Who This Guide Is For
This guide is for business owners and operations leads who want to move from manual contract processes — printing, signing, scanning, emailing PDFs — to a digital system with e-signatures, templates, and automated workflows. You want contracts to be faster to send, faster to sign, and easier to track.
Before You Start
You should know which types of contracts your business sends regularly: client agreements, NDAs, statements of work, change orders, or similar. If you only send a handful of contracts per year, a full digital system may be more effort than it is worth. This guide is most valuable for businesses sending at least a few contracts per month where the manual process creates delays or tracking problems.
You should also have chosen or built your e-signature platform. This guide covers configuration and process design, not platform selection.
Step 1: Audit Your Current Contract Types
List every type of contract your business uses and how often each is sent. For each type, note: who initiates it, who signs it (internal and external parties), what information varies between instances, and what the current turnaround time is from creation to fully signed.
A typical small business has three to six contract types that account for ninety percent of their volume. Focus on those. Rarely used contract types can be added later once the core workflow is running.
For each contract type, identify the variable fields — the information that changes between instances. A client agreement might have variable fields for client name, project scope, pricing, start date, and payment terms. Everything else is boilerplate. These variables become merge fields in your templates.
Step 2: Build Your Contract Templates
Convert your existing contracts into templates with merge fields for variable information. The template contains all the standard language, and the merge fields are populated when you create a new contract instance.
Keep templates clean and readable. If your existing contracts have accumulated clauses over the years that no longer apply, this is the opportunity to clean them up. Have the templates reviewed by whoever handles your legal matters before putting them into production.
Each template should define:
- Signer roles — who needs to sign and in what order (e.g., the client signs first, then your director countersigns)
- Merge fields — the variable information populated at creation time
- Required fields — fields that must be completed before the contract can be sent (prevents sending incomplete contracts)
- Signature placements — where each party signs, initials, or dates
Test each template by creating a sample contract, filling in the merge fields, and reviewing the output. Check formatting, page breaks, and whether the merge fields render correctly. A template that looks right in the editor but breaks when populated will cost you time on every contract sent.
Step 3: Design the Signing Workflow
Define what happens at each stage of the contract lifecycle:
- Creation — who can create a new contract from a template and populate the variable fields?
- Internal review — does the contract need internal approval before being sent to the signer? If so, who approves and how?
- Sending — how is the contract delivered to the signer? (Email with signing link is standard.)
- Signing — the signer reviews and signs electronically. Define whether you require one signer or multiple, and whether signing is sequential or parallel.
- Countersigning — if your side needs to sign after the client, automate this step so it triggers immediately.
- Completion — what happens after all parties have signed? The final signed document should be automatically stored and the relevant people notified.
If your e-signature platform integrates with your project management or CRM system, connect them so that a completed contract automatically updates the client record or triggers the next step in your onboarding process. This eliminates the manual step of checking whether a contract has been signed and then updating another system.
Step 4: Set Up Notifications and Reminders
Configure notifications for each stage of the workflow:
- Contract sent — the sender receives confirmation that the contract was delivered
- Contract viewed — optional but useful. Knowing the signer opened the contract tells you they are engaged, even if they have not signed yet
- Contract signed — all relevant parties notified immediately
- Reminder — automatic reminders for unsigned contracts after a defined period (three to five business days is typical for client contracts)
The reminder is the most valuable automation. Manually chasing unsigned contracts is one of the most time-consuming parts of contract management. An automatic reminder at day three and day seven eliminates most follow-up while keeping the tone professional and consistent.
Step 5: Migrate Active Contracts and Train the Team
You do not need to re-sign existing contracts. Legacy contracts remain valid as-is. The digital system applies to new contracts going forward.
Train the team on three actions: creating a contract from a template, sending it for signature, and checking the status of outstanding contracts. Keep the training focused on these daily actions — advanced features like template editing and workflow configuration are admin-level tasks that only one or two people need to learn.
Set a cutoff date: after a specific date, all new contracts use the digital system. No more printing, scanning, or emailing PDFs. If someone requests a paper contract, accommodate the exception but log it — the goal is to make digital the default, not to create a second parallel process.
Common Mistakes
- Over-engineering templates with too many merge fields. If a field varies in only one out of twenty contracts, hard-code the common value and edit manually for the exception. Too many fields slow down contract creation.
- No internal review step for high-value contracts. Routine contracts can go directly to the signer. Contracts above a certain value or with non-standard terms should have an approval step. Build this into the workflow rather than relying on someone remembering to check.
- Sending contracts without testing the template. A merge field that renders as “{client_name}” in the final document is embarrassing and undermines trust. Test every template with real data before using it.
- No automatic reminders. If you rely on people to manually chase unsigned contracts, some will be forgotten. Automatic reminders are the single most impactful automation in the entire workflow.
- Keeping the old process available alongside the new one. If the team can still email a PDF for signing, they will. Set a cutoff date and enforce it.
What Good Looks Like
A well-configured digital contract system looks like this: contracts are created from templates in under five minutes. Signers receive the contract by email, sign in their browser, and the completed document is stored automatically. Unsigned contracts trigger automatic reminders. The team can see the status of every outstanding contract in one place. The turnaround from creation to fully signed drops from days to hours, and nobody is printing, scanning, or manually filing PDFs.
Next Steps
If you are setting up contracts as part of a broader client management system, How to Launch a Client Portal covers the wider rollout. For the system-level view of digital contract management, see Contract Management System. If you want the system built and configured for you, get in touch.