Job description

Job Requirements Certified Pega Lead System Architect Trainer (1099 Contractor) At Fearless, we are seeking a 1099 contractor to serve as a Certified Pega Lead System Architect Trainer for a 10-week intensive training program preparing participants to design and implement enterprise-ready Pega applications. This role serves as the senior technical lead and primary instructional authority for a cohort advancing through Pega Senior System Architect curriculum, providing advanced instruction in application architecture, case management, data modeling, integration, security, performance optimization, and DevOps practices. The CLSA guides participants through complex demonstrations, architecture discussions, hands-on labs, and scenario-based exercises while collaborating with program leadership to tailor instruction to participant skill levels and maintain alignment with the approved training plan. 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. ET. Your Responsibilities in this Role: • Deliver live, instructor-led training sessions covering Pega application architecture, case management, data modeling and integration, application security, and performance optimization. • Lead complex technical demonstrations and facilitate architecture and design discussions that prepare participants to build scalable, secure, and maintainable Pega applications. • Support participants during advanced labs and scenario-based exercises, providing real-time coaching on application design, configuration, integration, and performance challenges. • Conduct architecture and code reviews, offering individualized feedback and mentoring to help participants advance from developer to Senior System Architect skill levels. • Collaborate with the Program Manager, CSSA Trainer, and Government stakeholders to monitor participant progress and identify areas requiring additional reinforcement. • Adapt instructional emphasis to participant skill levels while maintaining consistency with the approved training plan and curriculum framework. • Provide technical guidance on debugging, troubleshooting, reusable application design, and Pega development best practices aligned to enterprise standards. • Ensure curriculum delivery prepares participants to design and deploy Pega solutions that meet enterprise readiness standards for scalability, security, and maintainability. Work Experience Project Skill and Experience Requirements • Minimum of 5 years of Pega Platform experience in senior architecture, technical lead, or comparable roles. • Current Pega Certified Lead System Architect (PCLSA) certification. • Hands-on experience designing and implementing enterprise Pega applications from architecture through deployment. • Demonstrated expertise in Pega application and solution architecture, including case management, data modeling, integrations and APIs, and security implementation. • Proven experience conducting architecture and code reviews and mentoring Pega developers and Senior System Architects. • Demonstrated ability to deliver live, instructor-led technical training, hands-on labs, and individualized coaching in complex technical environments. • Expertise in performance optimization, debugging, deployment processes, and DevOps practices within the Pega Platform. Preferred Experience • Experience implementing Pega solutions within federal, financial, tax-processing, or similarly complex regulated environments. 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
Certified Pega Lead System Architect Trainer (1099 Contractor)
and 5:00 p.m. ET.
Deliver live, instructor-led training sessions covering Pega application architecture, case management, data modeling and integration, application security, and performance optimization.
Lead complex technical demonstrations and facilitate architecture and design discussions that prepare participants to build scalable, secure, and maintainable Pega applications.
Support participants during advanced labs and scenario-based exercises, providing real-time coaching on application design, configuration, integration, and performance challenges.
Conduct architecture and code reviews, offering individualized feedback and mentoring to help participants advance from developer to Senior System Architect skill levels.
Collaborate with the Program Manager, CSSA Trainer, and Government stakeholders to monitor participant progress and identify areas requiring additional reinforcement.
Adapt instructional emphasis to participant skill levels while maintaining consistency with the approved training plan and curriculum framework.
Provide technical guidance on debugging, troubleshooting, reusable application design, and Pega development best practices aligned to enterprise standards.
Ensure curriculum delivery prepares participants to design and deploy Pega solutions that meet enterprise readiness standards for scalability, security, and maintainability.
Work Experience
Project Skill and Experience Requirements
Minimum of 5 years of Pega Platform experience in senior architecture, technical lead, or comparable roles.
Current Pega Certified Lead System Architect (PCLSA) certification.
Hands-on experience designing and implementing enterprise Pega applications from architecture through deployment.
Demonstrated expertise in Pega application and solution architecture, including case management, data modeling, integrations and APIs, and security implementation.
Proven experience conducting architecture and code reviews and mentoring Pega developers and Senior System Architects.
Demonstrated ability to deliver live, instructor-led technical training, hands-on labs, and individualized coaching in complex technical environments.
Expertise in performance optimization, debugging, deployment processes, and DevOps practices within the Pega Platform.
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.

Nice-to-haves

Experience implementing Pega solutions within federal, financial, tax-processing, or similarly complex regulated environments.

Application prep

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

Platform: phenom
Effort: medium