Ideas

Investing Across Impact Themes: Entrepreneurs over Silos

Written by Thomas Knowles

Gratitude Railroad’s venture investing strategy focuses on early stage (seed and Series A) businesses based in the US across planetary health, social wellbeing and intersectional innovations. We are often asked how we get comfortable investing across multiple sectors. This post outlines our approach and the investment processes that support this strategy, which draw from our long experience and the success we have seen in each sector.

One of the three pillars in our organization’s theory of change is “backing the power of entrepreneurship,” which speaks to the importance of for-profit businesses to solve problems. While public policy and philanthropy play crucial roles in addressing systemic issues, we believe that scalable, market-driven solutions are equally essential. We don’t invest to solve one specific pain point; rather, we focus on identifying exceptional founders who are proving that it’s possible to build companies that deliver both strong returns and authentic, lasting impact across issue areas. That’s our north star.

Beyond Silos

Our sector focus is intentionally broad for three reasons:

  • Interconnectedness: We’ve seen that great impact businesses don’t always fall neatly into categories. The problems they tackle are often interconnected – and so are the solutions. While specialization has its advantages, it can also lead to siloed thinking where solutions are developed in isolation from the broader systems in which they operate. We believe the challenges facing people and the planet are deeply intertwined, and our investments must reflect that reality.
  • Diversification: Investing across impact themes provides industry diversification. We believe this offers investment benefits, as certain sectors and innovations experience different headwinds and tailwinds over an investment time horizon.
  • Founders: We want to attract the highest quality company founders that may be motivated by a certain issue or bring lived experience to a solution and with it, more grit and determination. Therefore, we believe a wider funnel across sectors optimized for founder talent leads to more consistent impact and financial performance.

Our portfolio reflects these tenets. It spans sectors, stages, and business models, but what unites it is a shared commitment to investing in people who are proving what’s possible.

How We Do It

Our investment approach focuses on four key indicators that support this strategy.

  1. Traction: We prioritize companies that have demonstrated revenue traction and strong customer demand across multiple customers, customer types, and repeat purchases. This ensures that the solutions we back have real-world validation before we invest.
  2. Fundamentals: Our underwriting focuses on business fundamentals and core business models that we understand and are proven. Because we don’t think of ourselves as deep sector experts, we don’t try to convince ourselves that the technology/solution is so unique and disruptive that we trade off on reasonable valuations, financial controls, capital efficiency, or credible governance.
  3. Our Community: We source and validate our investments with the dozen fund managers we have invested in, who are often deep experts in specific issue areas. We also draw expertise from our community of 150+ investors and members, many of whom have operating and industry expertise.
  4. Proximity: We ensure there is deep sector expertise embedded in each opportunity, including by the co-investors in the syndicate (whom we like to see represent both traditional venture and impact approaches). The management team also needs to have lived experience, proximity and credentials in the sector of focus.

Over the past 10 years of implementing this approach, we remain high-conviction due to demonstrated success in scaling and exiting investments across all our impact themes.

It All Comes Back to the Founders

We have iterated and honed a rigorous and thoughtful investment process that mitigates the potential downsides of a more generalist approach. At the same time, as investors, we recognize that the best entrepreneurs are always closer to the issues they are solving and our own limitations in building a comparable depth of understanding and relevant network. Success ultimately comes down to a founding team’s talent and focus. Our role is to support them in building their vision of the future by providing capital, connections, and guidance.

Whether you are a founder, a fund manager, or an investor, we invite you to join us! Together we can transform capital to create a thriving world.