✍️ Note: Digital Signatures are supported via partnership with Dropbox Sign (formerly known as HelloSign).
📝 Overview
Once enabled from the Integrations & Add-ons page, any uploaded document can be sent for signature with a few clicks. Signers receive an email from Dropbox Sign with a link to review and sign the document. Once all signers have completed the process, they receive a confirmation email with the signed document attached. Employees who initiated the request will also receive email updates and can view or download the signed document in Dash.
⚙️ Getting Started
⚠️ You will need the Company Account Settings authorization enabled in order to do the steps below.
Click the arrow to learn more about enabling the Digital Signatures feature
Click the arrow to learn more about enabling the Digital Signatures feature
Go to the Integrations & Add-ons page which can be found under the Admin drop down menu.
Turn on the Digital Signatures option.
Once this Company Setting has been enabled, uploaded files can be sent out for Digital Signature by any user with access to the Booking Manager, User/Employee pages or Customer pages.
📄 Use Case Scenarios
✍️ Note: Employees and customers can create a Dropbox Sign account using the same email where signature requests are sent. From their account, they can view, sign, and download pending or completed documents.
Documents requiring a signature can be sent in several areas of the software:
Click the arrow to learn more about where digital signatures can be used
Click the arrow to learn more about where digital signatures can be used
Booking Manager: Dash will automatically generate a Digital Signature request for signing the contract. Other files that might need a legal signature that are associated with a Booking might be an insurance agreement or an acceptance of a facility use policy.
User/Employee Page: an example of a document that might need a legal signature could be an employee handbook or instructor contract.
Customer or Organization Type: an example of a document that might need a legal signature could be team-specific waiver or a concussion waiver.
🎥 Watch our video on sending files for electronic signature from customer, organization, and user accounts.
📁 Acceptable File Types
Click the arrow to learn more about supported file types and upload limits
Click the arrow to learn more about supported file types and upload limits
Dropbox Sign supports a wide range of file types, including doc, docx, pdf, ppsx, ppt, pptx, tif, jpg, jpeg, png, xls, xlsx, txt, csv, html, gif, and may more.
Dropbox Sign supports file sizes up to 40 MB although Dash only supports uploading files up to 20 MB in size.
🧾 Booking Manager Workflow
Click the arrow to learn more about Digital Signatures in Booking Manager
Click the arrow to learn more about Digital Signatures in Booking Manager
📣 Related Feature
Learn how to create a booking that includes a digital contract which can be sent to your customer for signature.
Follow these steps to send a contract for signature:
In the Event Type page under Booking Manager Settings, locate the Contract field.
This field defaults to the Default Booking Contract and cannot be changed.
Digital signatures will use this default contract when sent to customers.
From the customer’s Booking page, open the contract and click Send Document to Signer.
In the pop-up, confirm or edit the signer’s name and email, or add more signers.
Click Send when ready. You will see a status indicator (for example, “0/1”) next to the file name.
The signer receives an email, clicks Review & Sign, and completes the signature.
Once all signers finish, the initiator receives updates and a checkmark (or “1/2” if pending) appears next to the document.
Use the three-dots menu to download, rename, or delete signed files.
Review the Electronic Signature Requests Report to view all digital signature activity.
Access it by using Global Search, or go to Reports › All Reports › System.
Use filters for Created After, Created Before, Creator, and Object.
In the Object field, choose whether to display requests linked to a Booking, Customer or leave blank to view all.
The report displays each request’s Employee, Object – ID, Status, Created/Modified dates, and any Error Messages.
Export results using the CSV or PDF buttons as needed.
💡 Pro Tips
⚙️ Enable before use - Confirm Digital Signatures is toggled ON under Company Settings.
🧠 Name clearly - Use descriptive names like “Summer Camp 2026 Waiver” for easy tracking.
📧 Verify signer email - The signer must use the same email that received the signature request.
📊 Monitor progress - Track pending signatures in the Electronic Signature Requests Report or via Dropbox Sign.
⛔ Mind file limits - Uploads over 20 MB will be rejected in Dash, even though Dropbox Sign supports 40 MB.
❓ Frequently Asked Questions (FAQs)
Find answers to common questions or additional details that may not be covered in the main instructions.
Click the arrow to view frequently asked questions
Click the arrow to view frequently asked questions
How do I know if a document has been signed?
Click the arrow to see the answer
Click the arrow to see the answer
Once all signers complete the process, both the signer and the initiator receive confirmation emails with the signed document attached. The initiator can also view or download the signed document from the system.
How am I billed for digital signatures?
Click the arrow to see the answer
Click the arrow to see the answer
The contractual fee ($0.99) applies when the document is sent via Dropbox Sign. If the document needs to be resent, an additional charge will apply.
Fees are metered and billed at the end of the month with the subscription invoice, based on the total number of sends.
Charges are based on the number of documents managed, not the number of signatures. For example, if an original document is sent and then a revised version is sent two months later, this would count as two separate charges. However, if a single contract is sent to multiple recipients for signature, it will only incur one charge.
How do I send a signature request from the Booking Manager?
Click the arrow to see the answer
Click the arrow to see the answer
Open the Booking page, click Send Document to Signer, confirm signers, and click Send. Track progress using the status indicator next to the document name.