Learning & Development Strategist

Kathy
Tatelbaum

AI-Learning Strategy · Enterprise Onboarding · Behavior-Change Design

I design learning experiences that help organizations adopt new systems, scale onboarding, and build confident teams. Senior L&D professional currently working within HubSpot's enablement team, designing AI-driven learning programs for global customer success organizations.

98%
AI Adoption Rate
95%
Learner Satisfaction
7+
Years in L&D
Kathy Tatelbaum

Enablement Programs

Strategic learning initiatives designed to drive measurable behavior change — not just content delivery.

AI Adoption · Behavior Change · Campaign Design

Company-Wide AI Enablement Program

CaterTrax · SaaS · 70-person organization · 2024–2025

98%
Employee Adoption Rate

The Challenge

CaterTrax had access to AI tools — ChatGPT and Microsoft Copilot — but employees across all departments were largely not using them. There was no structured learning infrastructure, no shared language around AI, and significant skepticism about its relevance to day-to-day work. As the organization's sole instructional designer, I was tasked with changing that.

The Design Approach

Rather than building a one-time course, I designed a 12-week multi-channel behavior change campaign. Learning needed to meet employees where they already were — in their email and in Microsoft Teams — not inside an LMS they'd have to remember to open. Each week built on the last, moving employees from understanding AI concepts to integrating AI into their actual workflows.

The Outcome

A pre/post survey confirmed 98% AI adoption across the organization. More meaningfully, employees weren't just completing modules — they were sharing use cases, experimenting independently, and asking for more. The program shifted the organizational culture around AI from skepticism to active participation.

How It Was Built

📱
Weekly Microlearning Modules

12 Rise 360 modules released weekly — each under 5 minutes, focused on a single AI skill learners could apply immediately. Topics progressed from AI basics through prompt crafting, summarization, brainstorming, writing assistance, and ethical use.

📧
Email Campaign Delivery

Each module was distributed via a branded company-wide email including that week's challenge, a leaderboard update, and a direct link to the Rise module — no LMS login required. Designed for zero-friction access.

🏆
Points & Leaderboard System

A gamified engagement layer awarded points for completing modules, submitting creative use cases, and sharing examples at live sessions. Department and individual leaderboards kept competition friendly and participation high across all teams.

AI Transformation Happy Hours

Every four weeks, I facilitated a virtual "AI Transformation Happy Hour" — a live session where employees shared real before-and-after examples from their workweek. These became the most anticipated touchpoint of the program.

📊
Smartsheet Challenge Tracker

Participants logged their AI experiments in a shared Smartsheet tracker, creating an organizational knowledge base of real use cases. This built peer accountability and gave leadership visibility into adoption patterns.

📋
Pre/Post Survey Measurement

A structured survey before and after the 12-week program measured both adoption rate and confidence levels. Results confirmed 98% adoption and demonstrated measurable increases in AI confidence across every department.

98%
Employee AI adoption (pre/post survey)
12
Weekly modules across all departments
3
Live AI Transformation sessions facilitated
CSM Onboarding · Blended Learning · Cohort-Based Enablement

CSM Onboarding Program: Days 1–30

HubSpot · SaaS · Customer Service Enablement · 2025–Present

95%
Participant Approval Rating

The Challenge

HubSpot's Customer Success Manager role is one of the highest-stakes new hire experiences in the organization — CSMs are the primary relationship owners for high-value customers, responsible for driving product adoption and value realization from day one. The enablement team needed a rigorous, cohort-based 30-day onboarding program that built product knowledge, consultative skills, and customer confidence in parallel.

My Role

As a contract instructional designer embedded within HubSpot's L&D team, I collaborated with a lead instructional designer and cross-functional SMEs throughout the design, development, implementation, and evaluation phases. The needs analysis had been completed prior to my engagement — I owned the translation of that analysis into a complete, structured learning experience across all modalities and days.

The Outcome

The program achieved a 95% participant approval rating across multiple cohorts of 2–10 CSMs. Consistently positive feedback indicated new hires felt significantly more confident and prepared to manage customer relationships earlier in their ramp period — the core business goal of the program.

