The Association Insights Podcast
Sep 30, 2026 · 40 min · 12 segments
In this episode of *The Association Insights Podcast powered by OnWrd & UpWrd*, we continue our special fall series with **Highland**, exploring how associations can better attract, engage and retain…
David WhitedHost
Colleen GallagherHost
I mean, so in all of that, I know that like a big part of the work that you all have been doing is taking an experimental approach.

Like I'm curious one, it might be helpful to talk a little bit about some of these big questions that you've, that you've had, like that you've been wrestling with, but then also like, how did you get comfortable like testing with smaller ideas first? Cause I know there's, there's kind of a lot of pressure.

Like when you're looking at a big problem, it's like this big problem needs, you know, a big giant, like overhaul everything solution.

But you guys, you guys have really got a disposition towards like, you know, really rigorous, smaller experiments.

So I'm curious how you came to that and like some of the questions that you're wrestling with.
I think it's funny you ask, how did we get comfortable? I feel like this is sort of a requirement of being an association.
So for us to be good stewards of our organization's finances and resources, we really have to test ideas first and be able to contain pilots or betas and be able to potentially take those lessons and extrapolate them to potentially other use cases so we can understand what the potential impact might be.
We've been able to rationalize investing in experiments as long as we have a very thoughtful approach and an understanding of how we're going to evaluate success and what kind of metrics would indicate that we think we should invest further.
So having a well-designed experiment helps us get the financing to do small tests.
We just we have to go this way first before we can commit larger resources to something.

So, I mean, you talk about, you know, like really getting really clear on the metrics.

Like I imagine you frame up a really, you know, you frame up a hypothesis at the beginning.

Like I'm curious, like what does a good experiment look like at AAPA? Like what else goes into it?
Yeah, I mean, I think Kelsey led a really great one recently, which she can share a little more about.
So I think having a hypothesis that whatever it is you're building is going to have some influence on whether it's repeat purchase, retention or a separate purchase or inclination or connection to an organization.
Um, so you have to have an understanding of what is you're trying to impact and have a reasonably good idea of what, what lever you can use to encourage that metric.

I mean, so in all of that, I know that like a big part of the work that you all have been doing is taking an experimental approach.

Like I'm curious one, it might be helpful to talk a little bit about some of these big questions that you've, that you've had, like that you've been wrestling with, but then also like, how did you get comfortable like testing with smaller ideas first? Cause I know there's, there's kind of a lot of pressure.

Like when you're looking at a big problem, it's like this big problem needs, you know, a big giant, like overhaul everything solution.

But you guys, you guys have really got a disposition towards like, you know, really rigorous, smaller experiments.

So I'm curious how you came to that and like some of the questions that you're wrestling with.
I think it's funny you ask, how did we get comfortable? I feel like this is sort of a requirement of being an association.
So for us to be good stewards of our organization's finances and resources, we really have to test ideas first and be able to contain pilots or betas and be able to potentially take those lessons and extrapolate them to potentially other use cases so we can understand what the potential impact might be.
We've been able to rationalize investing in experiments as long as we have a very thoughtful approach and an understanding of how we're going to evaluate success and what kind of metrics would indicate that we think we should invest further.
So having a well-designed experiment helps us get the financing to do small tests.
We just we have to go this way first before we can commit larger resources to something.

So, I mean, you talk about, you know, like really getting really clear on the metrics.

Like I imagine you frame up a really, you know, you frame up a hypothesis at the beginning.

Like I'm curious, like what does a good experiment look like at AAPA? Like what else goes into it?
Yeah, I mean, I think Kelsey led a really great one recently, which she can share a little more about.
So I think having a hypothesis that whatever it is you're building is going to have some influence on whether it's repeat purchase, retention or a separate purchase or inclination or connection to an organization.
Um, so you have to have an understanding of what is you're trying to impact and have a reasonably good idea of what, what lever you can use to encourage that metric.
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