Dale Shephard

Trailblazer
DISC Type : ID

Founder & CEO at TrinityHawk

London, England, United Kingdom

Overview

Dale Shephard is the Founder of TrinityHawk, providing fractional CRO services to help scaling companies build confident commercial structures. Educated at Imperial Business School, he focuses on sales and GTM strategy. Colleagues describe him as strategic, proactive, and commercially excellent, with deep expertise in the Workday ecosystem.

Outside of work, Dale prioritizes family time, enjoying outdoor activities like wading in streams and playing pooh sticks. He also has a creative passion for music and can be found DJing at events, blending his professional drive with a personal hobby.

His consultancy, TrinityHawk, was recently acquired by or merged with Unusual Group, marking a significant new chapter for his business.

Personality Overview

Charismatic

Achievement-Oriented

Assertive

They are charming and have the ability to align others behind their decisions.  If they come to believe in your value proposition, they will be your champion. They do not mind taking risks and can make hard decisions, if necessary.

Topics They Care About

Founder-Led Sales
His consultancy specializes in helping founders transition from closing deals themselves to building a scalable, repeatable sales process.
GTM Strategy
He works hands-on with leadership teams to build robust go-to-market strategies and clarify value propositions that resonate with buyers.
Workday Ecosystem
He has a strong reputation in the Workday community and actively attends major events like Workday Rising to connect with customers and partners.

Media Appearances

Dale has no verified media appearances

Work History

9-2023
Founder & CEO at TrinityHawk
11-2025
Fractional Chief Revenue Officer at Teamup9 Consulting
9-2025
Fractional Chief Revenue Officer at Sundra
2-2024
Fractional Chief Revenue Officer at IntSys Solutions
12-2024
Co-Founder & Chief Revenue Officer at GrowthApp: Your 24/7 Growth Coach©️

Education

2-2023 - 5-2023
Executive Education from Imperial Business School
HND from The Manchester Metropolitan University

More Information

Social Presence :

Prographics :

Exp : 2 Location : London, England, United Kingdom Job Level : Leadership Designation : Founder & CEO at TrinityHawk
URL has been copied!

Insights For Selling To Dale

During A Call Or A Meeting

DO's

  • Give them control of the sales process
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Talk about yourself and some of your achievements at the start of the conversation

DONT's

  • Avoid unnecessary negativity or slowness
  • Don’t force involvement of other stakeholders unless it is critical
  • Don’t hesitate from asking them how they truly feel about your product

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Dale is

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

  • If they are not convinced, they will say no albeit in a friendly manner.


Insights For Deal Planning

    How fast (or slow) will Dale move?

  • If you earn their trust and they develop faith in the product, they can make decisions quickly.
  • Can Dale take some risk or not?

  • They can take risks if necessary.

You And Dale

Personality Compatibility


More Profiles

Discover additional public profiles from our index.

Search more profiles

Looking for someone else? Search here for anyone.

Or visit Humantic AI to know more.