
This Week in Startups
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.
Latest episodes

25 snips
Dec 13, 2024 • 1h 10min
Cyera's Hypergrowth, Cake's Cap Table Push, and ServiceTitan's Stellar IPO | E2060
Yotam Segev, co-founder of Cyera, a leader in data security, shares insights on their recent $300 million funding round and a major acquisition to bolster data protection. Kim Hansen, CEO of Cake Equity, discusses innovative strategies for managing cap tables in a competitive market. They dive into the evolution of cybersecurity, the role of AI, and the impact of recent IPOs on SaaS companies. The conversation highlights the importance of cultural alignment in hiring and the future growth potential of startups navigating equity management.

19 snips
Dec 12, 2024 • 25min
The Top 6 Startup Finance FAQ’s | Startup Finance Basics w/ Kruze's Scott Orn
Scott Orn, COO at Kruze Consulting, shares his finance expertise tailored for startup founders. He tackles crucial questions like avoiding payroll tax and the complexities of shutting down a startup. Scott explains the importance of correctly classifying workers to avoid tax pitfalls. He sheds light on managing franchise taxes and discusses how to communicate with VCs about revenue. The conversation also covers the risks of venture debt, emphasizing disciplined financial practices for long-term success.

Dec 12, 2024 • 1h 6min
Negative Venture Returns, GM Kneecaps Cruise, and Finix joins the TWiST500 | E2059
Suvir Wadhwa, Founder and CEO of Flite, shares insights on simplifying operations for event organizers. The conversation dives into the fallout from negative venture returns, particularly around Tiger Global’s recent struggles. Wadhwa discusses the impact of losing key investors and the shifting dynamics in the tech landscape. The podcast also explores GM's strategic moves in self-driving cars and the significance of regulatory changes on startups, shedding light on the broader implications for the industry.

Dec 11, 2024 • 1h 19min
Drones, Deepfakes, and Disruptors with Lon Harris, Remento and Cuby | E2058
Lon Harris, a newsreader known for his tech insights, joins Alex Gumbel, COO of Qubii Technologies, to discuss the latest in drone technology and its implications. They delve into the mysterious drone sightings in New Jersey, raising security concerns, and explore the future of drone delivery services. The conversation also touches on OpenAI's groundbreaking video generation tool, Sora, and the ethical dilemmas of AI in creative fields. Additionally, Gumbel highlights innovative home construction methods using mobile micro-factories to tackle the housing crisis.

37 snips
Dec 10, 2024 • 1h 28min
TWiST News: Bitcoin’s Future, Reddit Answers, SEC Shifts, and more! | E2057
Anthony Pompliano, an influential investor specializing in crypto and founder of Pomp Capital, joins the discussion to dissect Bitcoin's future amid shifting regulatory landscapes. He highlights Michael Saylor's bold Bitcoin strategies and the emotional dynamics of investing in this volatile market. The conversation also touches on Reddit's innovative Q&A feature and the potential impacts of new political leadership on the cryptocurrency sector, capturing a landscape ripe with optimism yet tempered with caution.

40 snips
Dec 7, 2024 • 1h 13min
Ghost Engineers, Measuring Productivity, & Memecoin Scams | E2056
Didi Doss, an investor at Menlo Ventures and former Google software engineer, shares his thoughts on measuring productivity in tech roles. He highlights the challenges posed by 'ghost engineers'—those who earn significant salaries while underperforming. Doss also discusses the shift towards in-person work and the need for management to foster trust without resorting to monitoring tools. Meanwhile, Coffeezilla dives into the ethics of influencer marketing and the potential pitfalls of meme coins, urging caution for investors in the crypto space.

17 snips
Dec 5, 2024 • 23min
Year-End Planning for Startup Success | Startup Finance Basics w/ Kruze's Scott Orn
Scott Orn, COO of Kruze Consulting, specializes in guiding VC-backed startups through financial challenges. In this insightful discussion, he shares key strategies for effective year-end planning. Scott emphasizes evaluating fundraising needs, creating a robust operating plan, and implementing cost optimization tactics. He also dives into tax compliance and the significance of maintaining cash reserves. Founders will find his practical tips invaluable to ensure their startups are financially prepared for the opportunities of the new year.

Dec 5, 2024 • 1h 22min
TWiST News: $100k Veteran Pitch Winner EMPEQ, US Unicorn Dominance, and T500 Updates | E2055
Herbert Dwyer, CEO of EMPEQ, leads a cutting-edge company that specializes in equipment management technology for military and commercial applications. In this conversation, Dwyer emphasizes the significance of veteran experience in entrepreneurship, discussing how military backgrounds enhance adaptability in business. The team also delves into the dual-use nature of EMPEQ’s technology, the impact of changes in SEC leadership on corporate security, and the ongoing growth trends in SaaS and crypto's role in shaping the economy.

29 snips
Dec 4, 2024 • 1h 22min
TWiST News: Bitcoin, Saylor's Microsoft Pitch, and the Delaware-Tesla Fight | E2054
Dive into a fascinating discussion around Michael Saylor's proposal for Microsoft to invest its shareholder returns in Bitcoin, sparking debate on Bitcoin's appeal as a primary asset. The conversation also tackles Tesla's ongoing legal challenges related to executive compensation and corporate transparency. Explore the evolving landscape of Bitcoin compared to traditional investments and the potential risks and rewards for corporations embracing this digital asset. It's a captivating look at innovation, finance, and the future of investment strategies!

11 snips
Dec 3, 2024 • 1h 23min
TWiST News: Pardons, Enron, Crypto's Moment, and the Future of Chinese Venture | E2053
Dive into the intriguing world of political pardons with a discussion on Hunter Biden's case and its broader implications. Explore the unexpected resurgence of Enron and what it means for the cryptocurrency landscape. Unpack the latest Bitcoin strategies from MicroStrategy while examining investment risks and the importance of smart hiring in tech. Finally, navigate the complexities of China's venture capital scene and the shifting tides of the crypto market as regulation evolves.