MoneyNeverSleeps

• 285: Startup Smarts & Web3 Wisdom | Highlights from the Past Year

  This week, we’re taking a look back at some of my favorite moments from the past year—the conversations that stuck with me long after we hit stop on the recording. If you missed them the first time around, now’s your chance to catch the highlights!And here’s the kicker—every one of the eight segments I pulled together features a mentor from the Techstars Web3 Accelerator that I lead. It’s part highlight reel, part "thank you" to these incredible people who help founders navigate the startup grind. A huge shoutout to Mai Santamaria, Patrick Pinschmidt, Hesus Inoma, Rita Martins, Alejandro Gutierrez, Laura Walsh, Philipp Pieper, Timo Lehes, and Arabian Prince from NWA for sharing their wisdom.A number of these guests will also be joining us at the Techstars x Crypto Mondays Ireland event that Hugh McGirr and I are hosting in Dublin on Monday, March 10th at Toner’s Pub. If you’re around, come reconnect with old friends, meet new builders, investors, and operators across Web2, Web3, and enterprise, and hear from our Techstars Web3 Class of 2025. You might even enjoy a pint of Guinness while you’re at it. Check out the Luma linkto register here.LINKS:Keywords: #techstars #mentors #web3 #cbdc #beststartupinsights #entrepreneurship #podcast #startupecosystem #venturecapitalinsights #blockchaintrends #AI #crypto #fintechinnovationsLeave a review and subscribe on Apple Podcasts Spotify MoneyNeverSleeps (website)Check out all of the original episodes we featured: 241: Money Talks with Mai Santamaria | Binance and CZ | Argentina's New President | Vitalik's Techno-Optimism Manifesto | Blockchain and AI Intersect 248: Venture Investing and Connecting the Dots with Patrick Pinscmidt 257: How I Got To Techstars on a Flywheel | Hesus Inoma Interviews Pete Townsend | Venture With Hesus 264: Rita Martins | Author of Web3 in Financial Services 269: Working in Web3 | Real World Asset Tokenization in Finance and Beyond | Guest Co-Host Alejandro Gutierrez 266: Crypto Politics: Unpacking Trump's Campaign Promises with Laura Walsh 277: Straight Outta Crypton | Swarm and the Rise of RWAs | Timo Lehes and Philipp Pieper 283: Arabian Prince | The N.W.A Pioneer Empowering the Next Tech GenerationEmail us: [email protected] us on X(Twitter): Pete Townsend:https://twitter.com/petetownsendnv MoneyNeverSleeps:https://twitter.com/MNSshowFollow us on LinkedIn: Pete Townsend:https://www.linkedin.com/in/pete-townsend-1b18301a/ MoneyNeverSleeps:https://www.linkedin.com/company/28661903/MoneyNeverSleeps newsletter:https://moneyneversleeps.substack.com/

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• 284: Operation Chokepoint 2.0 | SEC’s Next Crypto Journey | Solana’s Growth | Alejandro Gutierrez

