Senior Engineer, Cloud Security

About Workstreet

At Workstreet, we’re on an exciting journey to help businesses scale securely by designing and implementing cutting-edge security and compliance programs. As a fast-growing startup, we specialize in a wide range of GRC (governance, risk, and compliance) services that support frameworks across SOC 2, ISO 27001, GDPR, CMMC, NIST 800-171, NIST 800-53, and FedRAMP. We empower companies to meet regulatory requirements and enhance their cybersecurity posture from day one.

Get to Know the Security Services Team

We are the team that turns complex security requirements and compliance frameworks into infrastructure and services that actually work. Moving fast and taking true end-to-end ownership, our team spans three core functions: Cloud Security Engineering, where we design hardened AWS, Azure, and GCP environments, write Terraform baselines, and fix failing controls to meet frameworks like SOC 2, ISO 27001, CMMC, and FedRAMP; Penetration Testing, where we run disciplined offensive assessments across networks, apps, cloud, and AI/LLM systems to catch vulnerabilities before adversaries do; and Vulnerability Management, where we continuously prioritize, patch, and validate risk reduction across the client footprint. We do not hide behind process or just point out gaps. We step in, build solutions, and deliver real security posture improvements with minimal disruption.

What makes this team special isn't just our technical depth; it is how we back each other up. Our strongest engineers and assessors are the ones building reusable modules, writing custom tools, jumping into channels to unblock teammates, and mentoring without being asked. From early-stage startups to regulated enterprises, you will work directly with clients, take on real ownership early, and be surrounded by people who want to see you get good. If you enjoy solving tough security problems and want to be part of a team that is scrappy enough to move fast but seasoned enough to get it right, you will be in good company here. 

The Opportunity 

Workstreet is seeking a Senior Engineer, Cloud Security who is a builder at heart and an authoritative executive partner. This role operates on a deliberate split between hands-on cloud infrastructure engineering and high-touch vCISO service delivery. On the engineering side, you will architect hardened landing zones, automate identity lifecycles, and write reusable Terraform modules across Azure and multi-cloud environments. On the advisory side, you will serve as an embedded virtual CISO, representing clients directly on prospect calls, steering security strategy, and maintaining long-term account retention.

The successful candidate will integrate rapidly into the organization, assuming active portfolio ownership within their first 15 days. Balancing terminal-level execution with boardroom presence during U.S. Eastern Time business hours, you will lead technical workshops, resolve escalations with composure, and ensure every client remains deeply engaged, audit-ready, and confident in Workstreet as their strategic security partner

What You'll Do

Cloud Security Engineering

• Engineer security via Infrastructure as Code - design and maintain reusable Terraform and CloudFormation modules for IAM, networking, and logging to build drift-resistant cloud environments.
• Build enterprise cloud architectures - deploy and manage AWS multi-account structures including Organizations and SCPs, alongside Azure Hub-Spoke and Landing Zone architectures.
• Architect identity and access management - implement least-privilege IAM using RBAC, ABAC, permission boundaries, JIT or PIM automation, and federated identity via Okta or Entra ID.
• Execute direct vulnerability remediation - remediate cloud misconfigurations through active engineering changes, automated patching, and configuration drift correction.
• Automate security operations and pipelines - build automated remediation workflows using Lambda, Azure Functions, and Python, integrating SAST, DAST, and secret scanning into GitHub Actions or Azure DevOps pipelines.
• Configure native cloud security stacks - deploy and tune AWS GuardDuty, Security Hub, AWS Config, Azure Sentinel, and Defender for Cloud to build native logging pipelines for SIEM ingestion.
• Manage network and encryption engineering - design VPCs, security groups, network segmentation, WAFs, and full-lifecycle encryption using AWS KMS and Azure Key Vault.
• Implement technical NIST 800-53 controls - translate NIST 800-53, FedRAMP, and CMMC compliance criteria into hands-on technical controls across cloud environments.

vCISO Service Delivery

• Represent clients on executive diligence calls - join client sales and due diligence calls as their acting CISO, fielding technical security and architecture questions fluently in real time without notes.
• Deliver strategic security leadership - develop and maintain multi-year security program roadmaps aligned to client business goals, advising C-suite and board stakeholders on risk posture and security investments.
• Manage high-stakes client escalations - resolve complex security challenges with composure and urgency, making authoritative security decisions independently without deferring judgment.
• Architect client security programs - design and optimize customized security policies, controls, and compliance programs tailored to each client's specific business context and risk tolerance.
• Produce advanced strategic artifacts - author architecture recommendation memoranda with trade-off analysis, threat models, executive briefings, and vulnerability disclosure assessments.
• Oversee continuous compliance operations - coordinate quarterly access reviews, annual penetration tests, and tabletop incident response exercises while utilizing GRC platforms like Vanta, Drata, or Secureframe for audit readiness.
• Drive long-term client retention - cultivate trusted executive partnerships across portfolios to keep clients engaged, informed, and aligned with Workstreet over the long term.

