Hey, I'm LJ!

Education Leader & AI-Powered Learning Designer

I'm a learning and development leader who's spent over a decade building programs that scale. I've led teams at LinkedIn and HubSpot, trained Fortune 50 executives and LinkedIn Top Voices, and been named to Learning's 30 Under 30.

I set the strategy and build the thing myself: I facilitate workshops, produce videos, build courses, and host podcasts and events, shaping how teams learn at scale.

Explore my work
Lyssa Leigh Jackson

Here's what I bring to the table.

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Live Delivery & Facilitation

Live teaching, from classrooms to boardrooms.

I design learning programs and bring them to life end to end, for audiences of 5 to 50,000, from white-glove executive sessions to enterprise-wide upskilling across live workshops, podcasts, and the conference stage.

Spot On podcast
Podcast

The Spot On Podcast

I created and host HubSpot's first internal podcast on AI upskilling, with 10x the engagement of a typical program.

InStruct Accelerator Workshop Program
Workshop Program

LinkedIn inStruct Accelerator

Scaled LinkedIn's flagship accelerator: 50+ enterprise workshops plus a Top Voices train-the-trainer program.

Higher Logic Academy
Technical Training

Higher Logic Academy

As sole training manager, I taught thousands of leaders to build automations and data-driven workflows.

Target Business College
Leadership Facilitation

Target Business College

Facilitated an intensive six-week business and leadership program for executive team leaders at Target's headquarters.

Skidmore Career Workshops
Career Workshops

Skidmore Career Workshops

Career workshops at Skidmore College, my alma mater: interview prep, LinkedIn reviews, and job search strategy.

Conference speaking
Speaking

Conference and Industry Speaking

A featured speaker at Google NYC, Career Contessa, the Microsoft MVP Summit, and 20+ conferences.

13+Years in L&D
90+Avg. workshop NPS
200Coaching hours
500+Live trainings
7,627Matcha lattes
100,000+Students taught
AI Enablement

Learning experiences that drive AI adoption.

I help teams put AI to work through company-wide enablement programs, strategy decks, practical guides, and hands-on workshops.

MIT Applied Agentic AI Microsoft Human-Centered Facilitation Skilljar Professional Administrator Google Generative AI for Educators Meta Certified Community Manager Thirty Under 30 at Learning
On-Camera Content

Video that gets people excited to learn.

I create on-camera content across the board: product walkthroughs, brand promos, and goal-setting coaching. I own the full process, from scripting to filming to editing, and it's reached hundreds of thousands of people.

Grow Goal Method
Goal-Setting Video

Grow Goal Method

A video breaking down the Grow Goal and SMART goal-setting methods for turning big ambitions into clear, trackable steps.

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LinkedIn Learning Commercial
Commercial

LinkedIn Learning Commercial

A vertical, TikTok-style promo for INBOUND on LinkedIn Learning, made to grab attention fast and pull viewers in.

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LinkedIn Relationship Map
YouTube Video

LinkedIn Relationship Map

A feature video on the relationship map inside Sales Navigator, and how sellers use it to find their way into accounts.

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AI-Powered LinkedIn Data
Customer Education Video

AI-Powered LinkedIn Data

A walkthrough for LinkedIn's Customer Education Center on the AI-powered data sellers can pull to sharpen outreach.

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InMail Best Practices
YouTube Video

InMail Best Practices

A best-practices guide for LinkedIn InMail, breaking down how to write cold outreach that actually gets opened and answered.

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Get Responses with InMail webinar
Webinar

Get Responses with InMail

A long-form webinar on writing InMail that gets replies, a deeper example of live, on-camera teaching for sellers and recruiters.

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The tools I create with.

AI-Powered Tutorials & Explainers

Complex features, made clear.

I create tutorial and explainer videos that turn complex features into clear visual guides, using AI tools, Descript, and Final Cut Pro to do all my own editing and produce high-quality product education fast.

Meet AI Coach Pascal
Animated Intro

Meet AI Coach Pascal

An animated introduction to Pascal, a new AI coaching tool, made to support its rollout and get people excited to try it.

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When to Leverage LinkedIn
Animated Explainer

When to Leverage LinkedIn

An animated explainer I scripted, set up, and voiced, clarifying when to use Sales Navigator versus LinkedIn.com.

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HubSpot's AI-First Story
Customer Stories

HubSpot's AI-First Story

A feature video for HubSpot's Global Leadership Summit on how customers use AI, bringing the AI-first story to life.

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Tenor Tutorial Series
Product Tutorial

Tenor Tutorial Series

A five-part series for the rollout of Tenor, HubSpot's AI conversation-practice tool, with voiceover built in ElevenLabs.

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Getting Set Up with Degreed
Product Tutorial

Getting Set Up with Degreed

A tutorial for setting up a Degreed profile, supporting the rollout of Degreed, HubSpot's chosen learning platform.

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LinkedIn Community Tour
Product Tour

LinkedIn Community Tour

An end-to-end walkthrough I built for LinkedIn's new customer community on Gainsight, giving members a guided tour.

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I've trained the teams at
Zoom Microsoft Adobe IBM Stripe Tony Robbins
Courses & eLearning

Self-paced learning that scales.

I have deep experience with traditional eLearning on platforms like Skilljar and Degreed, and I'm on the path to the future of learning, building vibe-coded solutions that help people get to value on their own time.