Speaking Engagements

Here you will find recordings of Wayland calling in from prison, as well as flyers from his speaking engagements over the years.

If you would like to host Wayland by phone in your classroom, at your next group meeting, or otherwise, please reach out to us!

2026

Wayland’s response to the drug epidemic and cell phone smuggling into the prison system

Wayland’s take on the 13th Amendment, in relation to prison labor being mentioned in the documentary "The Alabama Solution”.


the Black Lives Matter movement: its victories, shortcomings, and legacy

Wayland Opening Remarks: Black Lives Matter Community Debate (2-24-26)


Wayland speaking on MCI Norfolk’s Strip Search Policy, following zoom meetings with legal representatives

MCI Norfolk Strip Search Policy, Following Virtual Meetings with Legal Representatives

2025

-September 9 - “Songs of Defiance: Healing and Resistance Behind Prison Walls”, “Rise Up Conference”, College Park, Maryland

-September 18 - IMAJIN Discussion with Mary Cohen

-October 14 - Presentation for New England Foundation for the Arts

2023

"How it would feel to be free" - November 11th 2023 at the Isabella Stewart Gardner Museum

“How It Would Feel to be Free” took place at the Jean McDonough Arts Center in Worcester, Wayland’s hometown. The performance drew a packed house, featuring Wayland’s original visual art, music, and writing in addition to audio recordings of his poetry and artistic descriptions. Among the audience were community organizers advocating for legislation to reform criminal justice policy in Massachusetts.

2021

The Choral Commons: “Singing in Prisons” Roundtable

Wayland speaking at The Choral Commons culminating roundtable on Singing in Prisons - March 2021