Remote Cybersecurity Trainer — Contractor

Fearless Solutions; Baltimore (MD); Remote; USD 83,000 - 124,000; Full time

Job summary

Fearless Solutions is seeking a remote 1099 Cybersecurity Trainer to deliver a 24‑week, hands‑on workforce development program focused on enterprise IAM, PAM, and continuous security monitoring. The trainer will use a pre‑designed curriculum to translate complex cybersecurity concepts into structured, lab‑based learning experiences. The role requires 15‑20 hours per week, flexible scheduling between 9:00 a.m.

and 5:00 p.m. EST, and experience communicating with federal cybersecurity personnel.

Qualifications

• Minimum of 5 years of experience in cybersecurity engineering, administration, operations, technical training, or closely related discipline.
• Demonstrated ability to explain complex technical concepts to varied audiences.
• Experience administering or supporting enterprise cybersecurity technologies.

Responsibilities

• Deliver live instructor‑led virtual cybersecurity training aligned to Government-approved curriculum and proficiency requirements.
• Develop and maintain course materials including guides, presentations, labs, and assessments.
• Configure and test training labs and sandbox environments before each cohort for hands‑on exercises.

Skills

Cybersecurity training

Instruction

Curriculum design

Lab facilitation

Tools

Q-Compliance

CyberArk

SailPoint

Job description

Fearless Solutions is seeking a remote 1099 Cybersecurity Trainer to deliver a 24‑week, hands‑on workforce development program focused on enterprise IAM, PAM, and continuous security monitoring. The trainer will use a pre‑designed curriculum to translate complex cybersecurity concepts into structured, lab‑based learning experiences. The role requires 15‑20 hours per week, flexible scheduling between 9:00 a.m.

and 5:00 p.m. EST, and experience communicating with federal cybersecurity personnel.