Director, Technology Integration

Hightower•Chicago, IL

12d•$160,000 - $180,000•Hybrid

About The Position

Founded in 2008, Hightower is a wealth management firm that provides investment, financial and retirement planning services to individuals, foundations and family offices, as well as 401(k) consulting and cash management services to corporations. Hightower’s capital solutions, operational support services, size and scale empower its vibrant community of independent-minded wealth advisors to grow their businesses and help their clients achieve their financial vision. Based in Chicago with advisors across the U.S., we operate as a registered investment advisor (RIA). Your Future Team The Director of Technology Integrations, reporting to the Executive Director, Head of Software Engineering, owns Hightower's integration architecture across multiple enterprise systems, including CRM, CLM, and proprietary platforms. You'll design and implement modern integration patterns; APIs, event streaming, and microservices, ensuring real-time data flow for critical business operations. Leading a team while staying hands-on with solution architecture, you'll establish API standards, implement event-driven architectures, and orchestrate seamless workflows across Product, Operations, and Data Engineering teams. As the technical authority for vendor integrations, you'll build a scalable, observable integration platform on AWS that delivers reliable, performant data synchronization across our technology ecosystem.

Requirements

Bachelor's degree in computer science, information technology, or a related field.
8+ years of experience in system integration and enterprise architecture with expertise in API design, event-driven architectures, and modern integration patterns on the AWS cloud platform.
Deep expertise in modern integration technologies, including event streaming platforms, API-as-a-product strategies, real-time data interoperability, low-code integration pipelines, and AI-driven integration automation.
Experience in wealth management, financial services, or fintech organizations with an understanding of financial data flows, regulatory requirements, and industry-standard platforms.
Proven leadership and exceptional communication skills, extensive experience managing technical teams and translating complex integration concepts for both technical and business stakeholders.
Strong analytical and problem-solving skills to diagnose integration issues across distributed systems coupled with expertise in integration methodologies, monitoring practices, and vendor management.
You are a U.S. citizen, U.S. permanent resident or possess other unrestricted U.S. work authorization and will not require sponsorship for U.S. work authorization now or anytime in the future.

Responsibilities

Build and mentor a high-performing integration team, fostering technical excellence while maintaining hands-on involvement in complex integration challenges and architectural decisions.
Partner with business stakeholders and product managers to map end-to-end processes, identifying integration points that unlock operational efficiency and enable new product capabilities.
Implement monitoring and observability frameworks with the Infrastructure Engineering and IT Operations team to proactively identify integration issues, optimize performance, and ensure SLA compliance across all connected systems.
Lead technical discovery and proof-of-concept initiatives for new platforms and tools, evaluating build-vs-buy decisions and recommending integration strategies that balance speed with sustainability.
Accountable for the future integration roadmap, prioritization, and execution—coordinating releases across multiple teams while minimizing business disruption and maintaining system stability.

Benefits

Coverage on the first day of employment for medical, dental, and vision insurance
Paid parental leave (16 weeks for primary caregiver and 8 weeks for secondary caregiver)
Mother’s lounge onsite
Flexible PTO plan
Hybrid work schedule (minimum of 3 days in office)
Free brand-new gym in the Chicago office
401k matching plan
HSA employer contributions
Student loan assistance
Pet insurance
Base salary of $160,000-$180,000 plus discretionary bonus (exact base salary amount will be dependent on experience)