Blog: Wes’s thoughts, articles, and insights

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My most recent posts

Don’t do that…

By Wes Trochlil | November 4, 2026

Don’t do that… One of my very favorite pieces of advice to give clients is “Don’t do that.” Client: “We’re going to migrate all of our current data into the new system.” Me: “Don’t do that.” Client: “In order to learn more about our members, we’re going to ask a dozen questions on the membership […]

A harsh truth about your members…

By Wes Trochlil | October 28, 2026

A harsh truth about your members… Just over 20 years ago, the book “He’s Just Not That Into You” was published, and later turned into a movie (stick with me, I’m going somewhere with this). Per Wikipedia: “The premise of the book, as stated in the title, tells women readers that if a man in whom […]

Should you chug or sip?

By Wes Trochlil | October 21, 2026

Should you chug or sip? I was recently meeting with two staff at a client of mine. They had been reviewing references for an AMS they are considering, and one staff person said, “Their references are so strong it feels like a cult. I’m not sure I’m ready to drink the Kool-Aid.” The other staffer […]

Why bother with a consultant when I have AI?

By Wes Trochlil | October 14, 2026

Why bother with a consultant when I have AI? As AI becomes increasingly powerful, the value of using an AMS selection consultant (and many other types of consultants!) starts to come into question. After all, with very well-constructed prompts and responses, an association could develop a very solid needs analysis and RFP that could be used to […]

Guardrails can be helpful!

By Wes Trochlil | October 7, 2026

Guardrails can be helpful! When selecting a new AMS, I find my clients are often very tempted by custom software or “platform” systems (e.g., built on Salesforce or MS Dynamics) because these systems are infinitely configurable. After all, if I can make the system do anything I want, that’s a good thing, right? Well, maybe. In […]

Older Posts

“As good or better than me.”

September 2, 2026

“As good or better than me.” I was recently speaking with a software developer working on AI and we were […]

Documentation is insurance

August 26, 2026

Documentation is insurance In a conversation with a client about their data management needs, the client pointed out that if they […]

It all comes down to fundamentals

August 12, 2026

It all comes down to fundamentals I’m preparing for a webinar that I’m presenting in a couple of weeks, on […]

Blog post themes over 20 years…

August 5, 2026

Blog post themes over 20 years… I’ve been writing blog posts for nearly 20 years now. WordPress tells me I’ve written […]

Lots of feedback is a GOOD thing!

July 29, 2026

Lots of feedback is a GOOD thing! A client in the middle of their AMS implementation said to me: “I’m […]

Doing the reps…

July 22, 2026

Doing the reps… I’m helping a client with the implementation of a new AMS. During a recent call, their internal […]

Add one, remove one

July 15, 2026

Add one, remove one In the world of home-organizing, there’s the “one in, one out” rule. Simply put, for every new […]

Spring cleaning, all year long

July 8, 2026

Spring cleaning, all year long I talk frequently about “weeding the garden,” the idea that proactively managing your data, consistently, over […]

Don’t fall into the arrival fallacy trap

July 1, 2026

Don’t fall into the arrival fallacy trap The arrival fallacy is the false belief that reaching a specific milestone or […]

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