20VC with Harry Stebbings
Showing 436–450 of 691 transcripts.
- 1h 3m
DEBATE: State of Seed Investing w/ Jason Lemkin, Sam Lessin, Frank Rotman & Harry Stebbings | E1047
Jason Lemkin, Sam Lessin, Frank Rotman, Harry Stebbings
Venture capital has shifted from a predictable factory model to a high-variance strategy focused on bespoke investing in "weird" deals with limited competition. While seed valuations remain elevated, the industry is prioritizing capital efficiency and profitability over hyper-growth narratives, forcing mid-tier funds to consolidate or demonstrate non-generic returns to secure capital. A divergence remains regarding the timing of a potential 2024 IPO wave, yet consensus suggests the market will ultimately favor efficient companies with proven unit economics over those relying on unchecked growth.
- 1h 16m
Jason Lemkin: Every VC has a FRAUD in their portfolio; The IPO market is about to EXPLODE | E1046
In a comprehensive market analysis, venture capitalist Jason Lemkin forecasts a resurgence of SaaS IPOs in late 2024 while warning against the return of the 2021 frenzy and highlighting a critical split in seed-stage funding driven by insider liquidity. Lemkin advises new fund managers to prioritize rapid "winner" creation over conservative capital preservation and urges investors to target unproven founders priced out of mega-fund reach rather than chasing overvalued institutional leads. Despite his skepticism regarding diluted work ethics and the mathematical unsustainability of megafunds, he predicts that efficient, mid-growth SaaS companies will attract significant capital through secondary transactions and a renewed public market appetite.
- 13 min
How I Became the Head of Instagram -- Adam Mosseri
The speaker details their evolution from an autonomous early-career designer at Facebook to the CEO of Instagram, emphasizing a shift from silent execution to a leadership style defined by delegated authority and high-frequency communication. Facing the emotional isolation of founder departures, they rebuilt the executive team by prioritizing long-term stability and group chemistry while advising incoming leaders to leverage diverse sector experiences to clarify their values. Ultimately, the narrative highlights that sustaining morale and driving success requires a sponge-like absorption of institutional knowledge followed by decisive product delivery rather than reactive internal reassurance.
- 47 min
Vinod Khosla: How AI Impacts Healthcare, Energy, Geo-Politics, Media and Climate Change | E1045
Venture capitalist Vinod Khosla identifies the recent release of ChatGPT as the "browser moment" for artificial intelligence, signaling a transition from experimental phases to widespread consumer utility despite inevitable historical hype cycles. He projects that while AI will potentially double global GDP growth and revolutionize sectors like healthcare through protein folding solutions, it will also trigger rapid job displacement and exacerbate inequality, necessitating new social contracts like Universal Basic Income to manage the disruption. To mitigate these risks and secure a sustainable future, Khosla advocates for aggressive investment in fusion energy and domestic tech growth, particularly in India, to replace fossil fuels and address demographic crises in aging economies.
- 13 min
Instagram CEO Reveals His Biggest Mistake
Adam Mosseri defends Instagram's strategic pivot toward video and algorithmic recommendations as a necessary response to shifting teen usage patterns, despite sparking the "Panavision" controversy through unpopular design changes. To address feature bloat, the company unshipped underused tools like the Activity Feed and reallocated the Stories team to messaging, prioritizing "Notes" to engage younger demographics while admitting the interface has become overly complex. Leadership now commits resources to proactively removing unused features and consolidating design elements to prevent long-term user friction, even as Mosseri continues to engage directly with critics on Reddit.
- 1h 8m
Ilir Sela: How I Founded Slice Pizza & Became One of Macedonia’s Largest Employers | E1044
Ilir Sela, Jeff Richards, Ben Sun, Harry Stebbings
Slice founder Ilya Lazarevski bootstrapped the pizza technology platform from zero in 2015, rejecting an $18 million acquisition to reinvest profits and leverage capital specifically to onboard elite leadership rather than simply funding growth. By adopting a vertical strategy that integrated independent pizzerias into a digital ecosystem, Slice has helped expand the US pizza industry from 60,000 to 80,000 shops while maintaining operational simplicity through a globally distributed team. Looking toward a public listing by 2028, Lazarevski remains actively involved in decision-making to navigate scaling complexities and continues to emphasize that hard work and deep customer intimacy, rather than luck, drive the company's trajectory.
- 57 min
Lori Jiménez: How to Increase Sales; Hiring Tips from Google; Best Way to Grow Sales Teams | E1043
This comprehensive discussion outlines a modern sales methodology that prioritizes curiosity, founder-led playbook development, and collaborative hiring practices to navigate corporate complexity. Key speakers distill strategic lessons from major employers like Google, Facebook, and Box, emphasizing stakeholder partnerships, focused impact, and a culture of ownership while advising against rigid scripts in favor of adaptive frameworks. The dialogue further details operational tactics for optimizing team composition, managing forecasting risks through healthy skepticism, and strengthening customer retention via data-driven health scores and active leadership involvement.
