Posted By : Mads Jakobsen 03.12.2025

How to Be the G.O.A.T. of December Deals

Welcome to another piece of G.O.A.T Wizdom! We love making you the Greatest of All Time in handling contracts—without the boring bits. Let’s dive in! 🐐✨

Year-End Contract Chaos? Here’s How to Be the G.O.A.T. of December Deals

December is supposed to be hot chocolate, ugly sweaters, and “let’s circle back in January” emails. Instead, for sales teams and founders, it’s often:

• Deals stuck in legal
• Signers mysteriously “OOO until Jan 3”
• Discount approvals waiting on that one manager on a ski trip
• PDFs bouncing around inboxes like Christmas lights in a cardboard box

But here’s the truth: December doesn’t have to be chaos. With the right setup, you can turn it into your G.O.A.T. month for closing deals—even while people are half checked out and half at holiday parties.

Why December Feels So Messy (And Why It’s Actually a Big Opportunity)

Let’s be real: December is weird.

On one hand:

• Prospects want to use the last of their budget
• Teams are motivated to hit annual targets
• Stakeholders feel the urgency to “get this sorted before the new year”

On the other hand:

• Calendars are packed
• Decision makers travel
• Everyone promises: “Just send it over, I’ll sign it tonight” (and then doesn’t)

The G.O.A.T. way to handle December is to expect the chaos and design your signing process around it instead of fighting it.

Step 1: Build a “December-Ready” Contract Pipeline

1.1 Standardize Your Templates

If every contract requires manual tweaking, you’re already slowing yourself down.

Create templates for your most common deals:

• Standard subscription agreement
• Renewal agreement
• Upsell / add-on
• NDA

Lock the sections that almost never change (legal boilerplate, payment terms). Keep only a few fields editable (name, price, dates, add-ons).

With a digital signing tool like GoatSign, templates mean you’re spending minutes—not hours—getting each contract out the door.

December G.O.A.T. mindset: You shouldn’t be editing Word docs on December 23rd.

1.2 Map Your Approval Chain Before Things Get Busy

December is not the month to discover that you suddenly need CFO approval. Sit down with your team and answer:

• Who can approve discounts above X%?
• Who needs to sign which type of agreement?
• Who is the backup if they’re away?

Then configure that into your signing tool:

• Set a signing order
• Add backup signers for key roles
• Use pre-defined approval flows for standard deal types

That way, when someone’s “OOO with limited access to email,” your process doesn’t freeze.

Step 2: Make It Frictionless for People to Sign (Anywhere, Anytime)

2.1 Assume Everyone Is on Their Phone

If someone has to print, sign, scan, and send… you’ve already lost them.

Make sure your contracts:

• Are mobile-friendly
• Can be signed with a few taps
• Don’t require creating an account or downloading something weird

The goal: your buyer should be able to sign while waiting for their latte or sitting in an airport.

2.2 Use Smart Reminders (So You Don’t Have to Chase)

You shouldn’t spend your December manually nudging people.

Set up automatic reminders in your signing tool:

• Gentle reminder after 2–3 days
• Another reminder before a deadline (e.g. end of discount, end of year)

Keep the tone friendly, not aggressive:

“Just a quick nudge before everyone disappears into holiday mode 🎄
Here’s your contract link again, in case it got buried.”

Step 3: Communicate Like a G.O.A.T. (Clear, Calm, and Deadline-Driven)

3.1 Set Expectations Early

When you send a contract, don’t just attach it and hope.

In your email or call, be crystal clear:

• What the contract is for
• Who needs to sign
• When you’d ideally like it signed
• What happens if it rolls into January

Example:
“I’ve sent over the agreement for the Pro plan starting January 1st. If we can get this signed by December 20th, we’ll lock in the current pricing and make sure everything’s live for your team right after New Year.”

3.2 Use Friendly, Festive Follow-Ups (Without Being Annoying)

December follow-ups can be both professional and human. A few lines you can adapt:

• “I know your inbox is full of holiday invites and year-end madness—just resurfacing this in case it slipped down the list.”
• “Let’s wrap this up before the wrapping paper comes out 🎁”
• “If it’s easier, I can resend the signing link or walk you through it on a quick call.”

Step 4: Protect Your Time (And Your Sanity)

4.1 Track Contracts in One Place

Stop playing “Inbox Bingo” to see what’s been signed. Use your signing tool to:

• See status at a glance (sent / viewed / signed)
• Filter deals by close likelihood or deadline
• Quickly resend or reassign contracts if needed

4.2 Automate the Boring Stuff

Where possible, connect your signing tool to your CRM or other systems so that:

• Contact details autofill
• Deal stages update when a contract is signed
• Internal teams get notified automatically (e.g. finance, onboarding, customer success)

That way, closing a contract doesn’t start a new wave of manual tasks—it triggers a clean, automated flow.

Actionable Takeaways: Your December G.O.A.T. Checklist 🐐💼

• Create or refine your contract templates for your top 2–3 deal types
• Define your approval and signing chain (including backups) and set it up in your tool
• Enable mobile-friendly signing and test it on your own phone
• Turn on automatic reminders with friendly, festive wording
• Set clear signing deadlines when you send each contract
• Use one central place to track contract status and focus on high-impact deals
• Automate handovers to finance / onboarding where possible

G.O.A.T. Hack of the Day 🧠⚡

Pick your top 10 open deals for December. For each one, ask:

“What is the single biggest blocker to getting this signed this week?”

Then fix that one thing—whether it’s unclear pricing, missing stakeholder, or a clunky signing process. Do that, and you’ll be shocked how many “we’ll sign it in January” deals suddenly become December wins.

Ready to Be the G.O.A.T. of December Deals?

Year-end doesn’t have to be chaos. With the right templates, flows, reminders, and clear communication, December becomes:

• The month you close faster
• The month you feel in control
• The month you actually enjoy the holidays—without chasing PDFs

Using GoatSign? You already have the tools—now use them like the G.O.A.T. you are. 🐐💚