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Flexible Cyber Security Social Engineering Jobs (NOW HIRING)

Iterative Health

Cybersecurity Engineer

Cambridge, MA · On-site

Support vulnerability management, penetration testing, social engineering testing, customer ... Google Cybersecurity Professional or Cloud Cybersecurity Certificate. * Experience building or ...

Iterative Health

Cybersecurity Engineer

New York, NY · On-site

Support vulnerability management, penetration testing, social engineering testing, customer ... Google Cybersecurity Professional or Cloud Cybersecurity Certificate. * Experience building or ...

Doppel Inc

Software Engineer, Platform

New York, NY · On-site

$135K - $350K/yr

... the future of social engineering defense. Our team combines deep cybersecurity expertise ... Launched a flexible notification system, delivering timely, reliable alerts across Slack, email ...

Quiet Capital

Software Engineer, Platform

Manhattan, NY · On-site

$150 - $200/hr

... the future of social engineering defense. Our team combines deep cybersecurity expertise ... Launched a flexible notification system, delivering timely, reliable alerts across Slack, email ...

Red Key Solutions Llc

Cyber Security Engineer

Bethesda, MD · On-site

$175K - $275K/yr

The Cyber Security Engineer must display an excellent understanding of technology and utilization ... Knowledge of potential attack vectors such as XSS, injection, hijacking and social engineering

Invenergy, LLC

AI Cybersecurity Engineer

Chicago, IL · On-site

$125 - $150/hr

## AI Cybersecurity EngineerApplylocations: Chicago, ILtime type: Full timeposted on: Posted Todayjob ... social engineering.* Engineer high-fidelity detections across SIEM and security platforms and ...

Doppel Inc

Software Engineer, Infrastructure

New York, NY · On-site

$150K - $400K/yr

... the future of social engineering defense. Our team combines deep cybersecurity expertise ... office Flexible PTO Quarterly team offsites Join Doppel Doppel is the first platform built to ...

Doppel Inc

Software Engineer, Autopilot

San Francisco, CA · On-site

$150K - $350K/yr

... the future of social engineering defense. Our team combines deep cybersecurity expertise ... office Flexible PTO Quarterly team offsites Join Doppel Doppel is the first platform built to ...

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Flexible Cyber Security Social Engineering information

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$40.5K

$122.9K

$180K

How much do flexible cyber security social engineering jobs pay per year?

As of Sep 7, 2026, the average yearly pay for flexible cyber security social engineering in the United States is $122,890.00, according to ZipRecruiter salary data. Most workers in this role earn between $102,000.00 and $142,000.00 per year, depending on experience, location, and employer.

What is the difference between Flexible Cyber Security Social Engineering vs Penetration Tester?

AspectFlexible Cyber Security Social EngineeringPenetration Tester
Required CertificationsCertified Ethical Hacker (CEH), Security+CEH, OSCP, CISSP
Work EnvironmentSimulating attacks via human manipulation, often in office or remote settingsTechnical testing of systems and networks, often in labs or client sites
Industry UsageUsed in security awareness and social engineering assessmentsUsed for vulnerability assessments and security testing

Flexible Cyber Security Social Engineering focuses on testing human vulnerabilities through manipulation tactics, while Penetration Testers evaluate technical system weaknesses. Both roles require security certifications and are vital in cybersecurity, but they differ in methods and focus areas.

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Flexible Cyber Security Social Engineering jobs near you
Infographic showing various Flexible Cyber Security Social Engineering job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 29% Part Time, and 3% Contract. Highlights an 88% Physical, 1% Hybrid, and 11% Remote job distribution, with an average salary of $122,890 per year, or $59.1 per hour.

Cybersecurity Engineer

Iterative Health

Cambridge, MA • On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted yesterday

Job description

Iterative Health is a healthcare technology and services company powering the acceleration of clinical research to transform patient outcomes.
We built a leading performance-driven network of 100+ sites across the US, Europe, India, and Australia, conducting research directly in the communities where care is delivered across gastrointestinal, hepatology, obesity, and cardiology. By combining deep clinical trial expertise with cutting-edge AI, we connect sponsors' scientific ambitions with high-performing research teams that expedite and expand access to novel therapeutics for patients in need. Today, Iterative Health is headquartered in Cambridge, Massachusetts, and New York City with 250+ employees world-wide.
As Iterative Health's first dedicated cybersecurity hire, you won't be stepping into an existing security program-you'll be building it. This is a rare opportunity to establish and lead the company's cybersecurity strategy, creating the foundation that will protect our people, technology, data, and business as we continue to scale.
In this role, you'll own the end-to-end security landscape, including our AWS cloud infrastructure, identity and access management, SaaS ecosystem, endpoint security, sensitive clinical and patient data, and the security and compliance frameworks that support our business. You'll work cross-functionally with IT, Engineering, Compliance, Legal, and business leaders to strengthen our security posture, reduce organizational risk, and embed security into every aspect of the company.
We're looking for a hands-on security leader who combines deep technical expertise with strong business judgment and a builder's mindset. You'll be equally comfortable architecting security solutions, responding to evolving threats, developing policies and controls, and influencing stakeholders across the organization. This is an opportunity to create a scalable, modern security program that grows alongside a fast-paced healthcare technology company.
Where You'll Drive Impact
Security Program Development
  • Serve as Iterative Health's first dedicated cybersecurity resource - build, mature, and operate the company's security program from the ground up.
  • Identify security gaps, prioritize remediation, and partner with the IT Director to define security priorities, roadmap items, and risk reduction plans.
  • Develop, maintain, and enforce security policies, standards, procedures, runbooks, and control documentation.
  • Provide company-wide subject matter expertise and support related to cybersecurity awareness and compliance.

