How To PyCon

Since I am headed to PyCon tomorrow, let’s talk about conference tips.

These tips are not the “right” way to do PyCon, but they are suggestions based on how I try to do PyCon. Consider them reminders to myself, an experienced long-time attendee, which you are welcome to overhear.

See Some Talks

The hallway track is awesome. But the best version of the hallway track is not just bumping into people and chatting; it’s the version where you’ve all recently seen the same thing, and thereby have a shared context of something to react to. If you aren’t going to talks, you aren’t going to get a good hallway track.. Therefore: choose talks that interest you, attend them and pay close attention, then find people to talk to about them.

Given that you will want to see some of the talks, make sure that you have the schedule downloaded and available offline on your mobile device, or printed out on a piece of paper.

Make a list of the talks you think you want to see, but have that schedule with you in case you want to call an audible in the middle of the conference, switching to a different talk you didn’t notice based on some of those “hallway track” conversations.

Participate In Open Spaces

The name “hallway track” itself is antiquated, in a way which is relevant and important to modern conferences. It used to be that conferences were exclusively oriented around their scheduled talks; it was called the “hallway” track because the way to access it was to linger in the hallways, outside the official structure of the conference, and just talk to people.

But however, at PyCon and many other conferences, this unofficial track is now much more of an integrated, official part of the program. In particular, open spaces are not only a more official hallway track, they are considerably better than the historical “hallway” experience, because these ad-hoc gatherings can be convened with a prepared topic and potentially a loose structure to facilitate productive discussion.

With open spaces, sessions can have an agenda and so conversations are easier to start. Rooms are provided, which is more useful than you might think; literally hanging out in a hallway is actually surprisingly disruptive to speakers and attendees at talks; us nerds tend to get pretty loud and can be quite audible even through a slightly-cracked door, so avail yourself of these rooms and don’t be a disruptive jerk outside somebody’s talk.

Consult the open space board, and put up your own proposed sessions. Post them as early as you can, to maximize the chance that they will get noticed. Post them on social media, using the conference's official hashtag, and ask any interested folks you bump into help boost it.1

Remember that open spaces are not talks. If you want to give a mini-lecture on a topic and you can find interested folks you could do that, but the format lends itself to more peer-to-peer, roundtable-style interactions. Among other things, this means that, unlike proposing a talk, where you should be an expert on the topic that you are proposing, you can suggest open spaces where you are curious — but ignorant — about something, in the hopes that some experts will show up and you can listen to their discussion.

Be prepared for this to fail; there’s a lot going on and it’s always possible that nobody will notice your session. Again, maximize your chances by posting it as early as you can and promoting it, but be prepared to just have a free 30 minutes to check your email. Sometimes that’s just how it goes. The corollary here is not to always balance attending others’ spaces with proposing your own. After all if someone else proposed it you know at least one other person is gonna be there.

Take Care of Your Body

Conferences can be surprisingly high-intensity physical activities. It’s not a marathon, but you will be walking quickly from one end of a large convention center to another, potentially somewhat anxiously.

Hydrate, hydrate, hydrate. Bring a water bottle, and have it with you at all times. It might be helpful to set repeating timers on your phone to drink water, since it can be easy to forget in the middle of engaging conversations. If you take advantage of the hallway track as much as you should, you will talk more than you expect; talking expels water from your body. All that aforementioned walking might make you sweat a bit more than you realize.

Hydrate.

More generally, pay attention to what you are eating and drinking. Conference food isn’t always the best, and in a new city you might be tempted to load up on big meals and junk food. You should enjoy yourself and experience the local cuisine, but do it intentionally. While you enjoy the local fare, do so in whatever moderation works best for you. Similarly for boozy night-time socializing. Nothing stings quite as much as missing a morning of talks because you’ve got a hangover or a migraine.

This is worth emphasizing because in the enthusiasm of an exciting conference experience, it’s easy to lose track and overdo it.

Meet Both New And Old Friends: Plan Your Socializing

A lot of the advice above is mostly for first-time or new-ish conferencegoers, but this one might be more useful for the old heads. As we build up a long-time clique of conference friends, it’s easy to get a bit insular and lose out on one of the bits of magic of such an event: meeting new folks and hearing new perspectives.

While open spaces can address this a little bit, there's one additional thing I've started doing in the last few years: dinners are for old friends, but lunches are for new ones. At least half of the days I'm there, I try to go to a new table with new folks that I haven't seen before, and strike up a conversation. I even have a little canned icebreaker prompt, which I would suggest to others as well, because it’s worked pretty nicely in past years: “what is one fun thing you have done with Python recently?”2.

Given that I have a pretty big crowd of old friends at these things, I actually tend to avoid old friends at lunch, since it’s so easy to get into multi-hour conversations, and meeting new folks in a big group can be intimidating. Lunches are the time I carve out to try and meet new folks.

I’ll See You There

I hope some of these tips were helpful, and I am looking forward to seeing some of you at PyCon US 2024!

Thank you to my patrons who are supporting my writing on this blog. If you like what you’ve read here and you’d like to read more of it, or you’d like to support my various open-source endeavors, you can support my work as a sponsor!


  1. In PyCon2024's case, #PyConUS on Mastodon is probably the way to go. Note, also, that it is #PyConUS and not #pyconus, which is much less legible for users of screen-readers. 

  2. Obviously that is specific to this conference. At the O’Reilly Software Architecture conference, my prompt was “What is software architecture?” which had some really fascinating answers. 

Post-PyCon-US 2023 Notes

Some stream of consciousness post-conference notes.

PyCon 2023 was last week, and I wanted to write some notes on it while the memory is fresh. Much of this was jotted down on the plane ride home and edited a few days later.

