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

Glenwood Commercial Real Estate

Real Estate Accountant and Transaction Coordinator

AssetMark

Corporate Action Analyst

Robinhood

Customer Experience Professional

Bank of America Merrill Lynch

401K Retirement Specialist

South University

Key Projects and Iniatives:
- Developed reporting for team to identify
weekly key accounts.
- Developed financial analysis reports for
over 700 accounts per year.
- Managed over 300 accounts at a time
focusing on retention and performance.
- Adhered to SLA of account management
metrics.
- Developed initiative to assist teammate

Senior Financial Account Manager

University of Phoenix

- Provided counseling to students, helping establish a positive outlook toward enrollment, resulting in increased enrollment, and expanding the Universities customer base.
- Demonstrated ability to communicate information to students unfamiliar with financial decision making, helping them make informed decisions

Enrollment Representative

I am a self-motivating, hard worker who enjoys being a leader and helping others be elevated in their careers. I was able to lead a project team to increase customer resolution for the Tempe, AZ site from 54% up to 69%. I was able to mentor and lead individuals to help them increase their customer resolution by at least 10%. Their customer satisfaction scores would increase at least one point, by helping these individuals create a great customer experience for each customer they spoke with.

Even more than being a leader, I really enjoy analyzing data and creating reports to present data in an understandable way to improve the business. In the project I led, I was able to pull data and analyze it to present to the leaders of the Tempe, AZ site to show how our project was helping the site. In short, my previous position helped me increase my skills in data analyzation and also my skills in leadership and I know I can learn and take on any job.

I also have a wife and three kids who I love spending time with. They are the center of my life and they motivate me to be the best I can inside and outside of work. We love to hike, ride bikes, and be outdoors. 

A little about me outside of work. I am a huge Star Wars fan, more than I will admit. I love watching all kinds of sports and attending sporting events. I love the experience of the movie theater. I also love live music, as long as I don't have to stand the whole concert.

taplio

The Battle

James Jackson

Bryce Dupree, MBA

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