Cloud & Infrastructure Security
  • Work with engineering team to secure and monitor AWS environments, including IAM, logging, encryption, backups, access controls, and overall cloud security posture.
  • Configure firewalls, encryption, and access controls across cloud and corporate infrastructure.
  • Improve security controls across Okta, Entra ID, Microsoft 365, Google Workspace, Box, SharePoint, AWS, and other cloud platforms.

Identity & Access Governance
  • Maintain and improve RBAC, access reviews, privileged access controls, admin role governance, service account oversight, and joiner/mover/leaver security processes.

Incident Response
  • Own incident response for suspected cyberattacks, account compromise, malware, data exposure, unauthorized access, and other security events.
  • Lead incident investigation, containment, remediation, documentation, root-cause analysis, and post-incident improvement tracking.

Compliance & Risk Management
  • Own security evidence collection, control documentation, remediation tracking, and audit support for SOC 2, HIPAA/HITECH, and applicable GDPR requirements.
  • Own all vendor assessment and security questionnaire responses.
  • Support vulnerability management, penetration testing, social engineering testing, customer security reviews, vendor security questionnaires, third-party risk assessments, security awareness, and user education.
  • Performs related duties as requested

What You Bring to the Team
  • Bachelor's degree in IT, engineering, mathematics, or a related field; candidates with extensive cybersecurity certification in lieu of a degree will be considered.
  • 5+ years of experience in cybersecurity, security engineering, cloud security, IT security, or a related technical security role.
  • Strong working knowledge of HIPAA, HITECH, SOC 2, and HITRUST frameworks.
  • Hands-on experience with AWS, Microsoft 365, and Google Workspace security tooling.
  • Experience with Bitdefender, Microsoft Defender, Intune, Entra ID, Microsoft Purview, Google Workspace security, Okta, or SIEM/logging tools.
  • Strong documentation skills, including policy and procedure writing.
  • Ability to communicate effectively with non-technical business partners.
  • Experience with PowerShell, Python, APIs, or security workflow automation.
  • Experience with vulnerability management, penetration test remediation, phishing simulation programs, or third-party risk reviews.

Preferred Qualifications
  • Knowledge of EU General Data Protection Regulation (GDPR).
  • One or more relevant certifications, including but not limited to: CompTIA Security+, CySA+, or Pen Test+; GCIH; ISC2 CCSP; AWS Certified Security Specialty (SCS-C03); Microsoft SC-200, SC-300, SC-401, SC-100, or SC-900; Google Cybersecurity Professional or Cloud Cybersecurity Certificate.
  • Experience building or maturing a security program in a high-growth or startup environment.
  • Background in healthcare technology, clinical research, or other highly regulated industries.

How We Work
  • Collaborative and low-ego team environment
  • High ownership and accountability culture
  • Fast-paced and highly iterative growth environment
  • Open communication and continuous learning mindset
  • Mission-driven organization focused on improving patient outcomes
  • Comfortable navigating evolving business priorities and opportunities

Benefits That Support You
We believe great teams do their best work when they feel supported - professionally and personally.
  • Hybrid work environment with in-office collaboration two days per week in either our NYC or Boston office
  • Comprehensive medical, dental, and vision coverage, with up to 80% of premiums covered by Iterative Health
  • Mental health and wellness support through Spring Health
  • Health HSA or FSA options, and commuter FSA contributions supported by Iterative Health
  • Unlimited PTO, 12 company holidays, and a company-wide shutdown between Christmas and New Years
  • 401(k) program with a company match of up to 3% (up to $3,000 annually)
  • Weekly in-office lunch benefit every Tuesday
  • 100% company-paid short-term and long-term disability coverage
  • Annual wellness and professional development stipend to support your health and growth
  • And more!

At Iterative Health, we're actively working towards creating an environment that is representative of the diversity of patients our technology serves. We are focused on building an equitable and inclusive culture, and by extension, hiring process. If you require any accommodations to make the application process or interviewing experience more accessible to you, please contact CandidateAccommodations@iterative.health.

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