- 7 min
Plaid CTO Jean-Denis Greze on Work-Life Balance
Jean-Denis Greze, Harry Stebbings
JD argues that while the technology sector has successfully standardized the 40-hour workweek, this cultural shift has fostered an entitlement mentality that undermines high performance. He contends that achieving "truly great" success, such as building a multi-billion dollar company, typically demands disproportionate personal sacrifice and intense physical presence, as incremental effort compounds to distinguish top producers from average contributors. Although exceptional leaders can decouple personal time from output through strategic delegation, the general rule remains that maximum career impact requires prioritizing work above all other life aspects.
- 8 min
The Best Hiring Tip -- Plaid CTO Jean-Denis Greze
Jean-Denis Greze, Harry Stebbings
A technical leader advocates prioritizing long-tenure candidates and verified portfolios over resumes, while advising founders to hire for immediate tactical needs before shifting to strategic management roles between 15 and 30 employees. The discussion highlights critical pitfalls such as vague role definitions and uncalibrated interview panels, recommending the comparison of multiple candidates to establish a quality baseline. Furthermore, the framework mandates objective success metrics and scheduled reviews within the first five months to facilitate early intervention for underperforming hires.
- 1h 14m
Marcelo Claure & Shu Nyatta: LATAM's New $500M Growth Fund; Investing Billions at SoftBank | E1042
Marcelo Claure, Shu Nyatta, Harry Stebbings
Bicycle Fund I, a $500 million growth equity vehicle, targets the underserved Series B through D segment of the Latin American market with a disciplined portfolio strategy led by partners Marcelo Claure and Shu. Leveraging Claure's momentum and Shu's rigorous due diligence, the firm aims to capitalize on nearshoring trends and regional mineral dominance while correcting past industry errors like the FTX investment. By prioritizing deep operational involvement over rapid deployment, the partnership seeks to establish itself as the definitive Sequoia-style growth engine for the region's fragmented but high-potential economies.
- 7 min
Sheel Mohnot: VC Funds Are TOO BIG
The speaker critiques the venture capital sector's current "prisoner's dilemma," where oversized funds prioritize management fees over returns and force unsustainable valuations, contrasting this with smaller, disciplined approaches like those adopted by Founders Fund. Addressing structural shifts, BTV expanded its fund sizes to $150 million for seed and $75 million for opportunities to enable necessary follow-on investments that prevent strong portfolio companies from raising rounds elsewhere. Despite these adjustments and the strategic necessity of supporting slow-burn winners, the market is not expected to see a significant wave of capital returned to limited partners in the current cycle.
- 1h 5m
Stephane Kurgan: Lessons Scaling King from 100 Employees to 2,400; How to Find Great Talent | E1041
Stephane Kurgan, Harry Stebbings
This discussion analyzes the strategic intersection of failure-tolerant decision-making, data-driven ethics, and the resilient Swedish labor model through the lens of King's growth and eventual acquisition by Activision Blizzard. Key insights include the necessity of radical transparency for scaling organizations, the four-dimensional framework for evaluating leadership beyond financial metrics, and the critical importance of speed in executing decisions to prevent organizational paralysis. Furthermore, the narrative explores the transition from executive operations to long-term venture investing, emphasizing how preparedness and adaptability allow leaders to navigate liquidity events and sustain high-performance cultures despite the challenges of rapid expansion.
- 11 min
Sheel Mohnot: How I Raised My First VC Fund
From a $75 million Fund One raised through strategic anchors like Sendana and a pandemic-induced pivot to a $30–$40 million target, the firm demonstrated resilience by closing Fund Two in a single month in December 2021. Leveraging a reputation for fintech success and a five-member LP Advisory Council, the manager enforced capital concentration caps while attracting high-net-worth institutional investors who committed double-digit millions based on peer validation. The process highlights the critical transition from needing external validation to commanding immediate demand, ultimately proving that early closings and strong institutional relationships accelerate fundraising efficiency.
- 1h 8m
Sri Batchu: Biggest Growth Lesson from Instacart & Opendoor; 70% of Experiments Should Fail | E1040
Sri, drawing on his operational leadership at Opendoor, Instacart, and Ramp, defines growth as a rigorous discipline that balances data-driven investment with strategic discipline by intentionally letting certain fires burn to preserve team capacity. He outlines a framework for building unified growth functions post-product-market fit that prioritizes efficiency metrics over revenue volume and emphasizes a "failing quickly" culture to validate bets like Opendoor's decision to reject short-term price-matching against Zillow. Beyond execution, he advocates for restructuring growth into segment-oriented models, refining hiring practices to assess intellectual curiosity, and leveraging recent operator experience to make superior early-stage angel investments.
- 1h 28m
Adam Mosseri: Why Video Is Bad For Business; Does Feed Matter Anymore? | E1039
Instagram CEO Adam Mosseri orchestrated a major strategic pivot by reallocating resources to direct messaging and Reels to counter TikTok, while rebuilding the organization from scratch following the departure of the original founders. Despite facing significant backlash for algorithmic feed recommendations and the introduction of Reels, the leadership team achieved substantial growth by leveraging the existing Instagram social graph to launch Threads and prioritizing creator retention over immediate monetization. Mosseri emphasizes that this transformation required a willingness to embrace necessary complexity and unship legacy features to ensure the platform's long-term survival in a rapidly evolving competitive landscape.