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O'Shaughnessy Ventures logo

O'Shaughnessy Ventures

A creative investment company inspiring ambitious creators through early-stage funding, fellowships, filmmaking, and transformative media content.

4 Day Work Week (80%)United StatesSmall (11-50)Fully Remote

About O'Shaughnessy Ventures

Who We Are

At OSV, we are much more than an investment company. We are a creative company that inspires creators.

We're carrying the momentum of the initial "aha" moment to the finish line by fueling you with the advice, data, and resources you need to get great ideas out of your head and into the world.

We're on a mission:

To help you go from good to great to "Wow, I never saw that coming!"

With a lean team of 15 dedicated professionals, we combine quantitative rigor with creative passion to support ambitious builders, thinkers, and creators across multiple domains.

What We Do

Our work spans multiple initiatives, each designed to unlock creative potential and bring bold ideas to life:

  • Infinite Adventures: We are a quant-minded and creative-hearted investment company which primarily invests in early-stage opportunities. We seek out founders and projects that challenge conventional thinking and have the potential to create meaningful impact.

  • O'Shaughnessy Fellowships: We're providing a one-year, $100,000 grant for ambitious creators in any domain who want to build something great. This no-strings-attached funding empowers talented individuals to pursue their most ambitious projects without traditional constraints.

  • Infinite Films: We're working with new and undiscovered talents to get their films made — and share the profits with them. We believe in democratizing filmmaking and ensuring creators benefit directly from their work's success.

  • Infinite Media: As well as continuing to grow our podcast Infinite Loops and our Substack into some of the best places on the internet for exploring and engaging with transformative ideas, we are also building a new media ecosystem consisting of carefully curated content. We create spaces for deep, meaningful conversations that challenge assumptions and spark new ways of thinking.

Employee Benefits

Flexible Work Culture

Most of our team work on part-time contracts and are able to set their own hours. We typically hire team members on a one-month trial phase and continue if it's a fit for both parties. This approach ensures mutual alignment and allows both the company and new team members to assess compatibility before making long-term commitments.

Working at OSV means:

  • Set Your Own Hours: Work a minimum of 15 hours per week on your own schedule
  • Unlimited PTO: Most people take around 3 weeks of vacation plus public holidays, with the flexibility to take time off when you need it
  • 100% Remote Working: Work from anywhere in the world
  • Flexible Working Hours: Structure your day around when you're most productive
  • Competitive Remuneration: We offer fair, market-competitive pay for the work you do
  • Autonomy and Trust: We believe in empowering our team members to manage their own time and deliver excellent results
  • And much more

Our Work Environment

We value quality over quantity, creativity over convention, and impact over hours logged. Our small, distributed team collaborates asynchronously, making space for deep work and personal life balance. If you're someone who thrives with independence, appreciates intellectual curiosity, and wants to contribute to projects that push creative and entrepreneurial boundaries, OSV offers a unique opportunity to do meaningful work on your own terms.

Open Positions

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