Episode 286
Jack Skinner of PyCon AU and Regional Confs
March 13th, 2026
40 mins 5 secs
About this Episode
Guest
Jack Skinner
Panelist
Richard Littauer
Show Notes
In this episode of Sustain, host Richard Littauer talks with Jack Skinner, PyCon AU organizer and freelance consultant/fractional CTO, to explore why regional conferences matter so much to the long-term health of open source communities. Their conversation looks at how events like PyCon AU do far more than host talks, they create local connections, nurture future leaders, support first-time speakers, and help sustain the broader Python ecosystem in ways that global conferences alone cannot. Drawing on Jack’s experience as a conference organizer and community builder, the episode offers a behind-the-scenes look at the challenges of running volunteer-led events, from sponsorships and logistics to burnout, accessibility, and building a stronger pipeline of future organizers. Press download now to hear more!
[00:01:49] Jack shares his background and how he got involved in Python and event organizing.
[00:02:48] We hear about Jack’s first PyCon AU experience.
[00:04:14] Jack describes PyCon AU, who it serves, and how it’s changed after COVID.
[00:07:01] Why do regional conferences exist alongside PyCon US?
[00:09:24] Jack talks about what makes Australia and New Zealand different as conference communities.
[00:10:55] PyCon AU’s attendance goals are discussed as Jack mentions his big goal is to bring attendance back to roughly 500-600 people, restoring pre-pandemic strength.
[00:12:04] The discussion turns to conference structure: tracks, workshops, and sponsor interest, with Jack emphasizing sponsorship is not just about money.
[00:14:54] Richard asks how organizers know whether conferences help people learn, connect, or build community. Jack explains how they’re measuring community impact beyond “good vibes” and rebuilding local Python communities.
[00:17:34] Jack explains PyCon AU is trying to build a future organizer pipeline by letting people observe how conference planning works and introduces his proposed program/project, “shadow team.”
[00:19:09] Another project Jack is working on is documenting the behind-the-scenes work of organizing the conference through long-form writing.
[00:20:38] Jack admits he feels imposter syndrome because he’s not paid to write Python, his contribution is centered on the sociotechnical side.
[00:23:20] PyCon AU’s independence from government and institutions is discussed, and how the conference community is globally aware, even if locally focused.
[00:27:05] Call for proposals details, deadline is March 29, and the in-person focus for this year’s event are mentioned. Richard discusses the return of the academic track and Jack details more info on poster sessions and workshop submissions.
[00:32:08] Volunteering and buying tickets are explained and why you should buy tickets early if you can.
Quotes
[00:32:20] “Volunteering is an awesome way to be involved in PyCon.”
Spotlight
- [00:35:16] Richard’s spotlight is two of his lecturers at the University of Edinburgh, Simon Kirby and Andrew Smith, who introduced him to Python.
- [00:35:55] Jack’s spotlight is two companion projects: pretalx and pretix.
Links
- SustainOSS
- podcast@sustainoss.org
- richard@sustainoss.org
- SustainOSS Discourse
- SustainOSS Mastodon
- SustainOSS Bluesky
- SustainOSS LinkedIn
- Open Collective-SustainOSS (Contribute)
- Richard Littauer Socials
- Jack Skinner LinkedIn
- Jack Skinner Website
- PyCon AU, August 26-30, 2026, Brisbane
- PyCon AU News & Updates
- Sustain Podcast-Episode 75: Deb Nicholson on the OSI, the future of open source, and SeaGL
- Sustain Podcast-Episode 137: A How-to Guide for Contributing to Open Source as an Employee, for Corporations (featuring Deb Nicholson as Host)
- Guido van Rossum
- Whale song shows language-like statistical structure Simon Kirby (co-lead author)
- pretalx (GitHub)
- pretix (GitHub)
Sponsor
Credits
Produced by Richard Littauer
Edited by Paul M. Bahr at Peachtree Sound
Show notes by DeAnn Bahr Peachtree Sound