Jesse Speakman

Trailblazer
DISC Type : ID

Manager, Technical Services and Business Intelligence at Fourteen IP

Orlando, Florida, United States

Overview

Jesse is an IT leader in Orlando with over 20 years of experience building and managing technical teams in the hospitality industry for brands like Four Seasons and Disney. He is a Certified Scrum Master, described by colleagues as "expedient and precise, " who excels at creating unified and productive work environments.

He is a vocal advocate for responsible technology implementation, frequently sharing his thoughts on data security, the practical limits of AI, and the societal importance of digital privacy. He believes in fostering a positive and fun work environment, leading his teams by example to improve morale and efficiency.

He has a strong conviction that "without private transactions freedom cannot exist, " highlighting his deep concern for personal privacy in an increasingly digital world.

Personality Overview

Informal

Values Relationships

Friendly But Fast

They are more likely to accept new and exciting technologies.  They will bat for you if they come to believe in you. A combination of speed and relationship gets the best response from them.

Topics They Care About

IT Team Leadership
Passionate about building positive, collaborative, and productive team environments, with experience leading teams of over 20 members.
Data Security
Expresses concern about development practices that lead to data breaches and believes in making systems secure and less accessible to inexperienced developers.
Digital Privacy
Advocates for the importance of private transactions and is skeptical of government-backed digital currencies due to their potential for abuse.

Media Appearances

Jesse has no verified media appearances

Work History

1-2023
Manager, Technical Services and Business Intelligence at Fourteen IP
12-2021 - 10-2022
Director of IT at Four Seasons Hotels and Resorts
11-2018 - 9-2021
IT Manager, Systems Management Services at Wyndham Destinations
6-2016 - 11-2018
Complex IT Manager at Walt Disney World Swan and Dolphin
3-2012 - 6-2016
Implementation Manager / Project Coordinator / Team Lead / Support Analyst at Wyndham Worldwide

Education

2010 - 2011
Diploma from Herzing University

More Information

Social Presence :

Prographics :

Exp : 13 Location : Orlando, Florida, United States Job Level : Middle Designation : Manager, Technical Services and Business Intelligence at Fourteen IP
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Insights For Selling To Jesse

During A Call Or A Meeting

DO's

  • Build a trustworthy relationship while keeping the product center-stage
  • Talk about yourself and some of your achievements at the start of the conversation
  • Give them control of the sales process

DONT's

  • Don’t hesitate from asking questions or pushing them, but take a friendly approach
  • Don’t force involvement of other stakeholders unless it is critical
  • Don't make any commitments that you might not be able to fulfill

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jesse is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Jesse

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Jesse move?

  • They can make decisions quickly if they develop trust in you and conviction in the product.
  • Can Jesse take some risk or not?

  • If necessary, they will be ready to take risks.

You And Jesse

Personality Compatibility


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