Technical Instructor (Cybersecurity)

Perscholashires

Chicago (IL)

On-site

USD 67,500 - 82,500

Full time

14 days+

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Benefits offered by this job

Over 40 days of paid time off
Comprehensive medical coverage
401(k) plan with employer match
Parental leave up to 6 weeks

Job summary

Perscholashires in Chicago is looking for a Technical Instructor specialized in Cybersecurity. The instructor will conduct on-site training, focusing on preparing students for entry and mid-level positions in the tech industry. Responsibilities include delivering a structured curriculum, managing student performance, and providing ongoing feedback.

Qualified candidates should have an expert understanding of cybersecurity topics, alongside teaching experience. The position includes a competitive salary of $75,000 per year and comprehensive benefits aimed at ensuring employee well-being.

Qualifications

  • Must have some teaching experience, preferably with adults in an online environment.
  • At least two years of professional experience in the tech industry in a security role.
  • Proficient in TCP/IP networking and networking protocols.

Responsibilities

  • Conduct 15-week cycles of technical training focused on Cyber Security.
  • Provide students with ongoing feedback and performance appraisals.
  • Ensure class achieves at least a 90% pass rate on certification exams.

Skills

Expert-level knowledge in server management
Hardware knowledge
Software experience
Networking skills
Project management
Security expertise
Ability to teach interactively

Education

CompTIA Security+ Certification
Network+ CompTIA CySa+ certified

Tools

Salesforce.com
Microsoft Windows operating systems
TCP/IP networking

Job description

Technical Instructor (Cybersecurity)

REPORTS TO: Site Director

LOCATION: Chicago, Illinois. NOTE: This role will be based onsite at one of our partner organization locations three days per week in the Greater Grand Crossing area of Chicago.

Per Scholas preferred hires reside within the following states: AZ, CA, CO, FL, GA, IL, IN, KS, MD, MA, MI, MO, NC, NJ, NY, OH, PA, TX, WA

Position Description

Per Scholas is seeking a dynamic, team-oriented individual to serve as a Cyber Security Instructor. The Technical Instructor will play an important role in our organization’s mission, training Per Scholas students to be outstanding entry and mid-level technicians.

What You’ll Do
Classroom Facilitation
  • Using a structured and approved curriculum, conduct a full-time, 15-week cycle of technical training to prepare students for entry to mid-level jobs in the field of Cyber Security. Technical training competencies include but are not limited to: hardware, software, networking, security, server, mobility, virtualization, and project management. Class sizes range from 30-36 students.
  • Facilitate in a highly interactive, hands‑on style. The Per Scholas curriculum calls for a maximum of 1.5 hours of lecture in a 6‑hour teaching day. The rest of the time is dedicated to interactive, hands‑on lab activities which are led by the Technical Instructor.
  • Utilize in‑house Learning Management System for assignments, tests, and real‑time performance monitoring
  • Manage and appropriately utilize a teaching assistant
  • Maintain regular office hours
Managing Student Performance
  • Provide students with ongoing feedback, conferencing, and performance appraisals. Recognize any challenges early and work with coaches and students to overcome them.
  • Coordinate closely with students’ career coach and learner support staff on enforcing program rules and promoting student success.
  • Prepare student evaluations individually and in conjunction with a career coach.
  • Participate in all required student progress meetings with other members of the team
  • Monitor and enforce student class attendance, dress code, and other program policies
  • Ensure classes achieve at least a 90% pass rate on all certification exams
Curriculum
  • Provide input on tech curriculum and any changes needed to keep content current and relevant
  • Provide input on labs, Learning Management systems, and program policies
  • Conduct real‑time student data entry in Salesforce.com
What You’ll Bring to Us
Personal Characteristics
  • You thrive in a creative, inventive, fast‑paced startup environment with people who are passionate about their work and mission.
  • You are data‑driven, result‑oriented, and a forward‑looking catalyst for social change.
  • You have a collaborative and flexible work style. You’re excited to work cross‑functionally with other departments and independently.
  • You are an effective communicator with strong oral and written skills.
  • You are adept at relating real‑world experience/examples to the academic curriculum.
  • You are tech‑savvy and can learn quickly.
  • You are strong at managing your time and you can balance multiple projects and tasks.
  • You stand behind our mission, believing that individuals from any community should be able to access well‑paying career positions, and that talent should be recognized and recruited from many diverse sources.
Professional Qualifications
  • Expert‑level knowledge and experience in the following competencies: server management, hardware, software, networking, mobility, virtualization, project management, and security
  • Network+ CompTIA CySa+ certified.; CCNA, CISSP, SANS, Certified Ethical Hacker (CEH), are strongly desired
  • Must be CompTIA Security+ certified or able to earn the certificate within 30 days of hire.
  • Must have some teaching experience, preferably with adults in an online environment.
  • Proficient in TCP/IP networking and networking protocols as well as Microsoft Windows operating systems including console/terminal usage
  • Familiarity with Linux, Windows Server Environments, Firewalls, Intrusion Detection and Prevention Systems, Penetration Testing and Vulnerability Assessment is required
  • At least two years of professional experience in the tech industry in a security role
  • Ability to teach in a highly interactive and hands‑on style
  • Ability to commit to individual performance goals on certification and placement
  • Flexibility to adapt to continuous changes in the curriculum (needed to stay current in the industry)
  • Qualified candidates must be able to comfortably and frequently lift 50lbs
Compensation

