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Facilitator, Cybersecurity

March 10, 2026

About Flatiron School

As a leader in the tech industry, Flatiron School believes that education is the best investment you can make in your future. We’re committed to helping change lives and the world for the better. Our courses provide an immersive, outcomes-driven curriculum for students looking to launch a career in Software Engineering, Cybersecurity, Data Science, Artificial Intelligence and Game Design. In addition to student programs, we also offer targeted education solutions for organizations.

Our Mission: Enabling the pursuit of a better life through education

Our Values:

Make No Little Plans - Build for scale, create for the future, execute short-term goals in view of long-term strategy
Radiate Positivity - Be kind, have fun, find what to love
Strive for Excellence - Drive results, hold yourself and each other accountable to our shared goals
Be a Lifelong Learner - Embrace a growth mindset, be curious, get comfortable with being uncomfortable
Work Together - Collaborate, embrace transparency, empower others to succeed
Nurture Difference - Seek to understand, notice who or what is missing, actively seek out different opinions, create space for other voices to be heard

We are seeking passionate Cybersecurity technical experts who are eager to nurture the next generation of technologists and creatives. We take pride in creating a vibrant community of expert facilitators who possess deep industry knowledge and a genuine enthusiasm for mentoring and guiding students.

In this contractor opportunity, a facilitator will guide a small class of up to 6 learners through online coursework.

Utilizing the curriculum and technology provided by Flatiron School, your primary focus will be facilitating synchronous discussion sessions each week during the course, as well as providing personalized asynchronous written and video feedback on projects assigned during the course. Please note that this part-time and fixed-term contract opportunity.

Note: We have two course pacing options, one full with 9 hours of work per week over the course of 3, 4, or 5 weeks and the other partial with 5 hours of work per week over the course of 9, 12, or 15 weeks.

Sample Schedules:
3 Week Full:

6 hours per week.
3 weeks of coursework over 3 weeks.
This is a part time and fixed term contract opportunity requiring two 90-minute synchronous facilitation sessions which will take place on Tuesdays and Thursdays at 8pm ET.

9 Week Partial:

2 ½ hour time commitment per week.
9 weeks of coursework over 11 weeks. The course is structured as 3 weeks of facilitation, 1 week break, 3 weeks of facilitation, 2 week break, followed by 3 weeks of facilitation.
Please note that this part time and fixed term contract opportunity requires 1 hour of synchronous facilitation which takes place on Wednesdays at 8pm ET.

Qualifications:

4 years of professional experience in the field with some mentoring/leadership experience preferred. Contract and part-time work experience is considered relevant experience.
Preferred experience in instructional or mentoring roles, demonstrating a commitment to guiding and empowering others.

Requirements:

Leadership Presence: Stay abreast of industry trends and emerging technologies, fostering a culture of continuous learning and growth among learners.
Real-world Application: Connect curriculum concepts with practical, real-world applications, enriching the learning experience and enhancing learners' understanding.

Responsibilities:

Assessment and Feedback: Provide assessment grading and constructive feedback on learners' projects, helping them refine their skills and achieve their goals.
Workshop Facilitation: Lead a small group of learners, fostering a collaborative environment and leveraging your expertise to facilitate lively discussion that connects the course milestones to real-world applications.
Value Representation: Exemplify and uphold Flatiron School’s values in all interactions and engagements within the community.

Why Join Us:

Make a meaningful impact by empowering individuals to thrive in the technical field.
Access to a vibrant community of learners, mentors, and industry professionals.

Compensation:

The total compensation for the project is dependent upon course pacing. Facilitators are paid $600/week while facilitating.

For Colorado Residents: Application Deadline: There is no application deadline as we will be accepting applications on an ongoing basis.

Equal Employment Opportunity Commitment

Flatiron School provides equal employment opportunity (“EEO”) to all persons without regard to race, color, religion, age, gender, pregnancy, sexual orientation, gender identity and expression, national origin, disability, marital status, citizenship status, veteran status, relationship or association with a protected veteran, military status or any other legally protected characteristic. This includes recruiting, hiring, working conditions, benefits, and other employment matters such as pay, promotion, demotion, transfer, termination, and reduction in force. It is the policy of Flatiron School to comply with all applicable federal, state, and local laws governing nondiscrimination in employment and to ensure equal opportunity in all terms and conditions of employment or potential employment. All employment decisions shall be consistent with the principle of equal employment opportunity.

Flatiron School values and encourages diversity and solicits applications from all qualified applicants without regard to race, color, gender, sex, age, religion, creed, national origin, ancestry, citizenship, marital status, sexual orientation, physical or mental disability, medical condition, military and veteran status, gender identity or expression, genetic information, change of sex or transgender status, or any other basis protected by federal, state or local law. Flatiron School is committed to working with people from all walks of life. If you require a reasonable accommodation in any part of the employment process, please contact people@flatironschool.com

Apply now

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

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The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

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This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...