Who You Are

• Dual-track builder and advisor - bring extensive experience operating simultaneously as a hands-on cloud security engineer and a client-facing executive security advisor.
• Hands-on security builder - proven track record of deploying security infrastructure, writing OPA policies, and managing secrets in Vault or AWS Secrets Manager.
• Cloud-native technical specialist - deep expertise in Azure and AWS architecture nuances, capable of distinguishing compliance maps from functional technical controls.
• Infrastructure as Code expert - proficient in Terraform, with demonstrated expertise in reusable module versioning, state management, and provider-specific security controls.
• Identity and access authority - deep technical understanding of SAML, OIDC, and cross-account IAM roles to enforce least privilege without disrupting developer workflows.
• Executive security communicator - strong verbal presence, able to lead technical workshops with engineers and speak fluently as an acting CISO on executive sales and due diligence calls.
• Multi-account portfolio operator - thrives in fast-paced startup environments, balancing multiple client priorities and executing rapid remediation without perfect documentation.

What will help you succeed

• Active cloud security credentials - hold technical certifications such as AWS Certified Security Specialty, Azure Security Engineer Associate, or GCP Professional Security Engineer.
• Executive security designations - hold recognized industry credentials such as CISSP, CISM, or CISA.
• FIPS 140 encryption implementation - practical experience configuring and enforcing FIPS 140 cryptographic standards across cloud services.
• Federal enclave build experience - hands-on history building CMMC-compliant enclaves or FedRAMP security architectures.
• Container runtime security mastery - experience implementing runtime security controls and vulnerability scanning across containerized environments.

What We Offer 

• Career Development: Clear path with mentorship and training opportunities.
• Role-Related Training: Reimbursement for the successful completion of approved training and certification courses relevant to your current role.
• Competitive Compensation: A competitive base salary with regular performance reviews linked to merit-based appraisals and bonus opportunities.
• Growth Opportunity: Early-stage company with significant room for career advancement.
• Remote-First Culture: Flexibility to work from anywhere while collaborating with a global team.

What You'll Need to Thrive 

• Excellent written and verbal English communication skills, with the ability to engage confidently with candidates, hiring managers, and business leaders across global teams.
• A reliable, high-speed internet connection and a professional home office environment that supports confidential conversations, virtual interviews, and uninterrupted collaboration.
• Commitment to working a standard schedule of 8:00 AM–5:00 PM US Eastern Time (ET) to effectively support hiring managers, candidates, and cross-functional teams. Occasional flexibility to adjust working hours is expected to accommodate changing business priorities, global collaboration, and time-sensitive hiring needs.
• Willingness and ability to travel locally for occasional onsite meetings, team gatherings, or business activities as needed.

Hiring and Selection Process 

• Candidates must participate in live video interviews throughout the hiring process with camera on (non-negotiable) and be prepared to verify their identity during recruitment and onboarding.
• Employment is contingent upon successful completion of identity verification and background screening, where permitted by law.
• Selected candidates will participate in structured interviews with hiring managers and cross-functional stakeholders to assess role fit, experience, and alignment with Workstreet’s operating principles.
• Candidates will receive prompt updates and consistent communication throughout the interview process, ensuring a transparent, smooth, and engaging experience at every step.
• Applicants must be authorized to work in the U.S. without the need for visa sponsorship now or in the future. Workstreet does not provide employment-based visa sponsorship or transfers for this role, including H-1B, L-1, TN, O-1, E-3, H-1B1, F-1 (OPT/CPT), J-1, or any other work-authorized visa category.

Workstreet Is An Equal Opportunity Employer

As an equal opportunity employer, Workstreet is committed to providing employment opportunities to all individuals. All applicants for positions at Workstreet will be treated without regard to race, color, ethnicity, religion, sex, gender, gender identity and expression, sexual orientation, national origin, disability, age, marital status, veteran status, pregnancy, or any other basis prohibited by applicable law.

All employment is decided on the basis of qualifications, merit, and business need. In order to ensure reasonable accommodation for individuals protected by Section 503 of the Rehabilitation Act of 1973, the Vietnam Era Veterans’ Readjustment Assistance Act of 1974, Title I of the Americans with Disabilities Act of 1990, and any other applicable federal, state or local laws, applicants who require reasonable accommodation in the job application process may contact [email protected]