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What if the biggest problem in higher ed marketing isn't technology, budget, or even strategy—but the fact that we assume students make rational decisions when they're actually driven by emotion, bias, and the simple need to feel like they belong?
In this episode, host Jeff Dillon welcomes Si Elliott, founder of Fabrics, a customer experience consultancy that applies behavioral science to how organizations design experiences and relationships. Si also runs Diversity, a creative agency in Nottingham, England, and guest lectures at three universities—including the Communication University of China. He brings a rare outside perspective to higher ed, challenging institutions to stop designing around the needs of the organization and start designing around the experience of the person.
He explains why the technology amplifies whatever process is already there—good or bad—and why "marketing is better with psychology." He also breaks down three behavioral biases that could change how enrollment teams communicate: the curse of knowledge, social proof, and peak-end rule. And he offers a simple but powerful challenge to any president or CIO: put on a pair of trainers and a hoodie, walk around campus anonymously, and just observe. Change your shoes.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Si Elliott:
https://www.linkedin.com/in/si-elliott/
Fabricx
https://fabricx.agency/
And find EdTech Connect here:
Web: https://edtechconnect.com/
What happens when a veteran TV writer—whose credits include The Wonder Years, Dawson's Creek, and Disney's Tarzan—decides to build a film school inside North America's largest soundstage complex? You get a model that challenges nearly every assumption higher ed has about where learning happens, who should teach it, and what students actually need to succeed.
In this episode, host Jeff Dillon sits down with Jeffrey Stepakoff, founder of the Georgia Film Academy and now President and co-founder of the Trilith Institute. Jeffrey has spent 40 years in entertainment, has over 1 million books in print, and has built two groundbreaking programs that bridge the gap between academia and industry. The Georgia Film Academy grew to serve 2,500 students a year across 30 institutions, helping grow Georgia's film production spending from $2 billion to $4.4 billion during his tenure.
Now at Trilith, Jeffrey is taking the model further—launching "Semester at Trilith," a 15-week, 15-credit immersive program that drops students into a working studio environment. He argues that in an era of AI abundance, the most valuable thing we can teach isn't craft—it's taste, critical thinking, and the ability to discern what stories actually deserve to be told.
For anyone in higher ed wrestling with questions of workforce relevance, industry partnerships, or the future of experiential learning, this episode offers a bold, practical, and deeply human vision.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Jeffrey Stepakoff:
https://www.linkedin.com/in/jeffreystepakoff/
Trilith Institute
https://trilithinstitute.org/
And find EdTech Connect here:
Web: https://edtechconnect.com/
What if the real crisis AI has exposed in higher education isn't student dishonesty, but the fact that we've been treating final papers as evidence of thinking—when AI can now simulate that thinking in seconds?
In this episode, host Jeff Dillon sits down with Michael Leggs, who has taught English at St. Paul College for 21 years and is the founder of Smartlby, an AI‑powered revision tutor designed to help students strengthen their writing through guided reflection—without writing for them. Michael brings a rare perspective: he's not a technologist or an administrator talking about AI in the abstract. He's the person reading the papers, watching students struggle, and redesigning assignments in real time.
Michael argues that detection software is a triage response, not a long‑term solution. The deeper problem is that our curriculum and assessment models were already fragile—AI just made it visible. He explains why surveillance tools create environments of mistrust, why revision should be treated as evidence of thinking, and how tools like Smartlby can guide students through a Socratic dialogue about their own writing without ever rewriting a single sentence.
For any faculty member, department chair, or academic leader trying to figure out what actually works in the AI era, this episode offers a grounded, practical, and deeply human perspective.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Michael Leggs:
https://www.linkedin.com/in/mikeleggs/
Smartleby
https://smartleby.com/
And find EdTech Connect here:
Web: https://edtechconnect.com/
Jeff talks to Raffi DerSimonian, VP and Chief Strategy Officer at ERI, a digital agency that has been building for colleges and universities since 2005. Raffi came up on the institutional side—alumni relations at Becker College, then marketing and communications at Maine College of Art—before moving to the agency side. He brings a rare combination: deep empathy for campus dynamics and a strategist's eye for what actually moves the needle.
Raffi shares the story behind ikiGuide.ai, a tool that takes the Japanese concept of Ikigai—the intersection of what you love, what you're good at, what the world needs, and what you can be paid for—and turns it into a guided college search experience. Instead of handing a student a list of programs, ikiGuide gives them a path and the reasoning behind it, pulling in not just curricular offerings but also clubs, activities, study abroad, and stories of students and alumni who have walked similar paths.
