Jason Guss

Enthusiast
DISC Type : i

Investor at CapitalOS

New York, New York, United States

Overview

Jason Guss is the CEO and co-founder of Octane, a fintech company focused on simplifying financing for powersports vehicles. A Yale University graduate, he leverages his background from Capital One to drive growth and innovation in point-of-sale lending, making purchases faster and more accessible.

Outside of his corporate roles, Jason has a strong academic interest in political science, having authored a publication on ethnic conflict resolution. He is also personally invested in the powersports industry, enjoying time outdoors riding the vehicles his company helps finance.

Unique fact: Jason wrote an academic paper titled, “Living with Heterogeneity: Bridging the Ethnic Divide in Post-Conflict States. ”

Personality Overview

Amiable & Agreeable

Optimistic

Story Driven

They tend to be agreeable by nature, so take their promises with a pinch of salt.
  Unlike D or C types, they are convinced more by stories and testimonials. They are more about building relationships than just cutting deals.

Topics They Care About

Fintech Disruption
Co-founded Octane to innovate in the powersports market by making financing as seamless as a cash purchase through a proprietary technology platform.
Powersports Industry
Demonstrates a personal passion for the industry by enjoying powersports vehicles himself, connecting his professional mission with his personal interests.
Venture Investing
As a Managing Partner at Raven Ridge Capital, he focuses on investing in and supporting early-stage FinTech and Vertical SaaS companies.

Media Appearances

Jason has no verified media appearances

Work History

8-2022
Investor at CapitalOS
10-2021 - 12-2025
Board Member at Nexu
2-2020 - 6-2023
Board Member at Petal
11-2019
Managing Partner at Raven Ridge Capital
1-2014
CEO at Octane Lending

Education

2008 - 2012
Bachelor of Arts (B.A.) from Yale University

More Information

Social Presence :

Prographics :

Exp : 13 Location : New York, New York, United States Job Level : Leadership Designation : Investor at CapitalOS
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Insights For Selling To Jason

During A Call Or A Meeting

DO's

  • Refer to interesting customer testimonials and stress on great customer experience
  • Compliment them about their personality if you get a chance
  • Maintain high, positive energy and convey confidence

DONT's

  • Don’t be too formal with them, they trust informality more
  • Don't be critical or challenge them openly, they can react defensively
  • Don’t ask too many questions in one go, weave them into the flow

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jason is

  • Relationships and rapport matter to them, but so does the value of the product.
  • Will you ever get a clear answer from Jason

  • They are unlikely to say no directly.

Insights For Deal Planning

    How fast (or slow) will Jason move?

  • They are not very fast decision makers, even while they continue to stay engaged.
  • Can Jason take some risk or not?

  • If it seems really necessary, they can take small risks.

You And Jason

Personality Compatibility


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