Jakub Cichon

Activist
DISC Type : Cd

GTM at Ask-AI

Toronto, Ontario, Canada

Overview

Jakub is a Go-To-Market specialist at Ask-AI, focusing on Enterprise AI solutions for customer support and sales enablement. His career has progressed from sales development at Resolver to his current role driving AI adoption. He holds a diploma from the British Columbia Institute of Technology.

He is a firm believer that the success of any AI implementation hinges on the quality of the underlying knowledge base, often stating, "Garbage in, garbage out. "

Personality Overview

Value Conscious

Logical And Quick

Observative

They respond well to confident salespeople.  They can be nudged to make faster decisions by offering what they value. They don’t always try to control the conversation but neither do they like yielding it fully.

Topics They Care About

AI Knowledge Quality
He frequently posts about the importance of high-quality, consistent knowledge bases for AI, believing that bad data leads to bad AI outcomes.
AI in Customer Support
His role at Ask-AI involves using AI to improve customer experiences by automating and accelerating how questions are resolved across support teams.
Sales Enablement
He specializes in leveraging technology to maximize value for sales teams, a core part of his responsibilities at Ask-AI and background at Resolver.

Media Appearances

Jakub has no verified media appearances

Work History

3-2025
GTM at Ask-AI
8-2024 - 3-2025
Senior Sales Development Representative at Resolver, a Kroll Business
1-2024 - 8-2024
Sales Development Representative at Resolver, a Kroll Business
8-2022 - 12-2023
Account Executive at HomeStars

Education

2016 - 2018
Diploma from British Columbia Institute of Technology

More Information

Social Presence :

Prographics :

Exp : 3 Location : Toronto, Ontario, Canada Job Level : N/A Designation : GTM at Ask-AI
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Insights For Selling To Jakub

During A Call Or A Meeting

DO's

  • Refer to testimonials from others in similar positions
  • Highlight the competitive differentiation of your product
  • Make sure that you you respond to any queries from them quickly

DONT's

  • Do not give up if they are not convinced, try again with a different approach
  • Don't try too hard to get friendly, let it happen with time
  • Don’t expect them to change their mind quickly if they say no once

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jakub is

  • Belief in the product plays an important role, followed by objective proof and testimonials.
  • Will you ever get a clear answer from Jakub

  • They may hesitate slightly, but if they are not convinced, they will say no.

Insights For Deal Planning

    How fast (or slow) will Jakub move?

  • Their decision making speed is somewhere in the middle.
  • Can Jakub take some risk or not?

  • They can take risks only after they have analyzed the advantages and disadvantages.

You And Jakub

Personality Compatibility


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