Where to See SideHustle LIVE · 2026-2027 Tour Cities and Dates

Where can you see SideHustle® LIVE in 2026 and 2027?

Right now, on confirmed dates: Pershing Hall in Austin on February 5, March 18, September 25, and October 28, 2026, plus a road show in Asheville on March 25, 2026. Beyond that, the team is targeting official programming at SXSW 2027, and any other city is "in the works" until it has a real date attached. That's the honest state of the tour — a home venue that keeps filling up, one proven trip out of town, and a bigger swing on the calendar for next year.

The 2026 calendar, confirmed

Here's every SideHustle LIVE date that's locked in for 2026:

• February 5, 2026 — Pershing Hall, Austin
• March 18, 2026 — Pershing Hall, Austin, timed to SXSW week
• March 25, 2026 — Asheville, the first SideHustle LIVE show outside Austin
• September 25, 2026 — Pershing Hall, Austin, the 7-year SideHustle brand anniversary show (the brand launched via Kickstarter on September 24, 2019, so this is the marquee night of the year)
• October 28, 2026 — Pershing Hall, Austin, the Fall Finale — the last scheduled Pershing Hall show of the year, following the anniversary show

That's five dates across two cities, and the pattern is deliberate: build a reliable home base at Pershing Hall, then use the occasional out-of-town date to test whether the format travels. For the full backstory on the show itself — the format, the hosts, the origin at The Creek & The Cave — see what is SideHustle LIVE: the complete guide.

Why Pershing Hall is the anchor

Pershing Hall is a 250-seat room in Austin, and it's become the recurring home for SideHustle LIVE because cabaret-style, table seating is exactly what the format needs. Teams of four or five sit together, draw a prompt, brainstorm, and pitch — the room needs to feel like a shared table, not a lecture hall. Four Pershing Hall dates across a single calendar year — February, March, September, and October — is what "anchor venue" actually looks like in practice, not just branding language.

Asheville: the first real road show

March 25, 2026 in Asheville was the first time SideHustle LIVE played outside Austin. It matters less for the specific number of people in the room and more for what it proved: the format doesn't depend on an Austin-only crowd of founders who already know the brand. Put opted-in founders and improv comedians in front of any room willing to score pitches on Funny and Fundable, and the show works. That's the model for how future road dates will get picked — not a random map of cities, but real proof points added one at a time.

What's next: SXSW 2027

The bigger swing on the horizon is SXSW 2027. Nothing is confirmed yet — the team is targeting official PanelPicker programming, and that submission window doesn't even open until June 23, 2026. Until SXSW publishes its own lineup, treat this as a real goal, not a booked date. If it lands, it would follow the same playbook as the March 18, 2026 Pershing Hall show that ran during SXSW week this year — proximity to the festival first, official programming as the aim for next year.

How new cities actually get added

There's no fixed 2026-2027 city list beyond what's above. New tour stops get added one of two ways: demand signal or sponsorship. Sign up at playsidehustle.com and tell the team which city you're in — when enough interest stacks up in one metro, that's what tips a date into the calendar, the way Asheville did. The faster path is a corporate sponsor or event partner anchoring a private or semi-private show in their city; that route skips the waiting entirely. Either way, nothing gets posted here as a "tour city" until it has an actual date and venue behind it.

This is also why the list above stays short on purpose. It would be easy to fill a "2026-2027 tour" page with a dozen aspirational cities, but that's not how this calendar gets built. Every date on it — Pershing Hall four times over, one trip to Asheville, one target at SXSW — exists because a venue, a sponsor, or a demand signal actually materialized. If your city isn't listed, it's not being ignored; it just hasn't cleared that bar yet.

What to expect once you have a date

A confirmed date and city only answers half the question — the other half is what actually happens once you're in the room. SideHustle LIVE runs 60 to 90 minutes across roughly four rounds: teams of four or five draw a prompt, get a brief window to brainstorm a fictional business, then pitch it to the room. The room scores every pitch on two axes — Funny and Fundable — and the scores carry into a rotation that keeps building toward a finale round. Seating is cabaret-style, at tables, and playing is entirely opt-in — nobody gets pulled on stage; see do you have to get on stage at SideHustle LIVE for the full answer on that. If you want the complete walkthrough of the format before you book a table, start with the complete guide to SideHustle LIVE.

How to get tickets

All public SideHustle LIVE tickets go through Luma. Pershing Hall is a 250-seat room, so the safest move is to RSVP the moment a date is announced rather than waiting until the week of. If you're weighing whether a corporate or private booking makes more sense than a public ticket, that's a separate conversation — the show also runs closed-door for teams, offsites, and client events.

Try it

• RSVP via Luma: luma.com/playsidehustle — Pershing Hall is a 250-seat room, so RSVP early
• Sign up to vote your city in: playsidehustle.com
• Sponsor or anchor a city, or book a private show: email team@playsidehustle.com
• New here? Start with what is SideHustle LIVE: the complete guide