Pegasystems · 5 hours ago
GTM Onboarding, Senior Instructor
Waltham, MA
Full-time
Hybrid
Senior Level
$120K/yr - $184K/yr
7+ years expPegasystems is dedicated to accelerating the success of new hires through world-class onboarding experiences. As the Senior Instructor, GTM Onboarding, you will lead the delivery of immersive learning experiences, develop onboarding curriculum, and provide coaching to empower new hires in client-facing roles.
Artificial Intelligence (AI)CRMRobotic Process Automation (RPA)Software
Responsibilities
Lead dynamic onboarding sessions—including bootcamps, workshops, and webinars—to engage and empower new GTM hires
Facilitate virtual and in‑person training with strong participation and practical skill application
Conduct dry runs to validate flow, refine delivery, and ensure readiness
Adapt facilitation to diverse audiences and environments using adult‑learning best practices
Measure effectiveness through feedback and performance data to continuously improve learning outcomes
Stay current on industry and onboarding trends to maintain a cutting‑edge experience
Maintain proficiency in key Pega tools and certifications such as Blueprint, App Studio, and Business Architect Certification
Develop and enhance onboarding curriculum, workshops, and materials in alignment with GTM role expectations and business priorities
Partner with program owners, curriculum advisors, and SMEs to ensure accuracy and consistency
Incorporate innovative learning modalities—self‑paced, virtual, and in‑person—to build a flexible, scalable curriculum
Transform static content into experiential learning (simulations, role plays, collaborative exercises)
Use learner feedback and analytics to strengthen curriculum effectiveness
Build a manager enablement track and equip leaders with tools for supporting new hire success
Apply adult‑learning and enablement best practices with clear KPIs, benchmarks, and measurable outcomes
Lead onboarding preparation initiatives including readiness assessments, Q&A forums, and the annual executive roadshow
Provide milestone‑based coaching throughout the onboarding journey to accelerate ramp and sustain performance
Facilitate practice sessions pre‑ and post‑bootcamp to reinforce GTM competencies and client‑meeting readiness
Integrate AI and Pega tools into coaching, role plays, and communication strategies
Foster a collaborative, inclusive learning environment focused on continuous development
Partner with managers and mentors to ensure smooth integration into GTM workflows
Monitor progress using defined KPIs and deliver actionable feedback to drive success
Qualification
Required
Bachelor's degree or equivalent experience
7+ years in enablement, onboarding, or instructional roles—preferably in GTM or sales organizations
Proven experience in curriculum development, training delivery, and coaching
Excellent communication, facilitation, and presentation skills
Strong technical aptitude with the ability to translate concepts to client‑facing skills
Exceptional organizational and time‑management abilities
Proficiency with Microsoft Office Suite and modern learning technologies
Experience working independently and collaboratively across teams
Preferred
Experience with enterprise software or SaaS onboarding
Familiarity with GenAI or digital content creation tools
Ability to adapt to evolving business needs and shifting priorities
Strong analytical skills for evaluating program effectiveness
Client‑facing experience
Benefits
Continuous learning and development opportunities
An innovative, inclusive, agile, flexible, and fun work environment
Competitive global benefits program inclusive of pay + bonus incentive, employee equity in the company
Company
Pegasystems
PegaSystems provides business process and customer relationship management solutions for organizations.
5001-10000 employees
H1B Sponsorship
Pegasystems has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (49)
2024 (32)
2023 (24)
2022 (59)
2021 (46)
2020 (41)
Funding
Current Stage
Public CompanyTotal Funding
$525M2020-02-19Post Ipo Debt· $525M
2009-01-01Post Ipo Equity
1996-07-26IPO
Leadership Team
Alan Trefler
Founder and CEO
Ken Stillwell
Chief Operating Officer and Chief Financial Officer
Recent News
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