Risto Rossar

Initiator
DISC Type : Di

Founder and CEO at Insly

Tallinn, Harjumaa, Estonia

Overview

Risto Rossar is a seasoned insurance innovator with over 20 years of experience. As the Founder and CEO of Insly, he focuses on low-code platforms for MGAs and insurers. He has established five insurtech startups, including IIZI and Black Insurance, and holds a BBA from the Estonian Business School.

Outside of his primary role, Risto is deeply involved in the startup ecosystem as an investor and a board member of the Estonian Founders Society. He is passionate about simplifying complex systems, increasing transparency, and fostering innovation within the broader technology community.

Unique fact: Ristos renewed passion for artificial intelligence has made his established company, Insly, feel "like a new startup" again.

Personality Overview

Impact-Oriented

Friendly Challenger

Confident

They measure a product on its merit but can be influenced by strong testimonials.  They don’t mind taking a stand if they believe in something. They usually prefer to drive the conversation.

Topics They Care About

AI in Insurance
He has a stated passion for AI, recently launched an AI-powered tool (FormFlow), and discusses how AI will bring fundamental disruption and efficiency to the insurance industry.
Low-code Solutions
His company, Insly, is built around a low/no-code platform to help MGAs and insurers digitize operations, automate workflows, and launch products without extensive IT development.
Insurtech Innovation
Describing himself as a "builder and innovator, " he has founded five insurtech companies over 20 years to modernize and simplify the insurance industry.

Media Appearances

Risto has no verified media appearances

Work History

10-2013
Founder and CEO at Insly
8-2020 - 12-2024
Advisor at Cachet
1-2021 - 12-2023
Board Member at Estonian Founders Society
11-2017 - 4-2020
Co-Founder and Chairman at Black Insurance
3-2000 - 8-2018
Founder and investor at IIZI kindlustusmaakler

Education

1995 - 1999
Bachelor of Business Administration (BBA) from Estonian Business School

More Information

Social Presence :

Prographics :

Exp : 23 Location : Tallinn, Harjumaa, Estonia Job Level : Leadership Designation : Founder and CEO at Insly
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Insights For Selling To Risto

During A Call Or A Meeting

DO's

  • Keep your pitch focused on the impact but insert some anecdotes into it
  • Get them to a point where they are ready to bat for your product internally
  • Clearly address the competitive aspects

DONT's

  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Avoid focusing only on the product or its ROI, keep building trust subtly
  • Don’t be very informal even if they are being so themselves

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Risto is

  • Belief in the value of the product, relationship and a sense of accomplishment matter the most.
  • Will you ever get a clear answer from Risto

  • They are not shy of saying no if they do not develop trust in your product.

Insights For Deal Planning

    How fast (or slow) will Risto move?

  • They can take fast decisions if they develop conviction in the product and find you trustworthy.
  • Can Risto take some risk or not?

  • They have the capability of taking risky decisions if necessary.

You And Risto

Personality Compatibility


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