Archive - Designing Tomorrow

Drafting Our Strategic Dream Teams

Eric and Jonathan draft their ideal strategic planning teams and work out how much weight each voice deserves.

Jul 7 • Eric Ressler and Jonathan Hicken

June 2026

Money in Motion, Not Money Warehoused

Kristin Todd of the NoCo Foundation on doubling community grant-making by refusing to let donor dollars sit still.

Jun 30 • Eric Ressler

Your Most Durable Asset Is Still Your Website

Why owned channels beat social and email, even in an AI-everything internet

Jun 23 • Eric Ressler and Jonathan Hicken

Can Business Actually Be a Force for Good?

Sarah Gillard on why the profit-maximization era is a 50-year blip, not the natural order.

Jun 16 • Eric Ressler

The Real Cost of Playing It Safe

When pulling back feels responsible but actually sets your mission back years.

Jun 9 • Eric Ressler and Jonathan Hicken

Feelings Don't Drive Change

What the best social impact campaigns do that yours probably doesn't.

Jun 2 • Eric Ressler

May 2026

Say What You Actually Believe

Eric and Jonathan on why social impact leaders owe it to their sector to stake a claim, and why "just doing the work" isn't enough anymore.

May 26 • Eric Ressler and Jonathan Hicken

Integrity Alone Will Get You Outplayed

Joelle Lester of the Public Health Law Center on the corporate doubt playbook from tobacco to climate, and why values-led organizations need more than…

May 19 • Eric Ressler

Brandmaxxing or Debranding: Pick Your Side

Eric and Jonathan debate the brandmaxxing vs. debranding spectrum and why the sector has been stuck on the wrong end.

May 12 • Eric Ressler and Jonathan Hicken

Trust No One Is Exactly What Authoritarians Want

Joel Breakstone on the dangerous space between healthy skepticism and total cynicism, and how to teach people the difference.

May 5 • Eric Ressler and Joel Breakstone

April 2026

Visibility Beats Impact

The moral objection to self-promotion is quietly starving good organizations of the resources they need.

Apr 28 • Eric Ressler and Jonathan Hicken

Who Actually Gets a Seat at the Table?

Taylor Stuckert, CEO of Lead for America, on the uncomfortable tradeoffs between participation and progress.

Apr 21 • Eric Ressler

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