Jennette Skaggs

Associate Partner

Raleigh, North Carolina, United States29 yrs experience
Highly Stable

Key Highlights

  • Over 20 years in Learning & Development leadership.
  • Expert in building inclusive learning cultures.
  • Passionate about AI-enhanced learning strategies.
Stackforce AI infers this person is a Learning & Development expert in the SaaS industry.

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Skills

Core Skills

Sales EnablementLearning Management SystemsProject ManagementCurriculum

Other Skills

APACCommunicationSales Enablement SoftwarePartner EnablementTeam ManagementStrategySales ProcessesEvent PlanningRelationship DevelopmentE-Learning DevelopmentStakeholder ManagementLATAMSales TrainingsGo-to-Market StrategyTraining Material

About

I'm a strategic Learning & Development leader with over 20 years of experience designing and delivering impactful, scalable learning programs that elevate talent and drive performance. With a background that spans corporate enablement, instructional design, and academic education, I bring a unique perspective to building inclusive, learner-centric environments where people thrive. At Progress, I lead global learning initiatives —streamlining technologies, aligning programs with business goals, and applying data and AI to personalize learning journeys. I’ve consolidated LMS platforms, introduced KPIs for learning impact, and launched leadership development and onboarding programs for both internal employees and external partners across multiple regions. My roots in education keep me grounded in empathy and accessibility, while my experience in SaaS and enablement gives me a results-driven lens for L&D strategy. Whether I'm building content, leading a global team, or facilitating learning sessions, my goal is always the same: to unlock potential through thoughtful learning design and purposeful development. I’m especially passionate about building inclusive learning cultures, supporting leadership readiness, and integrating modern learning tools to improve reach and effectiveness. Let’s connect if you're working on: ✔️ L&D strategy and transformation ✔️ Building a skills-first culture ✔️ Enabling global teams at scale ✔️ Leadership development or onboarding

Experience

29 yrs
Total Experience
5 yrs 6 mos
Average Tenure
7 mos
Current Experience

Cynet security

Director of Sales Enablement

Sep 2025Present · 7 mos

Progress

2 roles

Senior Field Enablement Manager

Promoted

Dec 2021Sep 2025 · 3 yrs 9 mos

APACCommunicationSales Enablement SoftwareLearning Management SystemsPartner EnablementProject Management+13

Sales Enablement

Aug 2018Sep 2025 · 7 yrs 1 mo

CommunicationSales Enablement SoftwareLearning Management SystemsCurriculumStrategySales Processes+7

K12

Family Academic Support Team

Aug 2016Jul 2018 · 1 yr 11 mos · Raleigh-Durham-Chapel Hill Area

CommunicationLearning Management SystemsProject ManagementStrategyRelationship DevelopmentStakeholder Management+1

Regus

CSR

Aug 2015Aug 2016 · 1 yr · Raleigh-Durham-Chapel Hill Area

CommunicationCustomer Service

Homelife academy

Home Educator

Aug 2004May 2015 · 10 yrs 9 mos · Columbia, TN and Cary, NC

  • Home education grades Kindergarten through 12th
CommunicationLearning Management SystemsCurriculumK-12 Education

Zion christian academy

Educator

Oct 1999Jun 2004 · 4 yrs 8 mos · Columbia, TN

  • English grades 7-12
CommunicationCurriculum

Web-meister designs

Corporate Secretary

Jan 1999Jan 2016 · 17 yrs · Cary, NC

Communication

Drs. borgolthous and price

Optometric Technician

Jan 1997Jun 1997 · 5 mos · Mt. Home, ID

CommunicationHealthcareCustomer Service

Adp fluor daniel

Administrative Assistant

Jun 1995Nov 1996 · 1 yr 5 mos · Greater Tucson Area

CommunicationEvent Planning

Education

University of Maryland Global Campus

Master of Science - MS — Learning Design Technology

Jan 2019Jan 2020

Union University

Bachelor of Arts (B.A.)

Jan 1990Jan 1994

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