Join Our Team
Do the Best Work of Your Career.
Skygate Advisors is a lean, senior-led team that builds things the right way. No bureaucracy. No busywork. Just hard problems, great colleagues, and outcomes you can be proud of.
Why Skygate Advisors
More Than a Job.
Senior-Only Team
You will work alongside principals and senior architects every day. No siloed teams, no handoff culture.
Real Client Impact
Your work ships to production and shows up in C-suite presentations. Every contribution is visible and meaningful.
AWS at the Forefront
We work on the most challenging AWS implementations in the Midwest. You will expand your skills with every engagement.
Flexible Hybrid Work
Chicago-based with flexibility. Client-site presence when it adds value, remote when it doesn't.
Competitive Comp + Growth
Salaries benchmarked at the 75th–85th percentile. Annual compensation reviews and clear promotion criteria.
Culture of Honest Mentorship
We give direct, constructive feedback. If you join us, you will grow faster than anywhere else.
Open Positions
Current Openings
Equal Employment Opportunity
Skygate 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 Coverage
Medical, dental, and vision insurance for you and your dependents, with 90% premium coverage.
401(k) with Employer Match
4% employer match on your 401(k) contributions, fully vested after one year.
Flexible PTO
Generous PTO policy plus 11 paid holidays. Take the time you need to recharge.
Remote & Hybrid Options
Flexible 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 Support
Paid exam fees and study time for AWS, GCP, and other cloud certifications.
Mental Wellness Program
Access to mental health resources, counseling services, and wellness app subscriptions.
Performance Bonuses
Competitive 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.