We help organizations build durable revenue, compliance, and operational systems.
Advisory and operational support for mission-driven organizations
Seward Square Strategies manages the full financial picture for organizations — building revenue, establishing the operational foundation, and maintaining compliance throughout. Services can be engaged individually or as an integrated program.
PRACTICE AREAS
Infrastructure
Committee & Organization Setup
Entity formation, regulatory filings, and operational configuration — structured for compliance from day one.
Compliance & Financial Management
Full-cycle financial operations for political committees and advocacy organizations: bookkeeping, reconciliation, financial transfers, FEC and state reporting, and the controls that keep organizations audit-ready at every stage.
Growth
Direct Response Programs
Email and mobile programs built for long-term revenue growth — acquisition, donor development, and list health, including deliverability and sender reputation management.
Revenue Strategy
Multi-channel fundraising strategy designed to build reliable, long-term revenue — or to maximize performance in a single cycle.
Advisory
Political Advocacy and Public Affairs
Strategic counsel for organizations operating at the intersection of policy, politics, and public opinion — including program design, coalition strategy, paid communications, and general consulting for independent expenditure committees.
BACKGROUND
Jason Rosenbaum works with organizations navigating fundraising, compliance, media, and operational complexity.
Over the past 25 years, his work has spanned direct marketing, compliance management, digital paid media, and technology.
He began his career in political regulatory compliance before building eight-figure digital fundraising programs at two national party committees. He later led the political paid media operation at Google and, in 2016, led the nine-figure digital advertising program for Hillary Clinton’s presidential campaign.
Jason went on to establish a consulting practice that combined fundraising and media strategy, advising presidential candidates, major Senate and gubernatorial campaigns, and national political organizations.
That practice was later acquired by the public affairs firm SKDK, where Jason spent three years as a department head, leading political and corporate public affairs work.
Following his time at SKDK, Jason co-founded a technology company that is now Warchest, a compliance and financial management platform used by hundreds of campaigns and organizations.
Today, his work focuses on helping organizations build durable operational systems, sustainable fundraising programs, and pressure-tested operational infrastructure.