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Meet Bobby — your AI sidekick for customizing Squarespace. Whether you need a quick Squarespace tip, CSS-based plugin, or a clever code solution, just ask Bobby and he’ll jump in to help.

Unlock Bobby To Start Chatting

Bobby Can Jump In To Help With

Design Tweaks and Plugins

With Bobby, you can target the right Squarespace elements and unlock styling that goes beyond built-in settings.


Ask Bobby:
“Add a gradient background to my header button.”


Your Own Super Plugins

Bobby can help build plugins using HTML and JavaScript to add bigger features (almost like our Super Plugins).


Ask Bobby:
“Make a digital clock plugin to add to a code block.”

Unlimited (Never Ending) Customizations

Bobby is here for unlimited questions and customizations — so you can keep experimenting, refining, and creating without limits.

I want to add a fun and interactive hover effect to the primary button block.

I want to add a secondary button to the left of the header button on desktop.

Create me a loading screen plugin that counts up from 0% to 100% on a 5 seconds timer.

Add a subtle tilted hover effect to both the header button and button blocks.

Help me add overlay to the bottom of my site that stays while you scroll.

How can I add a clickable button to the announcement bar?

Bobby is always learning, so answer accuracy is not guaranteed.

Additional Perks With Bobby

Full Screen Bobby Mode

Enjoy a dedicated space just for you and Bobby. A more open alternative to the floating Bobby you see on the site.


Earn with Bobby Rewards

Submit a Bobby-made plugin to the library and earn a $2 payout if it gets published. Just tell Bobby you want to submit the plugin and he'll share next steps.

Common Questions About Bobby

Have other questions? We’re happy to help! Send us a message.

Start Asking Bobby Pick a Plan

Pick a plan to unlock and start chatting with Bobby. Whether you need a quick Squarespace tip, CSS-based plugin, or a clever code solution, just ask Bobby and he’ll jump in to help.

Monthly

Yearly Save

⚠️ After joining, go to Login > Ask Bobby (Digital Products) to access.

Unlimited Access$99/year

Anytime access to Ask Bobby.

  • Unlimited Asks

  • Trained For Squarespace 7.1

  • Personal and Commercial License

  • Bobby Rewards

  • Site Widget Coming Soon

  • Full Screen Mode

  • Priority Support

  • Cancel Anytime

$10/month

Disclaimer: Bobby is powered by a custom AI model built using the combined strengths of OpenAI’s ChatGPT, Anthropic’s Claude, and Bobby’s own continuously expanding Squarespace-related knowledge base. While Bobby is trained specifically for the Squarespace platform, it is still an evolving system and may occasionally provide inaccurate or incomplete information. 100% accuracy in Bobby’s answers is not guaranteed.

If Bobby gets it wrong, flag it by clicking the thumbs down icon during your chat.

.OpenAI and Anthropic Terms & Conditions Apply