Miles Sisk, Founder of Cascading Strategies

Miles Sisk
Founder, Cascading Strategies
Chicago, IL

Strategy, media, and research for the people doing the most important work.

I started Cascading Strategies because I saw a gap: campaigns, nonprofits, and advocacy organizations doing critical work but operating without the strategic support, media capabilities, or research infrastructure that larger operations take for granted. The candidate running for county board. The nonprofit tracking legislation in three states. The advocacy coalition trying to reach a million voters on a fraction of the budget. They deserve the same caliber of strategy and execution as anyone else.

My background is in field organizing, campaign management, and digital advertising. I've worked with candidates and organizations across the country, from city council races in the Pacific Northwest to congressional campaigns in the Midwest to national advocacy efforts reaching hundreds of thousands of voters. That range taught me two things: first, that the fundamentals of reaching people don't change with the size of the audience, and second, that the organizations with the tightest constraints often produce the most creative and efficient work.

Cascading Strategies is built around three pillars. The first is hands-on consulting: campaign planning, messaging, stakeholder engagement, coalition building, and communications strategy. The second is paid media: digital advertising, direct mail, call center, and peer-to-peer texting across every channel your audience uses. The third is research and intelligence, including audience analysis, landscape research, and a managed legislative tracking platform covering all 50 states and Congress.

I work directly with every client. This isn't a firm where you meet the principal once and get handed off to a junior team. When you work with Cascading Strategies, you work with me, and I bring in specialized talent as engagements require it.

I'm based in Chicago and work with clients across the country.

How we work.

Direct

You get honest assessments, not diplomatic hedging. If a strategy isn't working, you'll hear it from us before it costs you.

Data-informed

We pair strategic instinct with real data. Research and intelligence aren't add-ons; they are the foundation of how we advise clients and run media.

Outcome-focused

We measure our work by your results. Every recommendation ties back to winning, passing, reaching, or moving something specific.

The Problem Solvers Campaign School

A five-week online course for candidates and campaign leaders covering vision and messaging, fundraising, outreach strategy, and practical toolkits you can use immediately.

View the Course

Want to talk?

I'm always happy to have a conversation about your campaign, your advocacy work, or your organization's goals.

Book a Consultation

miles@cascadingstrategies.com · (202) 384-9339