The conversation also tackles the shifting role of the college website in an AI-driven discovery landscape. Raffi argues that with nearly half of prospective students now consulting AI before visiting a website, the site's purpose is no longer to provide facts—it's to provide a "vibe check," a sense of connection, and evidence that a student can see themselves there. He also offers a sobering challenge to institutions: if your differentiators sound like they could apply to any school in America, it's time to go back to the drawing board.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Raffi DerSimonian:
https://www.linkedin.com/in/raffi-dersimonian-5099233/
ikiGuide
https://www.eridesignstudio.com/ikiguide/
And find EdTech Connect here:
Web: https://edtechconnect.com/
Jeff Dillon talks to Jenny Petty, Vice President of Industry Relations and Advisory Services at Simpson Scarborough, who has spent over a decade inside higher ed—most recently as VP of Marketing Communications at the University of Montana, where she helped reverse a decade‑long enrollment decline. Jenny brings a rare combination of private‑sector marketing experience (including growing a Facebook community from under 200 to over 1 million at IGT, working with brands like Dolly Parton and Family Guy) and deep institutional knowledge.
Jenny doesn't hold back. She argues that many CMOs are operating from fear disguised as prudence—dressing up inaction as "getting more buy‑in" or "the campus isn't ready." She challenges the instinct to centralize everything when things feel chaotic, warning that org chart changes often mask deeper alignment problems. She introduces the concept of "alignment debt"—the organizational equivalent of technical debt—that compounds quietly until it becomes one of the most expensive problems an institution faces.
For anyone leading marketing, enrollment, or institutional strategy, this episode offers both a diagnosis of what's broken and a framework—assess, align, activate—for actually fixing it.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find John Fees:
https://www.linkedin.com/in/johntfees/
GradGuard
https://gradguard.com/
And find EdTech Connect here:
Web: https://edtechconnect.com/
What if the best measure of an insurance company's success isn't how many claims it denies, but how many it pays—and how many of those students re-enroll?
In this episode, host Jeff Dillon sits down with John Fees, co-founder and CEO of GradGuard, a fintech company that has protected more than two million students across 750 colleges and universities. John brings a rare perspective: he's a founder who built his first company in higher ed in 1999, sold companies to Viacom and JP Morgan Chase, and has spent three decades at the intersection of education, finance, and technology.
But here's the thing: John believes GradGuard shouldn't have to exist. He argues that the cost of college has become unsustainable, and that the student loan default crisis isn't about over-borrowing—it's about students leaving school without graduating. Health issues, mental health crises, and other disruptions are the primary drivers, and most schools don't even track how many students leave for legitimate medical reasons.
John shares how GradGuard flipped the insurance industry's scoreboard—measuring success by claims paid rather than claims denied, and tracking re-enrollment rates (currently around 75%). He also introduces the concept of "decision design," explaining how universities shape student outcomes through choices families don't even realize they're making.
For any enrollment leader, CFO, or student affairs professional thinking about retention, student risk, and the financial realities families face, this episode offers a deeply human perspective on a problem hiding in plain sight.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find John Fees:
https://www.linkedin.com/in/johntfees/
GradGuard
https://gradguard.com/
And find EdTech Connect here:
Web: https://edtechconnect.com/
In a world drowning in AI hype, how do you separate what's actually useful from what's just shiny? And what happens when the people building AI can't even agree on where it's going?
Jeff Dillon sits down with Jeff Wilser, a journalist-turned-AI-strategist who has written for The New York Times, Wired, and GQ, hosted the AI Curious podcast (named by Inc. as one of the best ways to get AI savvy), and spoken at Davos. Jeff brings a reporter's instinct for cutting through noise and a storyteller's ability to make complex topics clear.
Jeff shares his "Curiosity Canvas" framework—starting with a "drudgery dump" to identify the boring, repetitive tasks AI can automate, freeing up time for what actually matters: human connection, creativity, and strategic thinking. He argues that the biggest mistake organizations make is using AI to cut rather than to grow.
He also tackles the existential tension in higher ed, referencing a business school dean who sees AI as a threat to universities while simultaneously driving 90% faculty adoption inside his own building. The takeaway: don't bury your head in the sand. Use AI to be more competitive, not to replace what makes education human.
