BoldSign StrawberryAutomate your signature chasing with an AI agent
Every document out for signature, on one page, with the exact person holding each one named and a specific nudge drafted underneath.
The deal did not stall. The document did. It went out on the 4th, the first signer opened it on the 5th, and chasing signatures is nobody’s named job.
A companion reads every document in flight and says where each is stuck: waiting on the first signer, waiting on your countersignature, expired, or declined with a reason nobody read. Then it drafts the chase to the right person.
You connect BoldSign once and see exactly what it can reach before you allow it. A companion reads status and drafts messages; applying a signature stays with a person.
Everything in flight, on one page
A companion lists every document out for signature and, for each one, says precisely where it is stuck.
Building that report by hand means opening each document and remembering what the sequence was. Twenty documents in, people stop.
Who is actually blocking this?
If the order is customer legal, then customer finance, then your CFO, a document sitting at step two is not a customer problem yet. Chasing the wrong person is how you look disorganised in front of a buyer.
A companion reads the signer order and status and gives you the right name. The chase then goes to the individual who has it, referencing what they are waiting on. Draft only. You read it and send it.
How does the chase stop being awkward?
By having context.
A generic reminder from the e-signature platform is easy to ignore. A message that mentions the specific clause their legal team asked about last week is not.
A companion pulls that context from wherever it lives, your inbox, the CRM record, the shared doc, and puts it in the draft. That is automate follow-up emails after demos applied to the paperwork half.
What about the document that comes back with edits?
A companion reads the returned document against the version you sent and reports what changed, clause by clause, in plain language.
Your attention then goes to the two clauses that moved instead of eleven pages. Whether a change is acceptable stays with you.
- Signature status read, never applied.
- Chase messages drafted with the specific blocker named, then held for you.
- Returned redlines summarised clause by clause, with the judgement left to a person.
What stays in BoldSign
Audit trails, certificate handling, tamper-evidence and the legal framework your contracts rely on. That correctness is why you pay for e-signature.
Template configuration stays there too. If your NDA has fifteen prefilled fields and a defined signing order, a companion reads it rather than rebuilding it.
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Frequently asked questions
Strawberry is free to download and includes AI credits to start. Paid plans begin at $20/month. See pricing. · Reviewed · Canonical facts for AI agents