Matthew Kolesky

Critic
DISC Type : C

Director at Arbor Digital

Houston, Texas, United States

Overview

Matthew Kolesky is the President and Chief Compliance Officer at Arbor Capital, where he also leads the Arbor Digital division. A graduate of St. Cloud State University, he is a pioneer in bringing digital assets to the advisory space, having personally started mining Bitcoin in 2010 and holding multiple digital asset certifications.

Originally from Alaska and now residing in Houston, Matthew has a deep passion for soccer, which extends to coaching, refereeing, and even authoring a book on the sports culture in America. He actively volunteers with community organizations like CampFire Alaska and enjoys exploring the world with his family.

Unique fact: Matthew began mining Bitcoin on his home computer in 2010, demonstrating an exceptionally early interest in the asset class for a financial advisor.

Personality Overview

Information Seeker

Precise

ROI Driven

They choose to analyze logically and value facts to emotions.  They like to do things independently and don’t look for support from others. They don’t appreciate bells and whistles unless backed by data.

Topics They Care About

Digital Asset Education
He frequently speaks at industry events and on podcasts, emphasizing the fiduciary duty advisors have to learn about and guide clients on digital assets.
Crypto Compliance
As a Chief Compliance Officer, he is focused on the intersection of traditional finance and digital assets, often speaking on due diligence for crypto platforms and managers.
AI in Wealth Management
He is actively exploring how to integrate AI into his practice in meaningful ways that support decision-making and safeguard client data.

Media Appearances

RedSwan's Ed Nwokedi speaks with Matt Kolesky of Arbor Capital. Featured in YouTube

See Now

Work History

12-2020
Director at Arbor Digital
2004
President at Arbor Capital
1-2000 - 8-2004
Associate at Charles Schwab

Education

1995 - 1997
Bachelor’s Degree from St. Cloud State University
1994 - 1995
Economics from University of Wyoming

More Information

Social Presence :

Prographics :

Exp : 26 Location : Houston, Texas, United States Job Level : Mid-senior Designation : Director at Arbor Digital
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Insights For Selling To Matthew

During A Call Or A Meeting

DO's

  • Use phrases like ‘expect X% improvement’, ‘data clearly shows’ etc.
  • Keep some extra margin while sharing pricing, they are likely to negotiate later
  • Leverage facts and figures wherever possible; use percentages, numbers etc.

DONT's

  • Don’t try to give too many examples of other users, they like to make their own decisions
  • Avoid pushing them too much to involve other stakeholders unless it is critical
  • Make extra effort to not seem pushy or confrontational

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Matthew is

  • Proven ROI, pricing and objective proof points are the factors that sway their decision.
  • Will you ever get a clear answer from Matthew

  • They are comfortable saying no if they are convinced that it is the correct decision.

Insights For Deal Planning

    How fast (or slow) will Matthew move?

  • They are neither the fastest nor the slowest decision makers, they are somewhere in the middle.
  • Can Matthew take some risk or not?

  • They can bear some risk if their analysis backs the decision.

You And Matthew

Personality Compatibility


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