Episode Summary
Executive Summary: Jonathan Swanson argues that frontier tech investing is about backing founders as technologies move from scientific uncertainty to commercialization, and that the best opportunities are often non-consensus and cyclical rather than tied to bull markets. He explains his firm’s concentrated pre-seed strategy, the importance of founder migration from elite hard-tech companies, and why grit, alignment, and patience matter more than hype.
Main Topics: Frontier tech vs. deep tech (Priority: 5/5): Swanson distinguishes deep tech as science-risk-heavy research while frontier tech has mostly solved the science and is now facing engineering, market, and commercialization risk. Non-consensus investing and founder migration (Priority: 5/5): He emphasizes following top talent leaving places like SpaceX/Tesla/Anduril, using migration patterns as a signal that markets are moving toward consensus and commercialization. Founder-driven vs. thesis-driven early investing (Priority: 4/5): At pre-seed, he argues investors must be founder-led, but can still have a prepared mind; the best deals are often those where either the founder or the investor educates the other. Grit, long-term obsession, and startup resilience (Priority: 5/5): Drawing on his own founder journey at Jebbit, Swanson says early-stage winners are defined by emotional endurance, mission, and repeated reinvention through setbacks. Concentrated fund strategy and LP alignment (Priority: 4/5): He explains why his firm runs a small, concentrated pre-seed portfolio and why successful fundraising depends on finding LPs who already share the firm’s worldview. Fund One learnings and strategy evolution (Priority: 4/5): Fund Two kept the same core approach but broadened beyond space/defense into energy, robotics, autonomy, and related frontier categories while maintaining concentration. Economic rationale and outlier-driven returns (Priority: 4/5): He frames frontier tech as an outlier business where a few companies dominate returns, especially in sectors like defense, quantum, and space, justifying early ownership and specialist capital.
Key Arguments: Great companies are not limited to bull markets; recessions and downturns can produce exceptional founders and some of venture’s best outcomes. Deep tech asks whether science is possible; frontier tech asks how to engineer, commercialize, and scale what is already scientifically plausible. Founder migration from elite technical environments is a strong market signal that a technology is approaching consensus and commercialization. For emerging managers, investing before consensus is crucial because once a category is widely accepted, price discovery disappears and the best founders may have moved on. At pre-seed, all investments are founder-led, but a good firm can be roughly 50/50 between having a prepared market view and being educated by founders. Grit is a major underwriting factor: Swanson looks for long-term obsession, internal motivation, history of doing hard things, and mission alignment. Concentrated pre-seed portfolios work if the LP base is aligned; concentration is a feature, not a bug, when the strategy is specialized and signal-rich. Frontier tech returns are likely to be highly outlier-driven, so owning early in the few category winners matters more than broad diversification. The best venture firms build around their unique strengths first and then seek LPs whose worldview matches, rather than trying to be generic. Patience is a competitive advantage in venture: more time in the arena improves context, network, credibility, and deal quality.
Data Points: Annual new investments: 4 to 5 - Firm deploys at a very methodical pre-seed pace each year. Portfolio size across two funds: 22 companies - Swanson describes the firm as concentrated, with 22 total investments across two funds. Fund One investments: 15 investments - Used to illustrate the firm’s early track record and concentration. Fund One pre-seed investments: 8 pre-seed investments - Subset of Fund One showing focus at the earliest stage. Fund One unicorns: 3 unicorns - Early-stage outcomes cited as evidence of strong deal selection. Fund One pre-seed unicorns: 2 unicorns - Highlights hit rate at the earliest stage. Founder background share: Approximately 40% - Share of backed founders who came from recognizable name-brand hard-tech companies. Fund One fundraising time: Over 12 months - Initial fundraise took a long time to close. Fund Two fundraising time: 3 months - Track record and alignment sped up fundraising materially. Time from email to wire in Castilian investment: Less than 21 days - Illustrates rapid conviction when prepared mind met strong founder. Jebbit operating period: 8 years - Swanson’s founder journey before exit. Childhood mobility: 12 schools and 13 moves - Used to explain discipline and adaptability formed early in life. Initial angel check from Dharmesh Shah: $25K–$28K - Referenced as a formative early financing moment for Jebbit.
Pivotal Quotes: "Great exceptional companies are born out of bear and bull markets." — Jonathan Swanson: He rejects the idea that innovation is positively correlated with good economic times. "We are as a pre-seed investor investing at inception stage when the name of the company often changes... We have to be founder and people focused and driven." — Jonathan Swanson: Explaining why early-stage investing must center on founders rather than rigid theses. "It’s more of a battle of the heart than the mind." — Jonathan Swanson: His core view on entrepreneurship, grit, and what differentiates durable founders.
Implications: Listeners should expect frontier tech to remain concentrated, cyclical, and founder-driven. For founders, migration patterns, mission, and execution quality matter most. For investors, specialization, patience, and LP alignment are key to winning in early-stage hard tech.
About How I Invest
How I Invest with David Weisburd is a podcast that interviews the world's leading institutional investors. Previous guests include The Ford Foundation, Northwestern University Endowment, CalPERS, Stepstone, and other top limited partners.