Program Architecture — 13 Days of Role-Specific Training

📅
Structured Daily Schedule

Each training day had a defined schedule combining morning prep, VILT sessions, async work, roleplay, and SME-led instruction — giving new hires a clear, predictable learning journey from Day 1 through Day 13 of role-specific training.

🎭
Hub-Specific Roleplay Scenarios

Developed structured roleplay exercises for Marketing Hub, Sales Hub, and Service Hub — each with a customer scenario, CSM setup guide, prep materials, and a 90-minute facilitation framework. New hires practiced both the CSM and customer role before live interactions.

🗺️
Slide-by-Slide Facilitation Guides

Authored detailed facilitator guides for each training session — including on-screen text, facilitator scripts, timing breakdowns, and activity instructions. Designed to allow multiple facilitators to deliver consistent sessions across cohorts.

💻
Hands-On Hub Projects

Designed scenario-based projects for each HubSpot hub — Marketing, Sales, and Service — where learners took on the role of a fictional customer and completed real platform tasks to build authentic product fluency.

🤖
AI Integration Throughout

AI tools integrated across both the content development workflow and within the training itself — including CSA prompts for each hub, an AI roleplay session for upmarket CSMs, and a dedicated session on AI adoption with customers.

🔄
Multi-Modality Blend

Five modalities woven across 13 days: self-paced eLearning, async review/catchup work, live workshops, SME-led sessions, and structured roleplays — each modality chosen intentionally based on the learning objective for that day.

95%
Participant approval rating across cohorts
13
Days of structured role-specific training
5
Modalities integrated across the program

Instructional Design Work

A selection of standalone learning experiences demonstrating range across topic, modality, and design approach.

🧠

Interactive Course · Rise 360 · Articulate Storyline

Suicide Prevention Training

A high-stakes behavioral design project for Eagle Star Housing, a nonprofit supporting homeless veterans. Designed to equip residential staff with the knowledge to recognize warning signs specific to the veteran population and intervene effectively. Required close SME collaboration and careful handling of sensitive subject matter.

Behavioral Design SME Collaboration Nonprofit Rise 360
Preview Course →
⚖️

Interactive Course · Storyline · Vyond

Professional Boundaries Training

Developed for Eagle Star Housing to help new residential assistance staff establish appropriate professional boundaries before beginning client-facing work. Features scenario-based interactions in Storyline paired with Vyond animated case study videos — demonstrating both technical range and scenario design capability.

Scenario Design Articulate Storyline Vyond Audacity
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🖥️

Software Simulation · Customer Enablement

Platform Onboarding Simulation

A software simulation designed to reduce support ticket volume by guiding new platform users through core ordering workflows before they encounter them live. Demonstrates click-through simulation design and step-by-step UX documentation — skills directly applicable to SaaS customer enablement and onboarding programs.

Software Simulation Customer Enablement UX Documentation
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Explore the Full Interactive Portfolio

Job aids, storyboards, visual design samples, videos, and more — built in Articulate Storyline as a demonstration of advanced interaction design.

Open Portfolio →
Kathy Tatelbaum

Designing learning that actually changes behavior

I'm a Learning & Development strategist with 7+ years of experience building programs that move people from knowing to doing — in SaaS, education, and nonprofit environments.

My work lives at the intersection of instructional design, enablement strategy, and AI-powered learning. I'm drawn to the messy, complex problems: driving AI adoption across a skeptical workforce, building onboarding that scales without losing its human quality, designing learning for high-stakes behavioral outcomes.

I'm currently working within HubSpot's Customer Service Enablement team, designing cohort-based onboarding programs for Customer Success Managers across global teams. My recent enterprise AI adoption program — a 12-week multi-channel behavior change campaign — achieved 98% adoption across an entire organization.

Based in Rochester, NY. Open to senior L&D and instructional design roles — remote or hybrid — where learning design is treated as a strategic business function.

AI-Powered Learning Strategy Enterprise Onboarding Curriculum Architecture Performance Consulting Behavior Change Design Facilitation & Stakeholder Engagement Learning Technology Ecosystems Change Enablement

Open to senior L&D
opportunities

Senior L&D professional selectively exploring instructional design and learning strategy roles where I can go deep on one organization's most important learning challenges. Remote and hybrid considered.