Miles Sisk, Founder of Cascading Strategies

Miles Sisk
Founder, Cascading Strategies
Chicago, IL

National-level strategy for the races and causes that shape communities.

I started Cascading Strategies because I saw a gap: local campaigns and advocacy organizations doing critical work but operating without the tools, data, or strategic support that national operations take for granted. The candidates running for county board, the nonprofits tracking state legislation, the advocacy teams trying to move a bill through committee. They deserve the same caliber of strategy and intelligence as anyone else.

My background is in field organizing and campaign management. I've advised campaigns from California to Wisconsin, working with candidates and organizations at the local and state level. That experience taught me two things: first, that most campaigns are won or lost on execution, not ideology, and second, that the right information at the right time changes outcomes.

That's why Cascading Strategies is built around two pillars. The first is hands-on consulting: campaign planning, messaging, stakeholder engagement, and communications strategy. The second is a proprietary legislative intelligence platform that tracks bills, legislator activity, and public dialogue in real time across all 50 states and Congress. We configure it, we monitor it, and we brief our clients so the data becomes action.

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. Our legislative intelligence platform is the foundation of how we advise clients.

Outcome-focused

We measure our work by your results. Every recommendation ties back to winning, passing, or stopping 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