New Features Changelog: October 13, 2026
Scheduled notifications, custom Sitter bio questions, date-range insights and smarter multi-date bookings: here’s everything in the latest Sittysites release.

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Our latest Sittysites updates are LIVE! This release brings exciting new tools to help you plan communications ahead of time, personalize your Sitter profiles, gain deeper business insights, and manage complex bookings with greater flexibility.
As always, these enhancements are designed to give you more control over your business while making everyday operations simpler for your team, Families, and Sitters.
Scheduled Notifications
Planning ahead just got easier!
Admins can now schedule notifications to be sent at a future date and time, giving you more flexibility to communicate with your Families and Sitters without needing to be at your device when the message is sent.
Whether you’re preparing an important announcement, sharing a seasonal reminder, or communicating upcoming changes, you can plan your outreach in advance and let Sittysites handle the timing.
Custom Sitter Bio Questions
Every agency is unique, and now your Sitter profiles can be, too!
Admins can now create custom categories and questions for Sitter profiles, allowing you to highlight the information that matters most to your agency and the Families you serve.
Whether you want to showcase a Sitter’s favorite activities, childcare philosophy, special skills, personality, or experience, you can tailor the prompts to reflect what makes your caregivers special.
Here’s how it works
- Admins create and manage custom categories and questions under Settings Sitter Bio Questions (the last tab in Settings).
- Sitters can respond to these prompts directly from their profiles.
- Admins can view the questions and responses on each Sitter’s profile.
- Families will see completed responses displayed on the Sitter’s public-facing bio, helping them get to know their caregivers before booking.
- Unanswered questions stay hidden from Families, keeping profiles clean and focused on the information each Sitter chooses to share.
We’re continuing to refine the visual presentation of these profiles, but we’re excited to make this new level of customization available now!
Helpful Tip! Take a few minutes to create questions that reflect your agency’s personality and what your Families value most. It’s a simple way to make Sitter profiles more engaging and help build stronger connections before the first booking.
More Flexible Family & Sitter Insights
We’re continuing to build out the Business Intelligence tools available within Sittysites.
Family and Sitter Insights can now be filtered by a custom date range, allowing you to focus your reporting on the periods most relevant to your business.
Whether you’re reviewing a particular month, comparing seasonal activity, or evaluating performance over a longer period, these filters make it easier to find the information you’re looking for.
Smarter Multi-Date Booking Management
We’ve made several additional improvements to Multi-Date Bookings to help manage coverage changes more efficiently.
- Remove a Sitter from a Single Date Admins can now remove a Sitter from one date without disrupting the rest of the booking. That date automatically reopens for other Sitters.
- Better Cancellation Handling If a Sitter cancels one date of a Multi-Date Booking, that date reopens so replacement coverage can be secured.
- More Accurate Applications When Sitters select “I Am Interested,” their application now applies only to the specific dates they’ve selected.
- Improved Availability Checks Sitter availability is verified for each individual date and checked again before payment is collected, helping prevent Families from being charged for dates a Sitter cannot cover.
- Duplicate Assignment Prevention Additional safeguards prevent a Sitter from being assigned twice to the same booking date.
These enhancements are especially helpful for Families requesting care across multiple dates, where coverage may change without affecting the entire booking.
Additional Platform Improvements
We’ve also made several smaller improvements throughout Sittysites:
- More Informative Booking Texts Booking Received SMS notifications now include the start date and weekly schedule, giving recipients clearer details at a glance.
- More Accurate Tax Statements Sitter payments handled outside Sittysites are now excluded from the Tax Statement.
- Improved Mobile Messaging Chat windows now better accommodate mobile screens and on-screen keyboards for easier communication.
- Immediate Rate Updates The Rate Offered card now refreshes immediately after a new rate is saved.
- Performance & Reliability Additional improvements have been made to mobile navigation and system performance for a smoother overall experience.
Thank you, as always, for your continued feedback and partnership. Your ideas help us continue building a platform that supports not just the logistics of running a childcare agency, but the relationships and personal touches that make each agency special.
We’re particularly excited about Scheduled Notifications and Custom Sitter Bio Questions: two features that give you more freedom to run your business your way while maintaining the personal experience your Families and Sitters value.


