Posts Tagged ‘Sherry Connects’
Rethinking Member Value in a Digital Era
The associations that thrive will be the ones that stop asking what members should value and start understanding what they actually need. For decades, associations had a fairly reliable value equation. Members joined for access. Access to information. Access to professional networks. Access to credentials, conferences, publications, advocacy, and expertise they could not easily find elsewhere. That model worked because…
Read MoreWhy Association Leaders Are Turning to .orgSource for AI Strategy
Because AI success requires more than a polished pitch deck. Every association leader I speak with is hearing some version of the same message right now: “We can help you with AI.” The pitch decks are polished. The framework looks impressive. Pricing is often significant. And in many cases, the consultants delivering those presentations only began using the word “AI”…
Read MoreFuture-Ready Leadership Means Making Hard Decisions Before the Pressure Forces Them
There is a pattern I see often in organizations that feel stuck. Leaders know something is not working. They can see the strain. They can feel the drag. They know a process is outdated, a structure is too heavy, a team is overloaded, or a strategy has lost momentum. And yet, they wait. Not because they are careless. Not…
Read MoreAssociation Leaders Need an AI Plan, Not Another AI Pep Talk
By now, most association leaders know AI matters. That is no longer the question. The real question is this: what are you actually going to do about it? Because right now, many organizations are stuck in one of two places. They are either cautiously circling the topic, waiting for more clarity, more examples, more certainty. Or they are jumping into…
Read MoreInterim Isn’t a Gap. It’s a Gift.
Why the organizations that use interim talent strategically outperform the ones that don’t. When a key leader leaves an organization, the first instinct is usually to fill the seat as fast as possible. That urgency is understandable. A vacant role feels like a liability. Boards get nervous. Staff wonder what it means. The pressure to “solve” the problem by…
Read MoreYour Retreat Produced a Beautiful Document. Now What?
The difference between a facilitation that feels productive and one that actually is. I want to tell you about a pattern I see at least a dozen times a year. An organization invests two days and significant resources into an off-site retreat. A skilled facilitator leads the group through a well-designed agenda. Energy is high. The…
Read MoreThe Upskilling Gap: Why Some People Jump into AI and Others Freeze
Upskilling has always mattered. But right now, with AI evolving faster than most organizations can update job descriptions, a clear AI upskilling plan has become a survival skill, not a bonus. Here’s the part leaders rarely say out loud: AI is exposing the gap between people who learn by exploring and people who learn by being told what to do. And that…
Read MoreDigital Culture Isn’t Optional—It’s Your Competitive Advantage
Why your tech investments won’t matter if your mindset is stuck in 2009 You can buy every tool on the market. You can implement the best AMS, CRM, LMS, CMS—and throw in a chatbot, too. But if your culture is still operating like it’s 2009? None of it will matter. Let’s be honest. Digital transformation isn’t failing in associations because of bad tech. It’s failing because we’ve made culture an afterthought. The most…
Read MoreThe Myth of Member Loyalty—and What Actually Drives Retention in 2026
Spoiler: It’s not your dues discount or annual meeting Let’s get real about something we don’t talk about enough in the association space: Member loyalty isn’t what it used to be. And pretending it is? That’s costing you relevance—and revenue. For decades, associations have relied on an assumption: “If we offer enough value, members will stay.” But here’s the truth: Value isn’t the issue. The real issue is that value has been redefined. …
Read MoreDigital Dexterity: The Skill Your Association Can’t Ignore
You invested in the platform. You launched the tools. You checked the “digital transformation” box. But something’s still off. Systems don’t talk to each other. Staff rely on workarounds. Member experiences feel… clunky. Sound familiar? The problem might not be your tech stack. It might be your team’s digital dexterity. What Is Digital Dexterity? Digital dexterity isn’t about coding or mastering AI. It’s your organization’s ability to adapt, adopt, and apply digital tools—across…
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