And for anyone worried about what skills matter in an AI-driven world, Jeff's answer is simple: double down on curiosity. The tools will change constantly, but curiosity never goes out of style.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Jeff Wilser:
https://www.linkedin.com/in/jeffwilser/
AI-Curious Podcast
https://podcasts.apple.com/us/podcast/ai-curious-with-jeff-wilser/id1703130308
And find EdTech Connect here:
Web: https://edtechconnect.com/
In this episode—the 100th recording of The Signal—host Jeff Dillon sits down with Wendy Wong, Director of Enterprise Support and Client Engagement at Florida Atlantic University, who has spent 24 years transforming IT from a back‑office function into a driver of student and employee experience. Wendy shares the story behind OwlOne (FAU's branded version of Nebula One), a no‑code AI agent platform that sits in FAU's Azure infrastructure, giving the university complete control while avoiding the security risks of public AI tools.
Wendy reveals the secret to driving adoption: don't ask users what they want—show them what's possible. She walked into offices with use cases tailored to their actual work (residency forms, graduation ceremonies) and even shared personal examples like planning a trip to Japan. She also explains why strong change management—communication, expectation-setting, and grassroots efforts—was the real driver of success, not the technology itself.
For any CIO, IT director, or campus leader trying to figure out where to start with AI, Wendy offers practical advice: don't buy an AI point solution that will be obsolete in 18 months, and don't chase hype. Build a foundational platform that can evolve.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Wendy Wong:
https://www.linkedin.com/in/wendylwong/
Florida Atlantic University
http://www.fau.edu/
And find EdTech Connect here:
Web: https://edtechconnect.com/
What happens when an enrollment marketing agency that's been at it for 20 years looks back and realizes their biggest lesson wasn't about campaigns—it was about finding the right partners?
In this episode, host Jeff Dillon sits down with Brian Hartnack, CEO of Archer Education, which just celebrated its 20th anniversary and was named Enrollment Management Solutions Provider of the Year. Brian shares the two founding principles that have guided Archer from day one: treat prospective students like the savvy consumers they are, and treat institutions as true partners focused on shared ROI.
Brian offers am illustration in the difference between traditional 18-year-old recruitment and adult learner enrollment—a distinction most agencies still get wrong. He explains why the brand that works for high school seniors doesn't carry the same weight with working adults, and why enrollment advising is a "litmus test" that tells students everything they need to know about what it will be like to be your student.
He also tackles the AI shift head-on, revealing that institutions have already lost at least 25% of organic referral traffic over the last two years. The game has moved beyond your domain—it's now about your entire web presence, including Reddit, TikTok, and earned media. And he offers a direct challenge to presidents and provosts: fund the data foundation, elevate your faculty, and create a shared vision that every corner of the organization actually wants to win.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Brian Hartnack:
https://www.linkedin.com/in/brianhartnack/
Archer Education
https://www.archeredu.com/
And find EdTech Connect here:
Web: https://edtechconnect.com/
What happens when a prospective student asks ChatGPT for the best computer science program in the Midwest—and gets a complete answer without ever clicking on your website? For higher ed marketers who've spent 15 years optimizing for clicks, that shift changes everything.
In this episode, host Jeff Dillon sits down with Andy Crestodina, co-founder and CMO of Orbit Media and author of Content Chemistry, to unpack what AI search really means for colleges and universities. Andy, who has been doing SEO for 25 years and teaches digital marketing at Northwestern, argues that the SEO playbook isn't dead—it's just expanded. The new goal isn't ranking; it's being cited.
Andy explains why program pages need to be dramatically more detailed than they've ever been, why "conversation optimization" matters more than keyword optimization, and how a 30-word prompt from a nervous 17-year-old can completely change the game for a small school competing against a flagship. He shares practical, actionable methods: run synthetic prompts, audit where AI is training on your vertical, and fix your homepage (which AI crawls far more than any other page).
For anyone trying to make sense of a world where traffic is down but intent is up, this episode offers a clear, grounded perspective from one of the most trusted voices in digital marketing.
Key Takeaways
The Signal Newsletter:
https://edtechconnect.com/newsletter
Find Andy Cresdodina:
https://www.linkedin.com/in/andycrestodina/
Orbit Media
http://www.orbitmedia.com/
And find EdTech Connect here:
Web: https://edtechconnect.com/
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