Looking Glass Capital Research
Investment Thesis
Looking Glass Capital is a pre-seed and seed-stage venture capital firm founded in 2020 by Adam Besvinick. The fund positions itself as a "first yes" investor, backing the most ambitious mission-driven founders during the earliest days of company building. Rather than getting hung up on stage labels, Looking Glass focuses on getting to know founders as early as possible in their founding journey and providing support even prior to making an investment. The firm seeks to make high-conviction investments in non-consensus opportunities, primarily across the themes of health, climate, and empowerment.
Sector and Stage Focus
Looking Glass Capital invests in software and software-driven companies across three primary themes:
Health: Digital health platforms, telemedicine infrastructure, healthcare technology, and medical device software. Recent health investments include Hone Health (Series A, January 2025), EarlyDay (digital health experiences), and Basil Systems (AI/ML for medical product development).
Climate & Sustainability: Clean energy technology, carbon management solutions, and environmental sustainability companies. Portfolio companies in this space include Carbon Collective and ENMASS Energy.
Empowerment: Companies focused on human capital, workforce development, and economic empowerment. Examples include Kinspire, Bokra, and Rhizome.
The fund focuses exclusively on pre-seed and seed-stage investments, typically being the first or among the earliest institutional investors. They pride themselves on being comfortable leading or co-leading rounds even if they aren't the largest investor.
Check Size and Investment Approach
Looking Glass Capital's typical initial investment ranges from $300,000 to $400,000, with participation in rounds ranging from $750,000 to $2,000,000. This disciplined approach reflects their belief in supporting founders early without overextending rounds. The firm is willing to be flexible with stage labels and invest in companies before traditional seed stage if the founder and mission are compelling.
Adam Besvinick brings significant experience from prior investments at Anchorage Capital Group (Series A and later companies) and Deep Fork Capital (pre-seed and seed stage). His investment history includes notable successes like NomNom (acquired by Mars), Plant Prefab, Inkbox (acquired by BIC), Transfix, BigID, One Concern, and Ease (acquired by Employee Navigator).
Portfolio and Recent Activity
As of December 2025, Looking Glass Capital has invested in 31 companies across two funds (Fund I and Fund II). The fund has been actively deploying with recent investments including:
- Hone Health (January 2025, Series A, $33M)
- Bokra (April 2024)
- Eli Technologies (February 2024)
- Rhizome (October 2023)
- Kinspire (January 2023)
Notable portfolio companies include:
- Basil Systems: AI/ML accelerated insights for medical product development
- Capital Collective: Carbon emissions management and sustainability
- CuraFi: Financial services/wealth platform
- EarlyDay: Digital health experiences and telemedicine
- Eli: Regulatory and compliance software
- ENMASS Energy: Clean energy solutions
- Evercycle: Circular economy/sustainability technology
- Frame: Design and development platform
- Genemod: Biotech/life sciences
- Ahone: Healthcare/empowerment focused
- Humans: Human capital/workforce solutions
- Impilo: Digital health operating systems for remote healthcare
- Innerwell: Health and wellness technology
Decision Process and Founder Philosophy
Looking Glass Capital operates as a solo GP (Adam Besvinick) and emphasizes transparency, communication, and responsiveness. The firm positions itself as "always on call" for founders, providing support through capital, advice, network introductions, and direct time commitment. The most important currency to the firm is their reputation with entrepreneurs.
The investment decision process appears to favor high-conviction, gut-driven decisions based on founder quality and mission alignment rather than committee-based processes. Adam takes personal involvement in all portfolio companies.
Geographic and Founder Preferences
The firm is based in New York and appears to have a strong East Coast presence, though they invest nationally. They seek technical and non-technical founders with genuine mission-driven motivation and compelling narratives around solving health, climate, or empowerment challenges.
Founders valued by Looking Glass include those with:
- Clear mission alignment and authentic commitment to their problem
- Ability to articulate non-consensus insights
- Willingness to accept early conviction investment without oversized valuations
- Commitment to disciplined capital allocation
Notable Exits and Track Record
Looking Glass Capital's investors have achieved several successful exits through Adam Besvinick's earlier investments:
- NomNom (acquired by Mars)
- Plant Prefab (acquired)
- Inkbox (acquired by BIC)
- Ease (acquired by Employee Navigator)
These exits demonstrate the firm's ability to identify quality founders and support them through multiple funding rounds.
Competitive Positioning
Looking Glass Capital positions itself against the stereotype of pre-seed investors as passive or slow to decide. The firm emphasizes being responsive, accessible, and willing to make decisive investments quickly. They own firstyes.vc as a domain to reinforce their commitment to being an early believer and supporter of entrepreneurs.
The firm's solo-GP structure and personal involvement from Adam Besvinick may be attractive to founders seeking direct access to their lead investor, though it also implies potential capacity constraints as the fund scales.