Job description

Job Requirements Pega Certified Senior System Architect Trainer(1099 Contractor) 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. Your Responsibilities in this Role: • 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. Work Experience Project Skill and Experience 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. Preferred Experience • Experience implementing Pega solutions within federal, financial, tax-processing, or similarly complex regulated environments. • Experience preparing practitioners for Pega Senior System Architect certification. Physical Requirements: • Ability to sit for extended periods while working on a computer or during meetings. • Must be able to travel occasionally to client sites or company meetings, which may involve driving or flying. • Ability to communicate effectively via phone, email, and in-person, requiring clear speech, listening, and written communication skills. • Ability to move within an office environment, including reaching for files, using office equipment, and occasional light lifting (up to 10 pounds). Benefits Life at Fearless We're a digital integration consultancy on a mission to build a better tomorrow. At Fearless, we combine technology, people, and organizational development to solve meaningful problems. Through iterative development, we deliver smart, user-friendly solutions that make technology work better—for everyone. But great technology is only part of the story. What truly sets Fearless apart is our Purple Culture and our commitment to building meaningful partnerships with the people who help us deliver exceptional results. What Makes Us Purple? Whether you're a team member, contractor, or partner, our Purple Culture influences how we collaborate, communicate, and solve problems together. Being Purple means you: • Contribute to work that creates meaningful impact • Collaborate with people who value curiosity, innovation, and continuous improvement • Bring your expertise to challenging and rewarding projects • Work with transparency, trust, and mutual respect • Help create solutions that improve the lives of the people who use them • Join a community committed to equity, inclusion, and belonging We're proud to be an equal opportunity organization. We believe diverse perspectives make us stronger, and we welcome individuals from all backgrounds, experiences, and identities. Compensation & Engagement Details Fearless is committed to offering competitive contract rates that reflect the expertise, experience, and value our independent contractors bring to client engagements. Final rates are determined based on experience, qualifications, project requirements, and market considerations. This position is structured as an independent contractor (1099) engagement and is not eligible for employee compensation programs or benefits. Why Partner with Fearless? When you partner with Fearless, you'll have the 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 • While independent contractors are not eligible for employee benefits, we strive to create strong partnerships that support successful outcomes for both our clients and our contractor community. Independent Contractor Requirements To engage with Fearless as an independent contractor, the following documentation must be provided prior to the start of work: • Completed Form W-9 • Proof of General Liability Insurance • Certificate of Insurance (COI) • Compliance with any project-specific customer requirements, including background checks or security clearances, when applicable Additional documentation may be required depending on the nature of the engagement. Reasonable Accommodations Fearless is committed to providing reasonable accommodations for applicants and candidates with disabilities. If a reasonable accommodation is needed to participate in the application or interview process, please contact the Human Resources Department at hr@fearless.tech . So, What's Next? We've refined our engagement process to ensure alignment between Fearless, our clients, and our contractor partners. If there's mutual alignment, we'll reach out to begin the interview and evaluation process. Depending on the role or project, the process may vary slightly, but typically includes: 1. Introductory Conversation We'll connect to: • Learn more about your experience and expertise • Discuss project requirements and expectations • Review rate expectations and engagement details • Answer any questions about Fearless and the opportunity 2. Skills Assessment (If Applicable) For some engagements, we'll ask you to complete a role-specific assessment or work sample to better understand your capabilities and approach. 3. Skills & Business Fit Conversation This conversation allows us to: • Discuss relevant experience and project examples • Explore your approach to problem-solving and collaboration • Ensure alignment between your expertise and the engagement's needs • Some engagements may also require customer interviews, background checks, or security clearance verification based on project requirements. Where You Can Partner with Fearless At Fearless, we’re proud to partner with talented independent contractors across the United States. We are currently able to engage 1099 contractors residing in all 50 states. For contractors who may be interested in future full-time employment opportunities with Fearless, please note that our current W-2 employment footprint includes the following states: Alabama, California, Delaware, District of Columbia, Florida, Georgia, Maryland, New Jersey, New York, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, and Virginia. While contractor engagements are available nationwide, eligibility for future W-2 opportunities is contingent upon residing in one of our approved employment states at the time of consideration. #LI-Remote

Requirements

Must-haves

Job Requirements
Pega Certified Senior System Architect Trainer(1099 Contractor)
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.
Work Experience
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.
Ability to sit for extended periods while working on a computer or during meetings.
Must be able to travel occasionally to client sites or company meetings, which may involve driving or flying.
Ability to communicate effectively via phone, email, and in-person, requiring clear speech, listening, and written communication skills.
Ability to move within an office environment, including reaching for files, using office equipment, and occasional light lifting (up to 10 pounds).
Contribute to work that creates meaningful impact
Collaborate with people who value curiosity, innovation, and continuous improvement

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.

Application prep

Use the role’s language and application details while tailoring your materials.

Platform: phenom
Effort: medium