June 10, 2026

Chris Lele: Collecting Difficult Skills Across AI, Music Composition, and Big Words

Chris Lele: Collecting Difficult Skills Across AI, Music Composition, and Big Words
Apple Podcasts podcast player iconSpotify podcast player iconAmazon Music podcast player iconYouTube podcast player iconiHeartRadio podcast player iconPocketCasts podcast player iconPodchaser podcast player iconCastbox podcast player icon
Apple Podcasts podcast player iconSpotify podcast player iconAmazon Music podcast player iconYouTube podcast player iconiHeartRadio podcast player iconPocketCasts podcast player iconPodchaser podcast player iconCastbox podcast player icon

Jessica talks with Chris Lele, an AI educator, learning strategist, writer, musician, and lifelong collector of difficult skills.

He spent 20 years in test prep, creating thousands of SAT, GRE, and GMAT questions, publishing a bestselling vocabulary book, and reaching millions of students through YouTube.

Today, he teaches professionals how to use generative AI without losing their originality, judgment, or voice.

Chris is also a classical pianist, composer, Toastmasters speech competitor, fitness enthusiast, and occasional restaurant and bar performer.

Whether teaching AI, playing Chopin, writing speeches, or explaining a brutal math problem, Chris is drawn to the art of making complexity come alive.

Follow Chris:

IG: @chris_on_the_keys

YouTube: Ab-peggios

Spotify: The Tide Beneath

Apple Music: The Tide Beneath

~

About The Ampersand Manifesto:

What happens when you refuse to choose just one path?

On The Ampersand Manifesto, host Jessica Wan sits down with “the most interesting people at the dinner party” – those who have made their mark in two or more seemingly different worlds. Through candid conversations, we explore what it takes to navigate multiple callings, find the connection points between them, and redefine success on our own terms. Together, we’re co-creating The Ampersand Manifesto: principles for leading a multi-passionate life.

~

About your host, Jessica Wan:

Executive Coach | Classical Singer | Former Marketing Leader & Tech Executive

Jessica helps founders and leaders make the invisible visible. With 20+ years of experience scaling brands like Apple, Smule, and the San Francisco Opera, and as an ICF-certified executive coach, she provides the clarity and strategy needed to lead bravely and find fulfillment in a multi-passionate life.

Work with Jessica: Book a Free Intro Call

Join The Cohort: An Ampersand Community for Dual-Career Professionals

Follow the Journey: @ampersandmanifesto

Connect: Jessica’s LinkedIn

Listen: Singing Excerpts

~

Credits

Co-produced and hosted by ⁠Jessica Wan⁠

Co-produced, edited, sound design, and original music by Carlos Schmitt