For this dual‑competency role, we are targeting a salary of $75,000/year, determined by geography and the specific depth of experience in both disciplines.

#LI-Onsite

Benefits & Perks

Per Scholas offers a comprehensive benefits package designed to support your health, financial well‑being, and overall quality of life!

Holidays & PTO: Full‑time Per Scholas team members enjoy over 40 days of paid time off each year through a mix of holidays, vacation, and sick/personal time! All employees are eligible for holiday pay upon hire (a total of 22 holidays annually, including a week off for Independence day and a week before the New Year). Full‑time benefits eligible employees also receive 80 wellness hours to use for sick, safe, or personal reasons and accrue vacation at a rate of 8 hours at the beginning of every month, supporting rest, recharge, and work‑life balance. Vacation accruals increase with tenure. Part‑time employees are afforded time off on a prorated basis and in accordance with local requirements.

Comprehensive Medical Coverage: Benefit eligible employees can choose from multiple medical plans through Cigna or Kaiser Permanente (where available), with options to fit your needs. Eligible employees also have access to a Health Reimbursement Account (HRA) that reimburses eligible out‑of‑pocket expenses, up to $4,000 for individuals and $8,000 for families.

Dental and Vision Insurance: Eligible employees can select from two dental plan options and a vision plan. Employees who waive medical coverage receive employer paid dental and vision premiums.

Retirement Savings: 401(k) plan with a current 100% employer match on contributions up to 6%, eligible employees are offered entry and full vesting after 90 days with the company.

Employee Assistance Program (EAP): Free, confidential, 24/7 access to counseling, legal support, and financial resources for employees and their household members

Parental Leave: Eligible employees are offered up to 6 weeks of 100% paid parental leave to support employees as they welcome a new child and bond with their family.

Additional Benefits & Perks: Eligible employees have access to employer‑paid life and AD&D Insurance, as well as employer‑paid short‑term disability coverage, with the option to elect additional life coverage and long‑term disability insurance. Flexible spending accounts are available for healthcare, dependent care, and commuting expenses. Per Scholas also offers a range of voluntary benefits, including: Accident, Critical Illness, Hospital Indemnity, Legal Services, and Pet Insurance. Additional resources include healthcare concierge support, financial wellness tools, and employee discount programs.

Questions?

If you have any questions about this role, please feel free to email our Talent team at jobs@perscholas.org. We look forward to viewing your application!

Equal Employment Opportunity

We’re proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, race, color, religion, sex, sexual orientation, gender identity or national origin.

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