realities.To continue supporting Ukraine financially, go to: https://www.help99.co/==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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Nov 26, 2024 • 42min

187. Martin Sokk (Lightyear) Explains How the Courage to Go Against Conventional Wisdom Led to 40 Consecutive Months of Growth and a Product with Virtually No Churn + Why Founders Should Always Be Raising

Martin Sokk is the Founder and CEO of Lightyear - the greatest investing app for stocks, bonds, ETFs, you name it. The company raised 25mUSD back in 2022 from such big name investors as Lightspeed venture partners, Virgin Group, Taavet+Sten, Metaplanet and others and has been building relentlessly since. Martin was on our show before on episode 81 shortly after their Series A round, so you are welcome to scroll back!On this episode we talk about:- Navigating Regulatory Challenges in Fintech- The Importance of Localization in European Markets- Building a Simple and Intuitive User Experience- Balancing Sustainability and Profitability- Fundraising Strategies and Longevity in Startups==If you liked this episode or simply want to support the work we do, buy us a coffee or two, or a hundred, with just a few clicks at: https://buymeacoffee.com/pursuitofscrappinessFind all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show
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Nov 21, 2024 • 9min

INSIGHT #11: Learn Visual Storytelling Tips from a Man Who Broke Out of 9-to-5 Job to Become LinkedIn's Top Visual Influencer with 200K+ Followers

This is an insight from our previous conversation on making your visual presentations more powerful:Breaking down complex concepts into essential elements to make them easier to understandAvoiding clutter in visual presentations, highlighting that simplicity and minimalismA method for testing visuals you can apply todayJanis Ozolins is an illustrator known for his compelling visual content on LinkedIn and Twitter. He has built an impressive following on these platforms, showcasing his unique ability to visualize and simplify complex life and business concepts. His work, which often addresses themes like productivity, procrastination, and overcoming perfectionism, resonates with a wide audience. Janis's skills have not only attracted the attention of top LinkedIn influencers like Justin Welsh and Sahil Bloom but have also made him a sought-after figure in the realm of content creation. Through his work, Janis demonstrates how to make business presentations more effective and points more relatable, turning content creation into a thriving business​​.Listen to the full conversation with Janis here on Episode 140:Link to SpotifyLink to Apple Podcastshttps://www.pursuitofscrappiness.co/episodes/140-janis-ozolins===============Find all episodes on >  https://www.pursuitofscrappiness.co/Watch select full-length episodes on our YouTube channel > https://www.youtube.com/channel/UCP6ueaLnjS-CQfrMCm2EoTAConnect with us on Linkedin > https://www.linkedin.com/company/pursuit-of-scrappiness/===============Support the show

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