Sidecar Blog

digitalNow

St. Louis Arch mid-construction on a sunny day, with two unfinished legs rising toward each other and workers on scaffolding below.

5 min read

Bottom-Up Buy-In: Why Your Frontline Staff Should Write Your Strategy

Strategy typically flows in one direction. The board sets vision. Executive leadership interprets it. Senior management translates it. Staff execute...

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Stylized racetrack with a centered stop sign symbolizing a strategic pause that boosts momentum.

6 min read

The Pause That Propels: When Associations Hit Stop to Move Forward

Most associations operate under constant addition. New programs stack on top of existing ones. Member requests become new initiatives. Strategic...

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Abstract 2×1 illustration with speech bubbles, a dinner-table silhouette, declining call-volume icon, and a glowing lightbulb, all in flowing coral, teal, and charcoal Sidecar colors.

6 min read

Stop Talking, Start Measuring: Real AI ROI from Associations

Return on investment doesn't always arrive in a spreadsheet. Sometimes it walks up to you at dinner. Sometimes it shows up as a percentage drop in...

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Sidecay Sync Podcast episode 108 cover featuring Amith Nagarajan and Mallory Mejias

21 min read

Live from digitalNow 2025: Inside the Association Evolution | [Sidecar Sync Episode 108]

Summary: Live from digitalNow 2025 in Chicago, this special edition of Sidecar Sync brings together voices from across the association world, sharing...

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digitalNow 2025 featuring a cartoon plane leaving a cartoon Chicago landscape

5 min read

The Deeper Questions digitalNow 2025 Is Really Asking

I'm sitting here on Day 3 of digitalNow 2025 in Chicago. Over the past few days, we've seen incredible sessions on implementation, infrastructure,...

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digitalNow banner featuring a robot

6 min read

What digitalNow 2025 Reveals About Where Associations Are With AI

Day 2 of digitalNow 2025 just wrapped in Chicago. Over the past two days, we've seen incredible sessions from association practitioners, AI experts,...

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digitalNow 2025

5 min read

Your Guide to digitalNow 2025 - What's Happening in Chicago This Week

digitalNow 2025 kicked off this morning in Chicago, and if you're following along from home or planning to join us for Days 2 and 3, here's what you...

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44 min read

AI, Leadership, and Innovation: Keynote Highlights from digitalNow 2024 (Day 2) | 65

Summary: Dive into the riveting highlights of digitalNow 2024, where leading experts shared transformative insights on AI and its impact on...

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