20 Lessons from 20 Years, Part 4: Preparing for the Next Era of Intelligent Work

Blog Header 20 Years Part 4

Twenty years ago, document processing was about digitizing filing cabinets, but today, the challenges organizations are looking to solve are much more complex.

These challenges include eliminating manual work with AI, accelerating decision-making, and spending less time searching for information and more time acting on it.

While the challenges, technology, and processes have evolved significantly, one idea has remained remarkably consistent: every successful automation initiative begins with reliable information.

Powerful new technologies like AI and machine learning still rely on quality data to succeed. The future of business automation will belong to organizations that have built a strong foundation of structured intelligence, connected workflows, and information that moves seamlessly across the business.

As this 20 Lessons for 20 Years series comes to a close, these final five lessons look ahead at what’s to come.

Lesson 16: AI Is Only as Smart as Your Data

From document summarization and intelligent search to automated approvals and predictive analytics, AI promises to transform how organizations work. Yet many businesses overlook the importance of reliable data in fueling these initiatives.

AI cannot create trustworthy insights from incomplete, inconsistent, or inaccessible information.

But critical business information is often scattered across invoices, contracts, purchase orders, emails, HR files, quality reports, spreadsheets, and countless other documents, all in unstructured formats. This makes it difficult for AI systems to understand, analyze, or act upon.

That’s where Intelligent Document Processing (IDP) becomes such an important first step.

AI-powered extraction converts invoices into financial data, contracts into searchable business intelligence, forms into structured records, and correspondence into actionable information.

Instead of asking employees to manually transfer data between systems, organizations begin creating a trusted information foundation that supports automation throughout the business.

Structured document data enables more accurate reporting, stronger analytics, smarter workflows, and more reliable AI responses.

Organizations that prioritize document data today also position themselves to adopt future AI innovations much faster than those still relying on manual processes and disconnected archives.

Lesson 17: Information Chaos Blocks AI Value

If good information fuels AI, poor information does exactly the opposite.

Many organizations assume implementing AI will automatically improve productivity, but it often exposes severe information governance challenges if they are not addressed beforehand.

  • Duplicate customer records.
  • Outdated contract terms.
  • Missing metadata.
  • Inconsistent document naming conventions.
  • Disconnected repositories.
  • Conflicting versions of the same document.

These data inconsistencies can hinder AI, leading to poor training, hallucinations, and stalled processes.

That’s why AI readiness increasingly begins with information governance.

Modern document management software helps organizations centralize information, apply consistent metadata, enforce retention policies, eliminate duplicate records, and ensure employees always access the correct version of a document.

These practices have traditionally helped with compliance and records management, but with AI automation, they are taking on a new purpose.

Organizations that invest in clean, governed information reduce the likelihood of AI-generated errors while increasing employee confidence in automated recommendations.

Strong information governance also makes future automation initiatives significantly easier to implement. Workflows become more predictable, integrations become more reliable, and AI has consistent information to support intelligent decision-making.

Lesson 18: Incremental Wins Beat Big-Bang Projects

Many organizations begin with ambitious plans to modernize every department, replace multiple systems, redesign workflows, migrate years of historical documents, and introduce AI, but these projects often struggle under their own weight.

  • Long timelines delay results.
  • Changing priorities shift focus.
  • Employees become overwhelmed.
  • Momentum fades before the benefits are ever realized.

The organizations we’ve seen succeed over the past twenty years take a very different approach, starting small and building up.

 

  • Automating invoice approvals.
  • Extracting data from purchase orders.
  • Routing contracts for review or eliminating manual document indexing.

These small automation efforts are now gaining even more traction as micro integrations and workflows create targeted, highly specific outcomes. 

Whether sharing vendor renewal dates from contracts with an ERP or triggering automatic exception handling for invoices over a certain amount, small changes make a big impact.

Over time, these incremental improvements compound into organization-wide automation.

It’s a philosophy that’s remained true regardless of how technology has changed.

Lesson 19: Future-Proofing Beats Trend-Chasing

The pace of innovation has never been faster as new AI models, automation platforms, or productivity tools promise to redefine how businesses operate. While these advancements are exciting, they also create a challenge for organizations trying to decide where to invest.

The organizations that continue to realize value from technology are building systems that can adapt as technology evolves.

