Kevin Fliess

Commander
DISC Type : D

Strategic Advisor at BoomPop

Washington DC-Baltimore Area, United States

Overview

Kevin Fliess is a Principal Consultant at Hudson Crossing, specializing in go-to-market strategies for tech and travel organizations. An Oxford-educated leader, he excels at turning complex strategy into measurable results in high-pressure environments. Colleagues consistently describe him as strategic, innovative, and decisive.

Outside of his consulting work, Kevin embraces a "work from anywhere" lifestyle, with Portugal being a preferred location. This reflects his appreciation for experiencing different cultures, openness, and finding a genuine sense of ease while working remotely.

He is the co-inventor of a patent for a system that searches databases of individual habitable units, such as hotel rooms.

Personality Overview

Impact-Driven

Decisive

Candid & Clear

They are less concerned about the product and more about its potential impact.  They prefer to move quickly, and expect the same from others. They respond better to strong and respectful interactions.

Topics They Care About

Go-to-Market Strategy
His career is focused on helping enterprise, SaaS, and travel companies drive customer acquisition, deepen loyalty, and accelerate sustainable growth through focused GTM plans.
Travel Technology
As a principal at a leading travel consultancy and an advisor to travel tech companies, he is deeply embedded in the industry's evolution.
AI-driven Platforms
He serves as an advisor to companies like getpica. com and ChangeEngine, which use AI for photo recognition and internal communications.

Media Appearances

Kevin has no verified media appearances

Work History

7-2025
Strategic Advisor at BoomPop
10-2024
Principal Consultant at Hudson Crossing
10-2024
Advisory Board Member at ChangeEngine
9-2024
Advisor at getpica.com
1-2023 - 9-2024
Chief Marketing Officer at GBTA | Global Business Travel Association

Education

2020 - 2020
Oxford Executive Leadership Programme from Saïd Business School, University of Oxford
1999 - 2001
Master of Business Administration - MBA w/ honors from San José State University

More Information

Social Presence :

Prographics :

Exp : 32 Location : Washington DC-Baltimore Area, United States Job Level : Senior Designation : Strategic Advisor at BoomPop
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Insights For Selling To Kevin

During A Call Or A Meeting

DO's

  • When negotiating terms, help them build an impression that they are the ones calling the shots
  • Help them weigh the risks by sharing objective proof points without becoming too analytical
  • Use phrases like ‘it’s your decision’, ‘strategic impact’ etc.

DONT's

  • Don’t take too much time in sending them information if they ask for any
  • Do not back off when challenged, respond with a confident, objective answer instead
  • Avoid being too verbose

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kevin is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Kevin

  • If they are not convinced, they will say no without any hesitation.

Insights For Deal Planning

    How fast (or slow) will Kevin move?

  • If convinced, they can reach decisions quite fast.
  • Can Kevin take some risk or not?

  • They do not shy away from taking risks, but can be quite binary about them.

You And Kevin

Personality Compatibility


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