  Alejandro Gutierrez joins me once again to dive into some of the biggest conversations in crypto right now, including:The fallout from Operation Chokepoint 2.0 and the debanking of crypto startups—what it means for the industry and how regulatory shifts in the U.S. and Europe could reshape the future of digital assets.Why Solana is having its moment—how Solana's DEX volume is outpacing Ethereum’s and what this means for the long-term viability of the network.The rise of decentralized exchanges (DEXs) and why Uniswap launching its own Layer 2, Unichain, could be a game changer.Institutionalization of crypto—how Solana ETFs and BitGo’s rumored IPO are bringing more traditional finance players into the space.The evolving regulatory landscape—what the SEC’s new stance on crypto, led by Commissioner Hester Peirce, could mean for the industry’s future.Plus, we share the details on an exciting new event—Techstars and CryptoMondays Ireland are teaming up for a first-of-its-kind gathering in Dublin on March 10th (register here).Alejandro Gutierrez is a leading figure in the decentralized finance (DeFi) space and an early adopter of real-world asset tokenization. Alejandro has contributed to the growth of DeFi through his work with MakerDAO, Tokeny, Securitize, and Centrifuge, as well as his co-founding of Consolfreight, Defactor, and ETH Dublin.EPISODE LINKS:Operation Chokepoint 2.0 / DebankingCoinbase - the facts are the facts FDIC (X, 6-Feb-25)Operation Chokepoint 2.0 - Nic Carter, Castle Island Ventures (Pirate Wires, 8-Feb-23) Marc Andreessen on Joe Rogan (Joe Rogan Experience, 27-Nov-24)Fed's Powell Says He's Also Worried About Debanking (Coindesk, 11-Feb-25)Graham Rodford from Archax on the UK situation (Linkedin, recently)New Era in the SEC with CryptoThe Journey Begins - SEC Commissioner Hester Peirce (SEC, 4-Feb-25)Other TopicsSolana DEX Volume Tops $60M as It Looks to Extend 4-Month Winning Streak Over Ethereum (Coindesk, 11-Feb-25)BitGo Mulling IPO This Year (Coindesk, 11-Feb-25)Uniswap Labs Officially Launches Layer-2 ‘Unichain’ (Coindesk, 10-Feb-25)Keywords:  #OperationChokepoint2 #debanking #SolanaDEXvolume #UniswapLayer2 #Cryptoregulation2025 #DeFI #Institutionalcryptoadoption #SolanaETFs #seccryptopolicyLeave a review and subscribe onApple PodcastsSpotifyMoneyNeverSleeps (website)Follow our guest co-host Alejandro Gutierrez:X(Twitter):  https://twitter.com/A_gutierroLinkedIn: https://www.linkedin.com/in/alejandro-gutierrez-98979b43/Email us: [email protected] us on X(Twitter):Pete Townsend: https://twitter.com/petetownsendnvMoneyNeverSleeps: https://twitter.com/MNSshowFollow us on LinkedIn:Pete Townsend: https://www.linkedin.com/in/pete-townsend-1b18301a/MoneyNeverSleeps: https://www.linkedin.com/company/28661903/MoneyNeverSleeps newsletter: https://moneyneversleeps.substack.com/

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• 283: Arabian Prince | The N.W.A Pioneer Empowering the Next Tech Generation

  This week, we’re tapping into the intersection of hip-hop, technology, education and startups with a true pioneer—Arabian Prince. If you know your rap history, you know Arabian Prince as one of the founding members of N.W.A, the Rock and Roll Hall of Fame rap group that redefined music and culture. But what you might not know is that he’s also a lifelong technologist, entrepreneur and futurist—a kid from Compton who got his hands on a computer early and never looked back. From songwriting, rapping and DJ-ing to producing electro-funk beats and Grammy-nominated #1 hit song Supersonic to leading innovation in 3D animation, video games, and blockchain, he’s been pushing the boundaries of technology for decades. In this episode, we talk about how a chance encounter with an N.W.A-inspired crypto-merch baseball cap led to this conversation, and from there, we cover everything—his early love for tech, how music and technology shaped his career, and his mission as founder of INov8 Next Open Labs and co-founder of INov8 Capital to bring the next generation of kids into the world of tech. Form beats to bytes, Arabian’s story is all about curiosity, hustle, creativity, and breaking boundaries—whether it’s in music, business, or technology, so this is one you don’t want to miss. EPISODE LINKS Follow OGArabianPrince on social: Instagram | LinkedIn | X/Twitter Learn more about iNov8 Next Open Labs Learn about Arabian Prince’s music and past work here Check out Arabian Prince’s GGGOAT Golf and GGGOAT PC brands  Check out Swarm, the crypto real-world asset platform that started this conversation: www.swarm.com QUOTES FROM THE EPISODE “I was just a kid with a computer in Compton. That changed everything for me.” “If you want to make real change, you have to give kids access—not just knowledge, but tools, networks, and opportunities.” “Most of the people running tech companies today grew up on our music. That connection helps me open doors to push innovation forward.” SHOW NOTES  01:45 – The backstory: A crypto merch cap leads to this conversation 04:10 – Growing up in Compton, discovering computers, and early influences 08:50 – Blending music and technology: from electro-funk to hip-hop 11:15 – The birth of N.W.A and leveraging tech in the studio 14:40 – Why Arabian Prince left N.W.A and pivoted into animation and video games 16:20 – Working on Mighty Morphin Power Rangers, Silver Surfer, and Casper 18:30 – Founding iNov8 Next Open Labs and building tech education initiatives 21:05 – The regional approach: Adapting tech education to different U.S. communities 24:15 – Leveraging relationships and hip-hop’s legacy to open doors in tech 27:40 – Thoughts on blockchain, AI, and the future of digital ownership 29:50 – The impact of teaching kids about technology and entrepreneurship 32:00 – Fun facts about Arabian Prince: his love for SpongeBob and video games 34:00 – Arabian’s connection to Ireland and plans for visiting soon 35:00 – Closing thoughts and where to find Arabian Prince online Keywords: #arabianprince #nwa #rap #hiphop #tech #education #inov8next Shout-outs and hat-tips: Amor Sexton, Philipp Pieper, Timo Lehes, Katie Evans, Kene Ezeji-Okoye Leave a review and subscribe on Apple Podcasts Spotify MoneyNeverSleeps (website) Email us: [email protected] Follow on X(Twitter): Pete Townsend: https://twitter.com/petetownsendnv MoneyNeverSleeps: https://twitter.com/MNSshow Follow on LinkedIn: Pete Townsend: https://www.linkedin.com/in/pete-townsend-1b18301a/ MoneyNeverSleeps: https://www.linkedin.com/company/28661903/ MoneyNeverSleeps newsletter: https://moneyneversleeps.substack.com/

