James Milsom

Trailblazer
DISC Type : DI

Head of Marketing at Hunter.io

Arlington, Virginia, United States

Overview

James is the Head of Marketing at Hunter. io with over a decade of experience in go-to-market strategies for SaaS companies. He focuses on helping founders scale their businesses through effective outreach and marketing systems. Uniquely, James holds both a Bachelor of Laws (LLB) and a Master of Laws (LLM), bringing an analytical and strategic mindset to his marketing leadership.

He is the founder of theorytwenty7, a marketing agency and community for SaaS start-ups. James is passionate about storytelling and hosts the "Outfoxed" podcast, where he interviews founders and creators about the realities of building a business. He believes marketing is a blend of art and science, focused on creating meaningful connections with buyers.

Unique fact: Despite a career deep in SaaS marketing, Jamess academic background is in law, giving him a distinct perspective on strategy and communication.

Personality Overview

Informal

Persuasive

Achievement-Oriented

They prefer to ensure that they are in control of the situation.  They are more likely to accept new and exciting technologies. They will fight for you if they come to believe in you.

Topics They Care About

SaaS Go-to-Market
With over 12 years of experience, his entire career is dedicated to building and executing GTM strategies for SaaS and consulting founders.
Effective Cold Outreach
He frequently speaks and writes about transforming cold email from spam into a value-driven communication channel, believing 61% of decision-makers prefer it.
Founder Storytelling
Hosts the "Outfoxed" podcast, interviewing founders from tech to florists to uncover the real stories behind their growth, and holds a Narrative Design certification.

Media Appearances

James has no verified media appearances

Work History

11-2024
Head of Marketing at Hunter.io
1-2019
Founder at theorytwenty7 marketing
4-2021 - 11-2024
Head Of Marketing at i-nexus strategy software
9-2020 - 4-2021
Product Marketing Manager at Glide UK
1-2019 - 9-2020
Senior Marketing Manager at i-nexus

Education

2008 - 2011
Bachelor of Laws (LLB) from University of Reading
2012 - 2013
LLM from University of Warwick

More Information

Social Presence :

Prographics :

Exp : 6 Location : Arlington, Virginia, United States Job Level : Mid-senior Designation : Head of Marketing at Hunter.io
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Insights For Selling To James

During A Call Or A Meeting

DO's

  • Keep your pitch focused on the impact but nurture the relationship too
  • Address your competition clearly and confidently
  • Showcase existing customers and use case-studies to grab their attention

DONT's

  • Do not look like someone who doesn’t know what they are talking about
  • 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

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with James is

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

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

Insights For Deal Planning

    How fast (or slow) will James move?

  • They can reach decisions quickly if they develop trust and confidence in the product.
  • Can James take some risk or not?

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

You And James

Personality Compatibility


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