Best Cash Application Software for Enterprise: 2025 Buyer’s Guide

The best cash application software for enterprise in 2025 includes Kolleno, HighRadius, Esker, and Gaviti — all offering advanced AI-powered automation, seamless ERP integration, and the scalability required to handle complex, high-volume payment environments.

In today’s complex enterprise finance landscape, cash application software is no longer a luxury — it’s a necessity. Large organizations processing thousands of daily transactions can no longer rely on spreadsheets, manual matching, or legacy systems. Efficiency, accuracy, and scalability are essential and that’s exactly where enterprise-grade cash application software comes in.

But not all solutions are created equal. What works for a mid-market firm may fall short for an enterprise with multiple ERPs, diverse payment channels, global operations, and massive volumes of remittance data. This guide will walk you through the specific needs of enterprises, key features to look for, and a detailed comparison of the best cash application software for enterprise in 2025.

Why Enterprises Need Specialized Cash Application Software

Enterprises face unique challenges in automating cash application processes, compared to smaller firms:

Challenge	Mid-Market / SMB	Enterprise
Transaction Volume	Moderate	Extremely High (Thousands per day)
ERP Complexity	One or two systems	Multiple ERPs, often customized
Remittance Sources	Mostly simple remittances	Remittances via email, PDF, portals, EDI, etc.
Geographies	Often local/regional	Global, multi-currency operations
Compliance Requirements	Moderate	High (SOX, GDPR, regional regulations)

Manual cash application at the enterprise level leads to delayed reconciliations, increased DSO (Days Sales Outstanding), and unnecessary strain on shared service centers. Moreover, cash visibility, crucial for forecasting and liquidity, gets severely impacted.

To address these issues, enterprises need scalable, AI-driven, and highly integrable cash application software that fits seamlessly within a broader order-to-cash (O2C) ecosystem.

What to Look for in Enterprise-Grade Cash Application Software

When choosing cash application software at the enterprise level, it’s not just about automation — it’s about resilience, scalability, and strategic visibility. These six capabilities are essential for meeting the demands of complex financial operations:

1. Multi-ERP Integration

Enterprise finance teams often operate across multiple entities, business units, and geographies — each possibly using different ERP systems like SAP, Oracle, NetSuite, or Microsoft Dynamics. That’s why seamless multi-ERP integration is non-negotiable. The right cash application solution should connect to multiple ERPs simultaneously, normalize data, and ensure a centralized view of receivables across all systems. This reduces silos, eliminates redundant data entry, and supports faster, consolidated financial reporting.

2. AI-Powered Remittance Matching

Remittance data can come from a wide range of sources — PDF attachments, emails, EDI transmissions, or even customer portals. Manual matching of payments to invoices is time-consuming and error-prone, especially at scale. Enterprise-grade software should use AI and machine learning to automatically extract remittance information, interpret complex payment behaviors (like partial or consolidated payments), and match them to open invoices with high accuracy. This significantly reduces manual effort and accelerates cash posting.

3. Real-Time Cash Positioning

For enterprise treasury and finance leaders, real-time visibility into cash flow is critical for effective decision-making. A good solution should provide up-to-date dashboards showing incoming payments, unapplied cash, and overall reconciliation status. These insights allow teams to forecast more accurately, respond to cash shortfalls proactively, and maintain tighter control over working capital.

4. Global Payment Support

Large enterprises typically receive payments in multiple currencies and formats — from ACH and SEPA to wire transfers and local clearing systems. The software should support global payment standards, country-specific banking rules, and currency conversions without compromising speed or accuracy. This capability ensures smooth reconciliation and compliance across diverse markets, especially in multinational finance operations.

5. Scalability & Performance

Cash application at the enterprise level involves processing thousands to millions of transactions daily. The system must be built for scale, capable of handling high volumes of data, complex matching logic, and real-time processing without performance lags. During peak periods (e.g., month-end or quarter-end close), the software should maintain high availability and uptime to keep operations running smoothly.

6. Audit Trail & Compliance

Compliance with regulations such as SOX, GDPR, and internal audit controls is crucial for public companies and large multinationals. The software should offer robust audit trail capabilities, including detailed logs of user actions, change histories, and approval workflows. Role-based access controls and secure data encryption are essential to protect sensitive financial data and pass audits without risk exposure.

Top 5 Best Cash Application Software Solutions for Enterprises in 2025

Based on features, enterprise readiness, scalability, and innovation, here are our top five picks:

Comparison Table: Best Enterprise Cash Application Software Solutions (2025)

Feature / Criteria	Kolleno	HighRadius	Esker	Gaviti	Tesorio
AI/ML Remittance Matching	✅ 90%+ match accuracy using AI/ML	✅ Advanced AI for email, EDI, PDF	✅ OCR + AI auto-matching	✅ Smart matching engine	✅ AI-driven extraction
ERP Integration (SAP, Oracle, MS Dynamics, NetSuite)	✅ Pre-built connectors for SAP, Oracle, NetSuite, MS Dynamics	✅ Integration-ready with SAP, Oracle, and others	✅ Integration-ready with SAP, Oracle, and others	✅ ERP + payment gateway support	✅ NetSuite, QuickBooks, others
Multi-Currency & Multi-Entity Support	✅ Full support	✅ Full support	✅ Full support	⚠️ Partial support	⚠️ Limited support
Real-Time Cash Visibility	✅ Real-time AR dashboard	✅ Centralized dashboard	✅ KPI dashboards	✅ Real-time dashboard	✅ Forecasting dashboards
Workflow Automation	✅ Advanced AI workflows & escalations	✅Custom workflows	✅ Modular AR automation	⚠️ Limited	⚠️ Limited
Deduction & Dispute Handling	✅ Automated deduction coding	✅ Deduction coding + dispute module	✅ AI-driven deduction handling	⚠️ Limited	⚠️ Basic handling only
Compliance & Audit Readiness	✅ ISO-certified & SOX-ready	✅ Enterprise-grade audit trails	✅ SOX-ready with user access controls	✅ SOC 2-compliant	✅ Finance-grade security controls
Unique Differentiator	Unified AR, credit & cash app in one modern UX	O2C Suite	Modular approach for digital O2C	Collections-first AR workflow engine	Embedded cash flow forecasting
Ideal For	Enterprises modernizing finance stack	Enterprises	Multinationals seeking flexibility	Mid-large AR teams reducing DSO	CFOs prioritizing forecasting & liquidity