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• Trump Memecoin Mania, SEC Shakeups, and the Future of Finance with Laura Walsh

  Laura Walsh returns this week to help me unpack the whirlwind of events shaking up crypto, finance, and politics—from Trump’s memecoin antics to regulatory shifts and the ever-increasing adoption of crypto by institutional finance. Laura Walsh is a Techstars All Star Mentor, advisor, founder, web3 OG and friend, and in this episode, we dive into: Trump’s Memecoin Playbook – How the former U.S. president’s memecoins raked in millions in fees and what it says about crypto speculation today. Gary Gensler’s Exit from the SEC – What his departure means for the regulatory landscape and whether this signals a new era for crypto. Institutional Finance Embracing Blockchain – The latest on Circle’s acquisition of Hashnote’s tokenized money market fund and why crypto natives, not TradFi, are fueling the real-world asset movement. Regulatory Clarity & Crypto Adoption – How the SEC’s new crypto task force led by Hester Peirce is changing the conversation around compliance and innovation. Lessons from the Irish Whiskey Trade Battle – A fascinating parallel between crypto lobbying and how the Irish whiskey industry successfully pushed for tariff exclusions in the U.S. Canada’s Response to Trump’s Trade Threats – The geopolitical implications of America’s shifting trade policies and how Canadians are rallying against expansionist rhetoric. There’s no shortage of action in this episode—memecoins, market shifts, regulatory updates, and some fascinating history lessons all packed into one conversation! Resources & Mentions: Gary Gensler Leaves SEC, and Cryptocurrency-Friendly Mark Uyeda Is Appointed (Binance, 20-Jan-25) SEC Forms New Crypto Task Force Spearheaded by Hester Peirce (CoinDesk, 21-Jan-25) Trump’s meme coin is a reminder of crypto’s dumbest use case (CNN, 21-Jan-25) Alternative viewpoint on memecoins from Kevin DeGods (X/Twitter, 20-Jan-25) Canada has threatened ‘dollar for dollar’ retaliatory tariffs and ‘nothing is off the table’ (National Post, 21-Jan-25) The Irish whiskey playbook: an insider’s guide to how firms must navigate Trump’s DC (Business Post, 20-Jan-25) Dfns Raises $16 Million to Expand Crypto Wallet Infrastructure (Pymnts.com, 17-Jan-25) Circle buys tokenized money market fund Hashnote-USYC (Finextra, 21-Jan-25) Tornado Cash off OFAC List (Cointelegraph, 22-Jan-25) Ross Ulbricht pardoned (X, 21-Jan-25) Connect with Laura Walsh on social media: Linkedin: https://www.linkedin.com/in/lauralwalsh/ Twitter: https://twitter.com/TheOGLauraWalsh Keywords: Trump, memecoins, crypto, regulations, SEC, tokenized assets Leave a review and subscribe on Apple Podcasts Spotify MoneyNeverSleeps (website) Email us: [email protected] Follow on X(Twitter): Pete Townsend: https://twitter.com/petetownsendnv MoneyNeverSleeps: https://twitter.com/MNSshow Follow on LinkedIn: Pete Townsend: https://www.linkedin.com/in/pete-townsend-1b18301a/ MoneyNeverSleeps: https://www.linkedin.com/company/28661903/ MoneyNeverSleeps newsletter: https://moneyneversleeps.substack.com/

