Senior Cloud Engineer

Skygateadvisors; Chicago, Northern (IL, KY); Hybrid; USD 150,000 - 185,000; Full time

Benefits offered by this job

Health coverage

401(k) with employer match

Flexible PTO

Remote & Hybrid options

Home office stipend

Learning & development budget

AWS certification support

Mental wellness program

Performance bonuses

Job summary

Skygate Advisors in Chicago, IL seeks a Senior Cloud Engineer to lead complex cloud engagements on AWS and design resilient architectures. You will drive migrations end-to-end, write infrastructure-as-code with Terraform or AWS CDK, and mentor junior engineers.

Collaboration with client executives and architecture governance are key parts of the role. The position is hybrid in Chicago, offering senior responsibilities, direct client interaction, and a strong focus on Well-Architected reviews and

Qualifications

• 7+ years software/infrastructure engineering experience.
• 5+ years hands-on AWS experience across EC2, ECS/EKS, RDS, Lambda
• Experience with Terraform or AWS CDK for infrastructure-as-code.
• Strong understanding of networking fundamentals (VPC, TGW, Direct Connect, VPN).
• Experience in regulated industries (finance, healthcare) a plus.
• Excellent written and verbal communication — you will present architecture to C-suite stakeholders.

Responsibilities

• Lead architecture design sessions and Well-Architected reviews for client environments.
• Execute cloud migration projects across multiple client engagements simultaneously.
• Write and review infrastructure-as-code in Terraform and/or AWS CDK.
• Mentor junior engineers and contribute to internal knowledge base.
• Collaborate directly with client engineering leaders and executives.
• Produce architecture decision records, runbooks, and post-migration documentation.

Skills

Cloud architecture design

AWS expertise

Mentoring

Client communication

Education

AWS Solutions Architect Professional or equivalent

Tools

Terraform

AWS CDK

EC2/ECS/EKS

RDS

Job description

# Senior Cloud EngineerChicago, IL (Hybrid) Full-Time $150,000 – $185,000Lead complex cloud infrastructure engagements for enterprise clients on AWS, designing resilient architectures and delivering migrations end-to-end.### ResponsibilitiesLead architecture design sessions and Well-Architected reviews for client environmentsExecute cloud migration projects across multiple client engagements simultaneouslyWrite and review infrastructure-as-code in Terraform and/or AWS CDKMentor junior engineers and contribute to internal knowledge baseCollaborate directly with client engineering leaders and executivesProduce architecture decision records, runbooks, and post-migration documentation### Requirements7+ years software/infrastructure engineering experience5+ years hands-on AWS experience across EC2, ECS/EKS, RDS, Lambda, VPCAWS Solutions Architect Professional or equivalent certification strongly preferredExperience with Terraform or AWS CDK for infrastructure-as-codeStrong understanding of networking fundamentals (VPC, TGW, Direct Connect, VPN)Experience in regulated industries (finance, healthcare) a plusExcellent written and verbal communication — you will present architecture to C-suite stakeholders##### Apply NowSubmit your application below. We review all applications within 5 business days and reach out to qualified candidates to schedule an initial conversation.Submit Application ---Chicago, IL (Hybrid)Full-Time$150,000 – $185,000##### Equal Employment OpportunitySkygate Advisors is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, marital status, or any other legally protected characteristic. All qualified applicants will receive consideration for employment without regard to any of these characteristics.##### Benefits & Perks###### Comprehensive Health CoverageMedical, dental, and vision insurance for you and your dependents, with 90% premium coverage.###### 401(k) with Employer Match4% employer match on your 401(k) contributions, fully vested after one year.###### Flexible PTOGenerous PTO policy plus 11 paid holidays. Take the time you need to recharge.###### Remote & Hybrid OptionsFlexible work arrangements with remote-first culture and Chicago headquarters access.###### Home Office Stipend$1,500 annual stipend for home office equipment and internet reimbursement.###### Learning & Development$3,000 annual budget for certifications, conferences, courses, and professional development.###### AWS Certification SupportPaid exam fees and study time for AWS, GCP, and other cloud certifications.###### Mental Wellness ProgramAccess to mental health resources, counseling services, and wellness app subscriptions.###### Performance BonusesCompetitive annual bonuses tied to individual and company performance milestones.Skygate Advisors is committed to providing reasonable accommodations to qualified individuals with disabilities. If you require an accommodation during the application or interview process, please reach out via our application form.