Health & Safety

Even given my smaller practice run at PyBay, it was a bit weird for me to be back around so many people, given that it was all indoors.

However, it was very nice that everyone took masking seriously. I personally witnessed very few violations of the masking rules, and they all seemed to be momentary, unintentional slip-ups after eating or drinking something.

As a result, I’ve now been home for 4 full days, am COVID negative and did not pick up any more generic con crud. It’s really nice to be feeling healthy after a conference!

Overall Vibe

I was a bit surprised to find the conference much more overwhelming than I remembered it being. It’s been 4 years since my last PyCon; I was out of practice! It was also odd since last year was in person and at the same venue, so most folks had a sense of Salt Lake, and I really didn’t.

I think this was good, since I’ll remember this experience and have a fresher sense of what it feels like (at least a little bit) to be a new attendee next year.

The Schedule

I only managed to attend a few talks, but every one was excellent. In case you were not aware, un-edited livestream VODs of the talks are available with your online ticket, in advance of the release of the final videos on the YouTube channel, so if you missed these but you attended the conference you can still watch them1

My Talk

My talk, “How To Keep A Secret”, seemed to be very well received.2

I got to talk to a lot of people who said they learned things from it. I had the idea to respond to audience feedback by asking “will you be doing anything differently as a result of seeing the talk?” and so I got to hear about which specific information was actually useful to help improve the audience’s security posture. I highly recommend this follow-up question to other speakers in the future.

As part of the talk, I released and announced 2 projects related to its topic of better security posture around secrets-management:

  • PINPal, a little spaced-repetition tool to help you safely rotate your “core” passwords, the ones you actually need to memorize.

  • TokenRing, a backend for the keyring module which uses a hardware token to require user presence for any secret access, by encrypting your vault and passwords as Fernet tokens.

I also called for donations to a local LGBT+ charity in Salt Lake City and made a small matching donation, to try to help the conference have a bit of a positive impact on the area’s trans population, given the extremely bigoted law passed by the state legislature in the run-up to the conference.

We raised $330 in total3, and I think other speakers were making similar calls. Nobody wanted any credit; everyone who got in touch and donated just wanted to help out.

Open Spaces

I went to a couple of open spaces that were really engaging and thought-provoking.

  • Hynek hosted one based on his talk (which is based on this blog post) where we explored some really interesting case-studies in replacing subclassing with composition.

  • There was a “web framework maintainers” open-space hosted by David Lord, which turned into a bit of a group therapy session amongst framework maintainers from Flask, Django, Klein (i.e. Twisted), and Sanic. I had a few key takeaways from this one:

    • We should try to keep our users in the loop with what is going on in the project. Every project should have a project blog so that users have a single point of contact.

      • It turns out Twisted does actually have one of these. But we should actually post updates to that blog so that users can see new developments. We have forgotten to even post.

      • We should repeatedly drive users to those posts, from every communications channel; social media (mastodon, twitter), chat (discord, IRC, matrix, gitter), or mailing lists. We should not be afraid to repeat ourselves a bit. We’re often afraid to spam our users but there’s a lot of room between where we are now — i.e. “users never hear from us” — and spamming them.

    • We should regularly remind ourselves, and each other, that any work doing things like ticket triage, code review, writing for the project blog, and writing the project website are valuable work. We all kinda know this already, but psychologically it just feels like ancillary “stuff” that isn’t as real as the coding itself.

    • We should find ways to recognize contributions, especially the aforementioned less-visible stuff, like people who hang out in chat and patiently direct users to the appropriate documentation or support channels.

The Sprints

The sprints were not what I expected. I sat down thinking I’d be slogging through some Twisted org GitHub Actions breakage on Klein and Treq, but what I actually did was:

  • Request an org on the recently-released PyPI “Organizations” feature, got it approved, and started adding a few core contributors.

  • Have some lovely conversations with PyCon and PSF staff about several potential projects that I think could really help the ecosystem. I don’t want to imply anyone has committed to anything here, so I’ll leave a description of exactly what those were for later.

  • Filed a series of issues against BeeWare™ Briefcase™ detailing exactly what I needed from Encrust that wasn’t already provided by Briefcase’s existing Mac support.

  • I also did much more than I expected on Pomodouroboros, including:

  • I talked to my first in-the-wild Pomodouroboros user, someone who started using the app early enough to get bitten by a Pickle data-migration bug and couldn’t upgrade! I’d forgotten that I’d released a version that modeled time as a float rather than a datetime.

  • Started working on a design with Moshe Zadka for integrations for external time-tracking services and task-management services.

  • I had the opportunity to review datetype with Paul Ganssle and explore options for integrating it with or recommending it from the standard library, to hopefully start to address the both the datetime-shouldn’t-subclass-date problem and the how-do-you-know-if-a-datetime-is-timezone-aware problem.

  • Speaking of Twisted infrastructure maintenance, special thanks to Paul Kehrer, who noticed that pyasn1 was breaking Twisted’s CI, and submitted a PR to fix it. I finally managed to do a review a few days after the conference and that’s landed now.

Everything Else

I’m sure I’m forgetting at least a half a dozen other meaningful interactions that I had; the week was packed, and I talked to lots of interesting people as always.

See you next year in Pittsburgh!.


  1. Go to your dashboard and click the “Join PyCon US 2023 Online Now!” button at the top of the page, then look for the talk on the “agenda” tab or the speaker in the search box on the right. 

  2. Talks like these and software like PINPal and TokenRing are the sorts of things things that I hope to get support for from my Patreon, so please go there if you’d like to support my continuing to do this sort of work. 

  3. If you’d like to make that number bigger, I’ll do another $100 match on this blog post, and update that paragraph if I receive anything; just send the receipt to encircle@glyph.im. A reader sent in another matching donation and I made a contribution, so the total raised is now $530.