Sep 3, 2026 · 46 min · 11 segments
EdTech go-to-market plans tend to get written as if there's one playbook that works everywhere. But anyone selling into more than one state learns quickly that isn't true. A message that lands in one…
Bryan McCorkleGuestIlana LeoniHostWe were just talking behind the scenes and I said our last conversation could have been our podcast and it was so good.
You should be nervous because man, I swear I learned so much from you in that one little conversation and I'm not just like complimenting you for the sake of it.
And where you sit right now in the intersection of sales and marketing and the world and the craziness of K-12 is going to be so helpful for our audience.
I know you've worked across SaaS, telecom, ed tech, and you've worked at big brands like Amira, PowerSchool, Click Software, and now Nobadia.
If you can remember, I feel like things are crazy fast-paced, but what's the things you had to kind of get used to when you transitioned into the wonderful world of K-12 selling?
podcast, right? But what's like one or two things that really stood out for you on that?

I think for me, I call it industry, right? So in every other industry, it's pretty simple, right? When you're having a conversation, you're trying to help someone make money, save money, or it's a CYA.

K-12, though, it's all of that plus student outcomes, teacher outcomes, and district outcomes, right? And here's the kicker.

The person signing the check is almost never the person whose life actually changes when the tool goes live, right? Like superintendents are thinking board optics and budget cycles.

Curriculum directors are thinking, you know, how do we get teachers to buy in? Principals are thinking about whether it's just another thing on their staff's already overloaded plate.

What took me a while to really figure out is that you don't really have to solve every person in that process's problem at 100%, but you do have to solve the problem at 100%.
We were just talking behind the scenes and I said our last conversation could have been our podcast and it was so good.
You should be nervous because man, I swear I learned so much from you in that one little conversation and I'm not just like complimenting you for the sake of it.
And where you sit right now in the intersection of sales and marketing and the world and the craziness of K-12 is going to be so helpful for our audience.
I know you've worked across SaaS, telecom, ed tech, and you've worked at big brands like Amira, PowerSchool, Click Software, and now Nobadia.
If you can remember, I feel like things are crazy fast-paced, but what's the things you had to kind of get used to when you transitioned into the wonderful world of K-12 selling?
podcast, right? But what's like one or two things that really stood out for you on that?

I think for me, I call it industry, right? So in every other industry, it's pretty simple, right? When you're having a conversation, you're trying to help someone make money, save money, or it's a CYA.

K-12, though, it's all of that plus student outcomes, teacher outcomes, and district outcomes, right? And here's the kicker.

The person signing the check is almost never the person whose life actually changes when the tool goes live, right? Like superintendents are thinking board optics and budget cycles.

Curriculum directors are thinking, you know, how do we get teachers to buy in? Principals are thinking about whether it's just another thing on their staff's already overloaded plate.

What took me a while to really figure out is that you don't really have to solve every person in that process's problem at 100%, but you do have to solve the problem at 100%.
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