An intelligent document processing platform should integrate easily with your existing business systems, support evolving workflows, and scale alongside your organization. Clean, structured document data should flow wherever it’s needed, regardless of which AI tools or business applications your organization adopts in the future.

Organizations that rely on rigid workflows often find themselves rebuilding processes every few years, while those that embrace configurable automation can adjust, expand, and improve without starting over.

Documents contain years of operational knowledge, customer interactions, contracts, invoices, engineering drawings, quality reports, and business decisions. 

When that information is captured, organized, and connected, it becomes a long-term asset that continues creating value regardless of which technologies emerge next.

Lesson 20: The Next 20 Years Belong to Intelligent Workflows

For decades, employees have spent much of their day searching for documents, following up on approvals, forwarding emails, and re-entering information across systems.

The next generation of business automation is beginning to connect information directly to action.

An invoice arrives

  • Data is extracted automatically.
  • Business rules validate the information.
  • The document routes to the appropriate approver.
  • An ERP system is updated.
  • The payment process moves forward.

The same approach extends far beyond accounts payable.

  • Contracts can trigger renewal reminders before key dates arrive.
  • Human resources documents can automatically initiate onboarding tasks.
  • Quality assurance reports can route exceptions for immediate review.
  • Customer correspondence can launch service workflows without manual intervention.

In each case, information moves without humans directing it; the workflow understands what needs to happen next.

These intelligent workflows combine Intelligent Document Processing, workflow automation, business rules, integrations, analytics, and human expertise to keep work moving without sacrificing visibility or control.

Employees remain responsible for decisions, collaboration, creativity, and customer relationships, while automation removes the repetitive coordination that slows those activities down.

The organizations that embrace intelligent workflows today will be better prepared to innovate, scale, and adapt for years to come.

Twenty Years of Experience. The Next Twenty Years of Opportunity.

Twenty years ago, many organizations were focused on reducing paper, but now they’re focused on unlocking the value of their information.

Tomorrow, they’ll be focused on making that information work for them automatically.

Throughout this 20 Lessons for 20 Years series, one theme has surfaced again and again:

Successful organizations don’t adopt technology for technology’s sake.

  • They improve processes.
  • They empower people.
  • They build trust.
  • They protect information.
  • They solve real business problems.

And now, they prepare their data and workflows for an AI-driven future.

Whether your next initiative is Intelligent Document Processing, workflow automation, AI-powered document capture, or enterprise-wide automation, the same principles still apply.

  • Start with high-quality information.
  • Focus on meaningful outcomes.
  • Build momentum through practical improvements.
  • Invest in systems that can evolve.
  • And create workflows that help information move as intelligently as your people do.

Like always, the next twenty years will belong to the organizations with the smartest use of information.

How Square 9 Can Help

Square 9 Softworks is a generative AI-powered platform that removes the frustration of extracting data from documents, forms, and all external sources, so you can harness the full power of your information. Release your team from repetitive tasks while your work flows freely in areas like accounts payable, order processing, onboarding, contract management, and more. The Square 9 platform captures your unstructured content, transforms it into clean, searchable data, and securely shares it across your organization to accelerate your decisions and actions.

Join by email
Subscribe for the latest from Square 9

Get our newsletters, blogs and product updates when you subscribe.

Subscribe to get the most recent news, best practices, product updates, and our take on emerging tech

Subscribe for the latest from Square 9

Privacy Overview
Square 9

This website uses cookies so that we can provide you with the best user experience possible. Cookie information is stored in your browser and performs functions such as recognising you when you return to our website and helping our team to understand which sections of the website you find most interesting and useful.

Strictly Necessary Cookies

Strictly Necessary Cookie should be enabled at all times so that we can save your preferences for cookie settings.

3rd Party Cookies

We partner with Microsoft Clarity and Microsoft Advertising to capture how you use and interact with our website through behavioral metrics, heatmaps, and session replay to improve and market our products/services. Website usage data is captured using first and third-party cookies and other tracking technologies to determine the popularity of products/services and online activity. Additionally, we use this information for site optimization, fraud/security purposes, and advertising. For more information about how Microsoft collects and uses your data, visit the Microsoft Privacy Statement.

Additional Cookies

This website uses the following additional cookies:

Hubspot