I'm a Revenue Enablement Leader who builds more than just onboarding programs — I build high-performance ecosystems where people and AI grow together.

With over a decade of experience leading enablement strategy, I specialize in scalable sales training, Highspot platform architecture, and AI-powered content systems. I've supported revenue teams from startup scale-ups to global enterprises (including 40K+ users), always with a focus on alignment, activation, and adoption.

Lately, I've leaned fully into AI & GPT integration — designing tools, workflows, and prompts that speed up onboarding, deepen engagement, and deliver measurable impact across sales and service organizations. I bring a modern AI approach to coaching — where mindset, language, and enablement intersect with AI to unlock rep performance and confidence.

What sets me apart? I blend strategic ops thinking with people-first energy. Whether launching Highspot frameworks, evangelizing AI across cross-functional teams, or coaching leaders through transformation, I focus on making enablement feel human, relevant, and ready for what’s next.

🔧 Core Expertise:

AI-Driven Sales Enablement & Agentic Workflows

Highspot Strategy, Admin & Global Support

Sales & Service Onboarding Program Design

Coaching for Performance

GTM Alignment & Cross-Functional Enablement

Change Management & Tech Adoption Strategy

Let’s connect if you're building the future of enablement — and want to bring AI, clarity, and energy to your revenue team.

James Jackson

2026 Goal: Never use AI to write another LinkedIn post. 

Let’s bring the humanity back. 

Make this a year of authentic posts. 
Not artificial posts. 

Who’s with me?

Have a great 2026

- The Jacksons

AI Revenue Operations | Highspot | AI Agent Architect | Vibe-coding

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I love to tell others about the creative projects I’m involved with … even if most people in my circles don’t understand what I do :)

I find that as you align work with your passions, there is a realization that you are truly making an impact when you find yourself frequently sharing with others what you have built. 

Talking with others about what you have built is an indication of success.

So, here is your sign to build things you want to talk to others about!

We tend to think there are two types of people:
  1. The "Builders" (who do the work)
  2. The "Talkers" (who sell the work)

The reality is that the most successful people are the ones who realize they have to be both.

If you spend 100% of your energy on execution, you are leaving your success up to chance. You are hoping someone notices.

Take control.

Do the work.

Then tell the story of the work.

#Success #BusinessStrategy #CareerGrowth

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James Jackson

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taplio

The Battle

James Jackson

Jesse Breffle

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}James Jackson's LinkedIn Performance

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Performance ScoreJames Jackson's LinkedIn Performance