top of page

The AI Contract Manager: Challenges on the Path to Smarter Paperwork

Updated: Dec 18, 2025

Picture this: You're drowning in a sea of contracts, each one a potential minefield of legal jargon and hidden clauses.


Typewriter with green casing holds a white page titled "CONTRACT." The setting is a wooden desk, evoking a vintage or professional mood.


Wouldn't it be great if you had a super-smart assistant to help you navigate all this paperwork? Enter artificial intelligence (AI) for contract management.


It's like having a tireless, lightning-fast team member who can read through thousands of pages in seconds, spot potential issues, and even help draft new agreements.





Sounds amazing, right? Well, it is!


But as with any new technology, bringing AI into the world of contracts isn't all smooth sailing.


Let's chat about some of the speed bumps companies hit when trying to make their contract management smarter.









1. Getting Your Data Ducks in a Row


A room filled with tall stacks of disorganized papers and documents scattered around.

Imagine trying to teach a child to read using a mix of books, handwritten notes, and ancient scrolls—in different languages.


Sounds tough, right? That's kind of what it's like for AI when it looks at most companies' contract archives.


The problem is that contracts come in all shapes and sizes.


Some are neatly typed up in Word docs, others are scanned PDFs (maybe with coffee stains), and there might even be a few handwritten ones lurking in a dusty file cabinet.


For AI to work its magic, all this needs to be cleaned up and standardized.


It's like trying to organize the world's messiest closet. You've got to sort everything, maybe digitize old paper contracts, and create a system that makes sense.


It's a big job, but think of it as spring cleaning for your contract collection. Once it's done, not only will your AI be happy, but you'll probably find it easier to manage contracts even without the AI's help!





2. Playing Nice with Other Systems


Now, let's say you've got your AI contract whiz up and running. Great! But wait - it needs to talk to your customer database to pull in client info, and it should probably update your accounting system when a new deal is signed.


Suddenly, your cool new AI tool needs to learn to play nice with all your other business software.


It's like introducing a new friend to your existing group. Sometimes they hit it off right away, and sometimes... well, it can get awkward.


Your shiny new AI might speak a different "language" than your older systems, or they might not want to share information easily.


This is where your IT team earns their superhero capes. They need to figure out how to get all these different systems chatting happily with each other.


It might mean updating some older software, creating some custom connections, or even rethinking how your whole IT setup works.


It's not always easy, but when everything's humming along smoothly, it's like conducting a beautiful digital orchestra.



ADVERTISEMENT




3. Keeping Secrets Secret


A humanoid robot with illuminated eyes sits at a desk, typing on a keyboard in front of a computer monitor in a modern, well-lit office setting.

Contracts are often full of stuff you don't want the world to see—kind of like your diary, but for business. When you bring AI into the mix, you need to make sure it respects that privacy.


Think of it like hiring a new employee who's going to handle sensitive information. You need to set clear rules about what they can and can't do with that data.


Can the AI store contracts in the cloud? Who gets to see what the AI finds? How do you make sure the AI doesn't accidentally spill the beans on your top-secret business deals?


This is where your legal team and IT security folks need to put their heads together. They'll need to set up strong protections, like digital locks and alarm systems for your data.


They'll also need to make sure your AI system follows all the rules about data privacy (and there are a lot of them these days).


It's a balancing act between letting the AI do its job and keeping your business secrets safe. Get it right, and you'll have a trustworthy digital assistant that knows how to keep a secret.





4. Winning Hearts and Minds


So, you've got this incredible AI system all set up. It's secure, it's connected to everything, and it's ready to revolutionize how you handle contracts.


There's just one tiny problem: your team are looking at it like it's an alien that's just landed on their desks.


Change can be scary, especially when it involves trusting important work to a computer. Some folks might worry the AI will make mistakes, others might fear it's going to take their jobs, and some might just prefer their trusty old highlighter and sticky notes.


This is where the human touch becomes super important. It's not enough to just plonk the new system on people's desks and say, "Here, use this."


You need to show them why it's awesome, how it can make their lives easier, and most importantly, how to use the darn thing.


Think of it like introducing a new recipe to a picky eater. You might need to start small, let them help in the "cooking" process, and show them how tasty the result can be.


Offer plenty of training, be patient with questions, and celebrate the wins when the AI helps someone save time or spot a tricky clause in a contract.


Remember, the goal is to have humans and AI working together like a dream team, not to replace people with robots.



5. Trusting the Robot Lawyer


Last but not least, there's the million-dollar question: Can we trust what the AI tells us about our contracts?


AI has gotten incredibly smart, but it's not perfect.


Sometimes it might misunderstand a weirdly worded clause, or it might not catch the subtle implications of certain terms. And let's face it, in the world of contracts, those little details can make a big difference.


It's a bit like using a GPS. Most of the time, it'll get you where you need to go. But sometimes it might try to send you down a road that doesn't exist anymore, or it might not know about that shortcut all the locals use.


The key is to use AI as a powerful assistant, not as a replacement for human expertise. Have your legal eagles double-check the AI's work on important contracts. Use AI to flag potential issues, but have a human make the final call.


