About The Position

At Fearless, we are seeking a 1099 contractor to serve as a Pega Certified Senior System Architect Trainer to deliver a 10-week instructor-led training program preparing participants to develop enterprise Pega applications and earn Senior System Architect certification. This role combines deep Pega platform expertise with hands-on teaching, guiding learners through case management, integration, data modeling, security, and troubleshooting using a structured curriculum designed by Fearless. The trainer translates technical concepts into practical skills through live instruction, labs, demonstrations, and individualized coaching, ensuring participants are prepared to implement Pega solutions in complex enterprise environments. This is a fully remote 1099 contractor engagement requiring approximately 20–24 hours per week for 10 weeks, with work performed between 9:00 a.m. and 5:00 p.m. EST.

Requirements

  • Minimum of 5 years of hands-on Pega application development experience.
  • Current Pega Certified Senior System Architect (PCSSA) certification is required.
  • Proven experience performing Senior System Architect-level responsibilities in enterprise Pega implementations.
  • Demonstrated expertise in case management, application configuration, data modeling, integrations, security, testing, and debugging.
  • Experience supporting enterprise Pega applications throughout the full application lifecycle.
  • Demonstrated experience delivering live instructor-led Pega training, hands-on labs, technical demonstrations, mentoring, or developer coaching.

Nice To Haves

  • Experience implementing Pega solutions within federal, financial, tax-processing, or similarly complex regulated environments.
  • Experience preparing practitioners for Pega Senior System Architect certification.

Responsibilities

  • Deliver live instructor-led sessions covering Pega application development, case and process logic, data modeling, integrations, and security practices.
  • Facilitate hands-on labs where participants configure and extend Pega applications, implement business logic, and troubleshoot implementation challenges.
  • Provide real-time technical assistance during lab exercises, diagnosing configuration issues and demonstrating corrective techniques.
  • Review participant work, provide individualized feedback, and reinforce difficult concepts to build proficiency in Senior System Architect competencies.
  • Conduct knowledge checks and certification-aligned activities to evaluate participant readiness for Pega Senior System Architect certification.
  • Collaborate with the Certified Lead System Architect to assess participant progress, identify knowledge gaps, and adjust instruction to strengthen skill development.
  • Demonstrate testing, debugging, source control, and deployment practices applicable to enterprise Pega application environments.

Benefits

  • Competitive contract rates that reflect the expertise, experience, and value our independent contractors bring to client engagements.
  • Opportunity to contribute to mission-driven work that delivers meaningful outcomes.
  • Collaborate alongside experienced professionals across technology, delivery, design, and organizational development.
  • Apply your expertise to impactful client engagements.
  • Build relationships with a values-driven organization committed to excellence.
  • Work with a team that values autonomy, accountability, and results.
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