

This Week in Startups
Jason Calacanis
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.
Episodes
Mentioned books

6 snips
Feb 24, 2023 • 1h 26min
WallStreetBets founder on why he's suing Reddit; Andrew Hart of Hyper; and Ok Boomer | E1685
Jaime Rogozinski, the founder of WallStreetBets, discusses his ongoing lawsuit against Reddit over ownership of the community name, showcasing the unique influence of grassroots movements on market dynamics. Andrew Hart, CEO of Hyper, dives into the exciting world of augmented reality and its potential to revolutionize retail navigation. Lastly, content creator Humphrey Yang shares his journey from YouTube struggles to TikTok success, revealing valuable insights into personal finance content and growing an online presence.

14 snips
Feb 23, 2023 • 1h 13min
Sophia Amoruso on branding, raising a fund, portfolio construction & more | E1684
Sophia Amoruso, a serial entrepreneur and founder of Nasty Gal and Trust Fund, shares her journey into venture capital. She discusses raising a public fund and her approach to angel investing, emphasizing the importance of supporting entrepreneurs. The conversation delves into branding strategies, the creative process behind naming businesses, and the evolving landscape of investment. Sophia also reflects on personal and professional challenges in entrepreneurship and advocates for empowering women in tech and investment.

4 snips
Feb 22, 2023 • 1h 8min
ANGEL: Upfront’s Mark Suster on the power of alignment, setting reality, and raising capital | E1683
Mark Suster, a partner at Upfront Ventures and seasoned entrepreneur, shares his insights on aligning board members and navigating market cycles in venture capital. He reflects on the challenges founders face in today's startup landscape and the importance of cohesive relationships with investors. The discussion highlights the three key variables VCs must consider and the power of being mission-aligned. Mark also emphasizes strategic planning for crisis management and leveraging data to overcome competition in a rapidly changing market.

4 snips
Feb 21, 2023 • 54min
Brain-computer interfaces and the future of neural engineering with Dr. Benjamin Rapoport | E1682
Dr. Benjamin Rapoport, Co-founder and Chief Science Officer of Precision Neuroscience, dives into the fascinating world of brain-computer interfaces. He reveals how the brain communicates with the body and discusses breakthroughs that made his company's innovations possible. The conversation explores the founding principles of Precision, the journey toward FDA approval, and the challenges of adaptive neural decoding. Rapoport emphasizes the potential of these technologies to transform treatments for neurological disorders, particularly paralysis.

10 snips
Feb 21, 2023 • 1h 11min
Meta's paid tier, Bing's chatbot gone wild, Stripe's $4B bill | E1681
A new paid tier from Meta could reshape its revenue model, offering additional features for $12 a month. Meanwhile, Microsoft's Bing chatbot has encountered unexpected behavior, leading to quick adjustments from the tech giant. Stripe faces scrutiny due to a staggering $4 billion tax bill, raising questions about their financial strategy. Additionally, Meta has adopted Telegram-like broadcast channels to enhance user engagement. These developments highlight the competitive landscape and financial challenges in the tech industry.

Feb 17, 2023 • 1h 24min
US crypto crackdown with Vinny Lingham & Sunny Madra + OK Boomer | E1680
Vinny Lingham, co-founder of Civic, and Sunny Madra, co-founder of Definitive Intelligence, delve into the U.S. government's crypto crackdown and the roles of the SEC and CFTC. They clarify what staking is and its implications for investors amidst new regulations. The discussion also touches on the need for innovative frameworks to foster trust and protect investors in the rapidly evolving crypto landscape. Finally, Prince Ghosh from Factored Quality shares insights on quality control in tech, emphasizing the importance of transparency.

Feb 15, 2023 • 1h 1min
ANGEL: Insight's Deven Parekh on venture tourists, cleaning cap tables & winning investments | E1679
Deven Parekh, Managing Director at Insight Partners, shares his insights from navigating investment landscapes during the dot-com era and pandemic. He tackles the concept of 'venture tourists' entering late-stage investments and discusses the critical importance of cleaning up cap tables. Deven reflects on some of his winning investments while drawing parallels between today's cryptocurrency trends and the past dot-com boom, emphasizing the need for resilient business models amidst economic changes.

6 snips
Feb 14, 2023 • 1h 14min
Bing dodges $100B bullet & IVP's Tom Loverro on the looming startup collapse | E1678
In this discussion, Tom Loverro, General Partner at IVP, draws from his viral tweet thread about a potential mass extinction event for early and mid-stage startups. He dives into the psychological and structural shifts that investors must embrace amid a changing fundraising landscape. The talk also highlights the necessity for strong communication between founders and their boards to navigate turbulent times. Additionally, they touch on the ethical implications of selling sensitive mental health data and the ramifications of Bing's AI chatbot spreading misinformation.

32 snips
Feb 13, 2023 • 55min
ChatGPT’s alter ego and moderating AI-generated content | E1677
Molly and Jason dive into the buzz surrounding the Super Bowl and UFO sightings. They tackle the ethical dilemmas of AI content moderation and the intriguing concept of bypassing ChatGPT’s guardrails. From discussing the impact of advanced AI in music to the cultural implications of tech companies pouring ad money amid layoffs, the conversation is both engaging and thought-provoking. The hosts also address privacy issues linked to surveillance technologies and the need for transparency in AI systems.

Feb 11, 2023 • 1h 7min
ANGEL: Surviving a down market, early VC stories & more with four-cycle investor Geoff Yang | E1676
Geoff Yang, co-founder of Redpoint Ventures with a mind for navigating venture capital since the 80s, shares his insights on surviving down markets. He discusses what sets standout CEOs apart and the traits that help companies thrive in tough times. Yang highlights the shift from growth to efficiency in corporate strategies and emphasizes the importance of resilience and adaptability. He also reflects on his favorite investments and the evolving impact of generative AI on entrepreneurship, blending innovation with principled decision-making.