And always be on the lookout for ways to improve the AI's accuracy over time.





Wrapping It Up


Bringing AI into contract management is like upgrading from a bicycle to a sports car. It's faster, more powerful, and can take you further than ever before.


But it also requires some new skills, careful handling, and regular maintenance to keep it running smoothly.


Yes, there are challenges along the way. You'll need to organize your data, connect your systems, keep everything secure, get your team on board, and always keep a human eye on the AI's work.


But with some planning, patience, and perseverance, the payoff can be huge.


Imagine being able to review hundreds of contracts in minutes, spot risks before they become problems, and free up your legal team to focus on the big-picture stuff.


That's the promise of AI in contract management.


So, is it worth navigating these challenges? If you ask me, absolutely.


Just remember, the goal isn't to replace humans with robots.


It's to give humans super-powered tools to do their jobs better than ever. And that's something worth working towards, don't you think?





Lifestyle Resources




Written by Loida McKinnon, a Guest Writer for Closer Lives Travel & Lifestyle Blog


Subscribe to our newsletter

Get our latest news and offers sent to your inbox every 2 weeks.

No fluff. No Spam.

Comments

Rated 0 out of 5 stars.
No ratings yet

Add a rating*

About Closer Lives

We explore more than maps; we journey through mindsets.

We’re Jenn & Leon, full-time travelers and writers behind Closer Lives. We share real experiences from the road, personal reflections, and practical travel resources, written to inform, reflect, and connect.

Top Reads

If this post resonated, you might also enjoy these:

A woman and a man sit outdoors with large Ramly burgers; the woman is taking a bite while the man looks at the camera. A Ramly logo is displayed prominently in the background.
A field in Thailand is divided between unburned crops and scorched land, with flames and smoke in the center. The Thai flag waves in the top left. Text reads: “Every year burning season occurs in Thailand. Why does this happen? And how bad is it?”.

Explore More

Not sure where to head next? Start here:

Plan Your Next Trip

Travel guides, destination highlights, and real-world tips from our journeys.

Lifestyle & Personal Stories

Reflections on identity, mindset, creativity, and living differently.

Free Country Guides

Essential information on transport, connectivity, visas, culture, and more.

Watch Our Travels

Videos from the road, behind-the-scenes moments, and visual travel stories.

Travel Advice & Resources

Tools, tips, and resources for travelling smarter and more independently.

Poetry & Prose

Poetry and short-form writing inspired by travel, change, and inner landscapes.

Stay Connected

Get new blog posts, travel inspiration, and behind-the-scenes updates straight to your inbox.

No spam. Just thoughtful updates when we have something worth sharing.

We explore more than maps. We journey through mindsets.

CHECK OUT OUR SOCIALS

  • Black and white Instagram logo with a camera icon inside a circle on a dark background.
  • White Facebook app logo on a black background, featuring the letter "f" in bold.
  • A black rectangle with a white play button in the center, resembling the YouTube logo.
  • White Pinterest app logo on a black background, featuring the letter "p" intertwined with an oval.
  • White Threads app logo on a black background, featuring the letter "a" intertwined with an oval.
Visa logo with the word "VISA" in blue capital letters; the "V" has a yellow accent on the upper left. The background is light gray with a slight gradient.
MasterCard logo with two overlapping circles, one red on the left and one yellow on the right, on a blue background. The word "MasterCard" appears in white across the center.
Discover logo with the word "DISCOVER" in black letters, except for the letter "O," which is orange and resembles a sunburst. The background is white with an orange curve at the bottom right corner.
Logo featuring two overlapping blue circles with the word "Cirrus" in white letters across the center, set against a dark blue background.
VISA Electron logo with white text on a blue background and a yellow curved stripe under the word "VISA.
A purple square icon features a white circle with a black and white swirling "S" design in the center. Below the circle, the word "SOLO" appears in bold white letters.
Maestro logo with two overlapping circles, one blue on the left and one red on the right, and the word "Maestro" in white text across the center on a dark blue background.
A geometric logo featuring the word "DELTA" in white letters on a blue triangle, with yellow and red triangles overlapping in the bottom left corner on a white background.
Black and white Direct Debit logo featuring a stylized "D" symbol to the left and the words "DIRECT Debit" in bold font to the right.
American Express logo featuring the words "AMERICAN EXPRESS" in bold white letters on a blue, rectangular background.
UnionPay logo featuring the word "UnionPay" in black and red text over three vertical stripes in red, blue, and green.
JCB logo with white letters "J", "C", and "B" on blue, red, and green vertical rectangles, respectively.
PayPal logo featuring a stylized overlapping double "P" in blue tones, followed by the word "PayPal" in blue and light blue text.
Pay Samsung Pay logo on black background for mobile payment services
Google Pay logo with a multicolored "G" followed by the word "Pay" in gray text.
Apple Pay logo featuring the Apple icon followed by the word "Pay" in black text on a white background.
Logo featuring the text "Closer Lives" with "Jenn & Leon travel & lifestyle" underneath, set against a black background with a white circular outline and a bright light flare.

Est 2021 | © 2026 Closer Lives Inc. All rights reserved.

bottom of page