Program Manager

Drivewealth · Office - Chicago · Product

Posted 2026-10-08

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About the Role

As a Program Manager, you'll play a pivotal role in driving releases and deliverables across high-impact initiatives. Operating within a Scaled Agile environment, you'll manage complex dependencies, ensuring seamless execution from planning to end-user adoption. This role requires team-building skills, as well as close collaboration with engineers, product managers, and stakeholders to deliver holistic and scalable solutions. You’ll join a high-performing Product Development team at DriveWealth, focused on building best-in-class investing infrastructure that powers global fintechs and banks. This team drives strategic initiatives from concept to launch, ensuring that our products meet the needs of both partners and end-users. We work closely with engineering, operations, and compliance to bring investing products to life in a highly regulated and fast-paced environment.

What You’ll Do

Lead and manage scrum teams from strategy through execution and delivery, guiding

multi-phase releases across engineering, product, compliance, and operations

Run crisp and effective agile ceremonies, including standups, sprint planning, refinement

sessions, and retrospective activities focused on self-improvement

Prepare scrum teams for quarterly PI Planning, including guiding them through the

product intake process to create working tasks ready for development

Develop clear goals and measurable outcomes while maintaining adaptability in a fastpaced, Scaled Agile environment

Facilitate cross-functional communication and decision-making, ensuring alignment on

priorities and trade-offs across teams

Assist technical leads and senior developers with release planning

Drive operational excellence across programs and mentor squads on Agile best

practices

Work within the larger PMO of the organization to raise its level of agile maturity

Coach teammates along the organizational journey towards agile transformation

Use data to evaluate progress, highlight risk, and communicate program health to both

technical and non-technical stakeholders

Leverage tools like Jira, Confluence, and G-Suite to manage workflows, reporting, and

communication

What You’ll Need

5+ years of program management experience, ideally in technical environments with

multiple cross-functional development teams

Deep familiarity with Scaled Agile; CSM or similar Agile certification a plus

Demonstrated success leading initiatives in fintech, trading, or brokerage verticals

Proven ability to manage dependencies and deliver high-impact releases in

environments with multiple competing priorities

Strong interpersonal and communication skills, with experience influencing across

technical and business teams

Bachelor’s degree in a technical field or equivalent practical experience

Nice to Have, But Not Required

Background in brokerage, wealth management, or regulated financial services

Experience working with APIs and embedded finance platforms

Familiarity with money movement, transaction handling, or compliance workflows

Location

This role is open to candidates in the following locations: Chicago, IL - Hybrid

This role is expected to come into the office on a cadence set by the Hiring Manager/Team.

If you're not based in one of the locations listed above, this role is not a fit, and we cannot accommodate remote work outside these locations.

Applicants must be authorized to work for any employer in the U.S. DriveWealth does not sponsor or take over sponsorship of an employment visa at this time.

Pay Range: $175,000 USD – $200,000 USD

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