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  42:19
• 281: The Art of Startup Exits | Brian McDonald from Bay Advisory

  Brian McDonald is a partner at Bay Advisory, a corporate finance firm helping founders navigate funding, scaling, and exiting their businesses. Brian first joined the show in 2021, and now, four years later, he returns to share updated insights on startup exits, valuations, and the evolving market landscape. From the importance of staying true to your business identity to understanding deal structuring and negotiation tactics, Brian breaks down what founders need to know before, during, and after an exit. He also shares his thoughts on current trends, including valuation shifts, the rise of AI-driven businesses, and the significance of knowing when to walk away from a deal. If you’re a founder planning your next fundraising round or thinking about an exit, this episode is packed with actionable advice and real-world examples that you won’t want to miss. Key Takeaways 1. Stay True to Your Business Identity: Many founders feel pressured to present their business as a SaaS or AI-driven venture to attract investors, but Brian emphasizes the importance of positioning your business based on what it truly is rather than shaping it to fit investor expectations. 2. Avoid Venture Capital If You Plan to Keep Your Business Long-Term: If you’re building a business to own and operate for life, taking on investors expecting a return may not be the right move. Transparency about your vision is crucial in aligning with the right partners. 3. Consider Alternatives to Full Exits: Founders don’t have to sell their entire company to achieve financial security. Partial exits or taking some cash off the table while continuing to scale can be viable options. 4. Valuation Challenges in Today’s Market: Valuations fluctuate, and generic revenue multiples can be misleading. Founders should focus on comparable deals and be realistic about their company’s value in the current market conditions. 5. Earnouts and Deal Structuring: Few exits involve a full cash payout at closing. Earnouts based on future performance are common, and founders should aim for turnover-based earnouts rather than EBITDA-based, as buyers can manipulate EBITDA figures.. 6. Know Your ‘No’ and Be Ready to Walk Away: Understanding your bottom line in negotiations is critical. If a deal isn’t right, having the confidence to walk away can save founders from making costly mistakes. Market Trends and Strategic Insights: Longer Deal Timelines: Exit processes that once took six months are now stretching to 9-12 months due to market shifts. AI Bubble: Many businesses are branding themselves as AI-driven when they’re not, which mirrors past trends seen with blockchain startups. Corporate vs. PE Buyers: Corporates focus on strategic fit, while PE firms prioritize financials and growth potential. Importance of Data Rooms: Keeping updated documentation can streamline fundraising or an acquisition process when the time comes. Guest Details: Email: [email protected] Website: BayAdvisory.ie LinkedIn: Brian McDonald Listen to Brian’s first appearance on MoneyNeverSleeps in 2021 (episodes 118 and 119, Words of Advice, Parts 1 &2) Learn more about Bay Advisory and their advisory services for founders Brian referred to the book A Slight Edge by Jeff Olson in focusing on your niche at the earliest stages Leave a review and subscribe on Apple Podcasts Spotify MoneyNeverSleeps (website) Email us: [email protected] Follow on X(Twitter): Pete Townsend: https://twitter.com/petetownsendnv MoneyNeverSleeps: https://twitter.com/MNSshow Follow on LinkedIn: Pete Townsend: https://www.linkedin.com/in/pete-townsend-1b18301a/ MoneyNeverSleeps: https://www.linkedin.com/company/28661903/ MoneyNeverSleeps newsletter: https://moneyneversleeps.substack.com/

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  47:04

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