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Talking with Bart Caylor about challenges, use cases, and overcoming obstacles led to some fantastic insights and creative ways to leverage generative AI in higher ed.
Christopher Penn’s RACE model for prompting: https://www.trustinsights.ai/insights/instant-insights/instant-insights-trust-insights-race-ai-framework/
Episode prompt: (for pi.ai - say this to the tool) You are going to play the role of [whoever you might be having a challenging conversation with - job interviewer, boss, co-worker, partner, etc.] and we’re going to be [type of conversation - interview, asking for a raise, dealing with a work issue, talking about balancing duties, etc.].
[Provide any additional context you can for the tool, describe that person’s demeanor, challenges, issues, perspectives, etc.]
I want you to ask me challenging and relevant questions about the discussion.
[then have the discussion…when you feel you’ve gotten what you need, ask the tool to provide feedback about your replies and provide recommendations that might create a better outcome.]
Guest Name: Bart Caylor, President & Founder, Caylor Solutions
Guest Bio: With over 35 years of experience in design and marketing, Bart Caylor has worked with top global brands and nonprofits like Motorola, RCA, Iams Pet Food, Lumina Foundation, Western Governors University, and the American Bible Society.
Bart founded Caylor Solutions, a higher education marketing and design firm, in 2011 to combine the best practices of his corporate, nonprofit, and education experience, specifically for higher education clients. In 2023, Bart was named one of the "Top 10 Higher Ed Marketers You Should Follow" for offering straightforward, practical advice on marketing challenges via The Higher Ed Marketer Podcast. With over 180 episodes featuring higher education marketing's leading voices, The Higher Ed Marketer Podcast regularly ranks in the top 3 "must-listen-to podcasts" by various blogs and higher ed industry influencers.
Bart just released his first book, "Chasing Mission Fit: A Marketing Guide To Fill Your Institution With Students Who Will Succeed," which reached #1 in Marketing on Amazon. He is a sought-after speaker and trusted consultant for higher education institutions, businesses, and conferences because of his expertise in generative AI, marketing, and website design. Be sure to connect with Bart on LinkedIn.
- - - -
Connect With Our Host:
Brian Piper
https://www.linkedin.com/in/brianwpiper/
About The Enrollify Podcast Network:
AI for U is a part of the Enrollify Podcast Network. If you like this podcast, chances are you’ll like other Enrollify shows too!
Enrollify is made possible by Element451 — the next-generation AI student engagement platform helping institutions create meaningful and personalized interactions with students. Learn more at element451.com.
Attend the 2025 Engage Summit!
The Engage Summit is the premier conference for forward-thinking leaders and practitioners dedicated to exploring the transformative power of AI in education. Explore the strategies and tools to step into the next generation of student engagement, supercharged by AI. You'll leave ready to deliver the most personalized digital engagement experience every step of the way.
Register now to secure your spot in Charlotte, NC, on June 24-25, 2025! Early bird registration ends February 1st -- https://engage.element451.com/register
5
55 ratings
Talking with Bart Caylor about challenges, use cases, and overcoming obstacles led to some fantastic insights and creative ways to leverage generative AI in higher ed.
Christopher Penn’s RACE model for prompting: https://www.trustinsights.ai/insights/instant-insights/instant-insights-trust-insights-race-ai-framework/
Episode prompt: (for pi.ai - say this to the tool) You are going to play the role of [whoever you might be having a challenging conversation with - job interviewer, boss, co-worker, partner, etc.] and we’re going to be [type of conversation - interview, asking for a raise, dealing with a work issue, talking about balancing duties, etc.].
[Provide any additional context you can for the tool, describe that person’s demeanor, challenges, issues, perspectives, etc.]
I want you to ask me challenging and relevant questions about the discussion.
[then have the discussion…when you feel you’ve gotten what you need, ask the tool to provide feedback about your replies and provide recommendations that might create a better outcome.]
Guest Name: Bart Caylor, President & Founder, Caylor Solutions
Guest Bio: With over 35 years of experience in design and marketing, Bart Caylor has worked with top global brands and nonprofits like Motorola, RCA, Iams Pet Food, Lumina Foundation, Western Governors University, and the American Bible Society.
Bart founded Caylor Solutions, a higher education marketing and design firm, in 2011 to combine the best practices of his corporate, nonprofit, and education experience, specifically for higher education clients. In 2023, Bart was named one of the "Top 10 Higher Ed Marketers You Should Follow" for offering straightforward, practical advice on marketing challenges via The Higher Ed Marketer Podcast. With over 180 episodes featuring higher education marketing's leading voices, The Higher Ed Marketer Podcast regularly ranks in the top 3 "must-listen-to podcasts" by various blogs and higher ed industry influencers.
Bart just released his first book, "Chasing Mission Fit: A Marketing Guide To Fill Your Institution With Students Who Will Succeed," which reached #1 in Marketing on Amazon. He is a sought-after speaker and trusted consultant for higher education institutions, businesses, and conferences because of his expertise in generative AI, marketing, and website design. Be sure to connect with Bart on LinkedIn.
- - - -
Connect With Our Host:
Brian Piper
https://www.linkedin.com/in/brianwpiper/
About The Enrollify Podcast Network:
AI for U is a part of the Enrollify Podcast Network. If you like this podcast, chances are you’ll like other Enrollify shows too!
Enrollify is made possible by Element451 — the next-generation AI student engagement platform helping institutions create meaningful and personalized interactions with students. Learn more at element451.com.
Attend the 2025 Engage Summit!
The Engage Summit is the premier conference for forward-thinking leaders and practitioners dedicated to exploring the transformative power of AI in education. Explore the strategies and tools to step into the next generation of student engagement, supercharged by AI. You'll leave ready to deliver the most personalized digital engagement experience every step of the way.
Register now to secure your spot in Charlotte, NC, on June 24-25, 2025! Early bird registration ends February 1st -- https://engage.element451.com/register
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