
Director of Software Architecture
- Chicago, IL
- Permanent
- Full-time
- 20+ years of software engineering experience, including 5+ years in architecture leadership roles.
- Proven experience delivering large-scale SaaS platforms with a focus on scalability and reliability.
- Strong expertise in cloud architectures (AWS preferred), microservices, APIs, containers, and event-driven systems.
- Hands-on experience with data security, privacy standards (e.g., GDPR, CCPA), and compliance in highly regulated industries.
- Experience with data-intensive and performance-sensitive applications.
- Strong knowledge of CI/CD pipelines, DevOps practices, and infrastructure-as-code.
- Exposure to financial services, wealth management, or other highly regulated domains a plus; genuine interest in learning the advisor/investment space is expected.
- Strong leadership and communication skills with the ability to guide teams through complex technical decisions.
- Master’s in Computer Science, Engineering, or related field.
- Financial Health
- 75% 401k match up to 7%
- Stock Ownership Potential
- Company provided life insurance - 1x salary + commission
- Physical Health
- Comprehensive health benefits (medical/dental/vision) including potential premium discounts and company-provided HSA contributions (up to $500-$2,000 annually) for specific plans and coverages
- Additional medical Wellness Incentives - up to $300-$600 annual
- Company-provided long- and short-term disability insurance
- Emotional Health
- Trust-Based Time Off
- 6-week Paid Sabbatical Program
- 6-Week Paid Family Caregiving Leave
- Competitive 8-24 Week Paid Parental Bonding Leave
- Adoption Assistance
- Leadership Coaching & Formal Mentorship Opportunities
- Annual Education Stipend
- Tuition Reimbursement
- Social Health
- Charitable Matching Gifts program
- Dollars for Doers volunteer program
- Paid volunteering days
- 15+ Employee Resource & Affinity Groups