Courtside Chat with the Founders 🎙

Every organizer tool.
Free with Plus-power.

How to get unlimited round robins, leagues, ladders, and all Pro tools for free with Plus-power.

DATE Friday, May 1

TIME 10AM PT / 1PM ET

HOSTS Max & Brandon

▶ Watch the Replay

Why We Built This

We want Pickleheads to be free for every local organizer.

So we built a way for your players to cover the cost — so you never have to pay for organizer tools. Plus-power makes it all possible.

No player threshold to hit. No subscriber count to track. Just free.

Unlimited Round Robins

Generate matchups, track scores, and view standings from your phone. Play social or competitive games, with 11+ rotate and fixed partner formats.

Leagues & Ladders

Multi-week seasons, standings, playoffs, all of it — on autopilot. Run competitive play your way.

Powerful Automations New

Save hours every week with repeating sessions, duplicate sessions, and advanced waitlisting tools.

What’s New

These used to require a Pro subscription.

Now these powerful time-saving automations are free when you Plus-power.

Less admin. More time on the court.

Weekly repeating sessions

Set it once and your session auto-creates every week. No more rebuilding it manually.

Session duplication

Copy any Plus-powered session with one tap. Same settings, same format, new date.

Advanced waitlist management

Manually add players to the waitlist. Full control over who gets in.

What Players Get

Your players get real value with Plus, too.

It’s a win-win. In addition to being able to join your Plus-powered sessions, Plus subscribers unlock:

Get Started

Three steps. That’s it.

If you’re already using Plus-power, these tools are live right now. If not, here’s how to start.

Step 1

Require Plus to join your sessions

One toggle Plus-powers your session or league. Players are prompted to subscribe to Pickleheads Plus before they can join.

Step 2

Players subscribe to Plus for $1/month

Players subscribe for $1/month to join your Plus-powered session. They also get stats, game history, and tools to find games while traveling.

Step 3

You unlock everything at no cost to you

Run unlimited leagues, ladders, round robins, and tournaments with every premium organizer feature for free.

What's New & What's Next

The latest features live now, plus what's coming down the road

New Features — Live Now

Swap Player

Swap out a player mid-session when someone joins with the wrong account, or replace a manually-added placeholder with their real profile.

Gauntlet Now Available in Ladders

The Gauntlet format is now available as a ladder format — run ongoing competitive ladders with automatic court movement.

Court Reserve IntegrationBeta

Sessions created in Court Reserve auto-sync to Pickleheads — player profiles, court names, and numbers all stay in sync.

Join or refer to the beta →

Coming Soon

Two-Team Round Robins

Run pool play and shuffle formats with just two teams — great for smaller groups or head-to-head team matchups.

Rumble: Fixed Partner Gauntlet

A new twist on Gauntlet — partners stay together through every round while teams move up and down the courts.

Movement Speed Control

Choose how fast players move up and down in Gauntlet and Rumble — standard, fast, or slow.

Also on the roadmap: Monthly & annual subscription options for all tiers, Mixed Madness / Shuffle / Popcorn algorithm updates, pre-generated rounds for basic round robins, and MLP/MiLP-style team formats.

New Organizer Resources

Organizer Hub

Your go-to home base for guides, tools, and everything you need to run great events.

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Test a Round Robin

Try a new format risk-free with our test tool — generates a session with dummy players so you can explore before game day.

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Format Quiz

Answer a couple quick questions and we'll recommend the best formats for your group.

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Find My Plan

Not sure what plan to get? This quick quiz will point you in the right direction.