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This Week in Startups

Hosted by Jason Calacanis

Jason Calacanis covers the startup ecosystem with founder interviews, investor roundtables, and news analysis. One of the longest-running and most influential startup podcasts, covering everything from seed-stage to IPO.

22 episodes processed

Host Profile

Themes
startupsventure capitalAIfounder storiesmarket analysistech policy
Style

High-energy, opinionated host. Mix of founder interviews and solo news roundups. Rapid-fire format. Multiple episodes per week. 45-90 minutes.

Known Biases
Angel investor perspectivePro-founderSilicon Valley centrismGrowth-at-all-costs skeptic turned pragmatist
40 canon references

Episodes

# · Mar 9, 2026 · 55m
Jason Calacanis

Jason Calacanis makes the case that AI agents will fundamentally transform banking: from customer service and underwriting to fraud detection and financial planning. Why banks that dont adopt agents will die.

# · Mar 5, 2026 · 80m
Jason Calacanis

Anthropic's Pentagon deal sparks debate about whether safety-focused AI labs should work with the military. Calacanis argues the alternative is worse.

2 canon
# · Feb 18, 2026 · 70m
Jason Calacanis

Examining OpenClaw's security concerns and potential for mainstream adoption, with discussion of mobile integration, killer app potential, and Meta's acquisition of Manus AI.

2 canon
# · Feb 3, 2026 · 65m
Jason Calacanis

Calacanis on the fundamentals of early-stage startup success: saving cash, building something people want, and prioritizing distribution over product perfection.

2 canon
# · Feb 2, 2026 · 75m
Jason Calacanis

SpaceX buying xAI and forming a mega-corp that plans to launch data centers into space. Calacanis discusses whether Tesla will join to form Musk Industries.

2 canon
# · Jan 30, 2026 · 70m
Jason Calacanis

Guests from the LAUNCH team plus Rahul Sood discuss automating research tasks with AI agents and the emerging security risks of authorized AI bots operating with user credentials.

2 canon
# · Dec 30, 2025 · 70m
Jason Calacanis

Calacanis makes his annual predictions for the tech industry in 2026, covering AI IPOs, startup market recovery, platform shifts, and geopolitical tech dynamics.

2 canon
# · Dec 15, 2025 · 55m
Jason Calacanis

Calacanis explores whether AI coaching tools can replicate the benefits of human executive coaching, concluding that AI is excellent for tactical advice but lacks the relational element that drives real change.

2 canon
# · Nov 25, 2025 · 70m
Jason Calacanis

Calacanis distills the winning patterns for AI startups in 2025: vertical AI with deep domain expertise beats horizontal AI, distribution beats technology, and speed beats perfection.

2 canon
# · Nov 10, 2025 · 70m
Delian Asparouhov

Delian Asparouhov on Founders Fund's thesis: the best returns come from investing in technologies that seem controversial or impossible. Defense tech and space are the current frontier.

2 canon
# · Oct 25, 2025 · 65m
Victor Riparbelli

Synthesia CEO Victor Riparbelli on how AI video generation is transforming enterprise training, marketing, and communication at scale.

2 canon
# · Sep 15, 2025 · 60m
Jason Calacanis

Nick Harris of Lightmatter explains photonic computing — using light instead of electrons for AI computation — and why it could break the energy and heat barriers of traditional chips.

2 canon
# · Sep 1, 2025 · 60m
Jason Calacanis

Examining whether AI wearables (Humane AI Pin, Rabbit R1, Meta Ray-Bans) represent the next computing platform or are doomed to fail like Google Glass.

2 canon
# · Aug 20, 2025 · 65m
Jason Calacanis

Calacanis surveys the angel investing landscape in 2025: AI has changed what startups are viable, valuations have normalized, and the bar for founder quality has risen.

2 canon
# · Jul 10, 2025 · 65m
Jason Calacanis

Entry-level tech jobs dropped 25% as AI handles tasks that were previously assigned to junior employees. Calacanis examines the workforce implications and what new career paths emerge.

2 canon
# · Jun 15, 2025 · 70m
Jason Calacanis

Calacanis examines recent startup failures and extracts lessons. Most failures stem from the same pattern: building what investors want rather than what customers need.

2 canon
# · May 20, 2025 · 65m
Jason Calacanis

Separating real AI companies from AI-washed startups. Calacanis estimates that 60% of companies claiming AI capabilities are exaggerating or misrepresenting their technology.

2 canon
# · Apr 10, 2025 · 60m
Jason Calacanis

AI tools have dramatically reduced the cost of building software, making bootstrapping more viable than ever. But AI infrastructure companies still need massive capital. The funding environment is bifurcating.

2 canon
# · Mar 20, 2025 · 65m
Jason Calacanis

Calacanis examines the thesis that AI agents will replace SaaS applications. Instead of buying software tools, companies will deploy AI agents that handle tasks directly.

2 canon
# · Feb 15, 2025 · 60m
Jason Calacanis

Calacanis opens up about founder mental health, burnout, and the pressure of building in public. The startup ecosystem's culture of relentless optimism creates a mental health crisis.

2 canon
# · Jan 20, 2025 · 60m
Jason Calacanis

Five years of data on remote work are in. Calacanis analyzes the results: hybrid works best for most companies, full-remote works for disciplined teams, and full-office works for early-stage startups.

2 canon
# · Nov 11, 2024 · 68m
Adam Bry

Skydio CEO Adam Bry discusses autonomous drones for public safety, defense, and infrastructure. Why the U.S. drone industry is critical for national security and how autonomy changes everything about drone operations.