What's planned for SideHustle's 8-year anniversary?

Early plans for SideHustle's 8-year anniversary on September 24, 2027.

Show Recaps
Darby Rollins
May 2, 2026
3 min

Q: What's planned for SideHustle's 8-year anniversary?

The SideHustle 8-year anniversary is planned for September 24, 2027. The format will continue the comedy game show structure with audience-pulled teams pitching on Funny + Fundable. Venue and ticket details are in development.

The story

Anniversary shows mature differently from regular shows. The 7-year show on September 25, 2026 sets the bar. The 8-year show on September 24, 2027 has to clear it. What changes between year 7 and year 8 isn't the underlying format. The 4-round structure of brainstorm, pitch, score, and rotate stays. Funny + Fundable scoring stays. What evolves is the production layer: stronger guest pitchers, sharper between-round bits, and richer use of the room. Austin remains the home base. Pershing Hall has anchored the anniversary tradition and the 8-year show is being designed with that history in mind. Beyond the anniversary, the broader 2027 calendar will include the SXSW 2027 push in March and recurring shows throughout the year. The 8-year mark is the milestone that says this isn't a one-time experiment.

What it means

If you missed the 7-year show, the 8-year show is the next anchor date. Putting it on the calendar now means you have over a year to plan around it, which matters for out-of-town founders and investors who travel for events like this. The easiest way to be in the room is to subscribe early and grab a ticket as soon as the on-sale window opens.

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