1. Kolleno: Unified Accounts Receivable and Cash Application AI Solution

Best for: Enterprises seeking an intuitive, modern cash application and O2C platform that aligns with finance transformation goals.

Kolleno is quickly becoming a preferred choice for finance leaders at modern enterprises. Its cash application functionality is embedded in a unified accounts receivable and credit management platform, making it a powerful solution for those looking to modernize their finance stack without the complexity of legacy systems.

Standout Features:

• Smart reconciliation using AI and machine learning with 90%+ match rates
• Centralized real-time dashboard for cash visibility
• One-click matching of remittances to payments and invoices
• Seamless ERP integration with real-time sync; Pre-built connectors for SAP, NetSuite, Oracle, Microsoft Dynamics
• Automated workflows, escalation rules, and collaboration tools
• Automated payment clearing and deduction coding
• ISO-certified and SOX-compliant audit capabilities
• Multi-currency and multi-entity support

Kolleno’s intuitive interface and strong automation capabilities reduce manual processing time and improve accuracy. It also shines in helping finance teams collaborate cross-functionally, particularly across accounts receivable, sales, and collections, ensuring a faster cash cycle and stronger customer experience.

With its focus on user-friendly but powerful automation and AI real-time insights, Kolleno is ideal for enterprises looking for agility and innovation in their finance operations.

2. HighRadius: Enterprise-Grade Automation

Best for: Enterprises seeking O2C solution

HighRadius is a pioneer in AI-powered O2C automation, and its Cash Application Cloud is built specifically for large enterprises dealing with complex remittance scenarios. HighRadius uses AI to auto-extract remittance data from emails, PDFs, EDI, and customer portals, boosting match rates and freeing up AR staff for strategic work.

Standout Features:

• Seamless integrations with global ERPs such as SAP, Oracle, and Microsoft Dynamics
• Automated clearing, deduction coding, and dispute workflows
• Real-time dashboards for cash reconciliation and forecasting

HighRadius is known for its scalability, enabling Fortune 500 clients to reconcile millions of transactions daily across multiple regions and currencies. Their platform is robust, albeit with an enterprise-level implementation timelin

3. Esker: Intelligent Cash Application in the Cloud

Best for: Enterprises looking for a user-friendly and modular solution.

Esker’s cloud-based platform streamlines accounts receivable by combining OCR, AI, and RPA to accelerate payment matching. Their cash application module integrates easily with Esker’s broader O2C suite, making it ideal for enterprises looking for modular digital transformation.

Standout Features:

• Automatic data capture from remittances and payments
• AI-powered deduction identification
• Multi-currency and multi-entity support
• KPI dashboards and SLA tracking
• Integration-ready with SAP, Oracle, and more

Esker offers a great balance of usability and intelligence. Their solution is especially well-suited for multinational companies that want flexibility in choosing specific modules over full-suite deployments.

4. Gaviti: Workflow-Driven Cash Application for AR Teams

Best for: Enterprises that want to tightly align cash application with collections and AR workflow management.

Gaviti’s strength lies in its collections-first approach to accounts receivable automation. While not as broad as Kolleno, HighRadius or Esker in O2C coverage, Gaviti’s cash application module is smart, focused, and effective, especially when deployed alongside its collections engine.

Standout Features:

• Automated matching and reconciliation of payments
• AI-driven remittance extraction
• Real-time AR dashboard with collection prioritization
• Easy integration with ERPs and payment gateways
• Custom workflow automation and alerts

Gaviti is particularly helpful for AR teams that need to accelerate cash collection and reduce DSO without implementing an overwhelming suite. Its plug-and-play nature makes it a nimble option for growing enterprise teams.

5. Tesorio: Embedded Cash Flow Visibility

Best for: CFOs seeking to align cash application with forecasting and liquidity planning.

Tesorio is more known for cash flow forecasting, but its cash application capabilities make it a valuable player for finance teams wanting end-to-end visibility. The platform focuses heavily on analytics, helping companies draw actionable insights from receivables data.

Standout Features:

• AI-enabled payment-to-invoice matching
• Integrated forecasting and liquidity planning
• Automated reconciliation and reporting
• Collaboration tools for finance and AR teams
• ERP integrations with NetSuite, QuickBooks, and others

Though not as feature-rich as HighRadius or Kolleno in remittance processing, Tesorio is valuable for finance teams where cash flow intelligence is a top priority.

How to Choose the Right Enterprise Cash Application Software

Selecting the right cash application software for a large organization requires more than checking off features. It involves aligning the solution with your finance transformation goals, existing systems, and long-term operational needs. Here’s how to approach the selection process strategically:

1. Map Out Your Accounts Receivable Workflow

Start by documenting your end-to-end accounts receivable process. Where are the delays? Where does manual intervention slow things down? Look at every stage — from invoice issuance and payment capture to remittance processing and reconciliation.

At the enterprise level, this mapping exercise helps identify high-volume friction points, such as:

• Payments without remittance details
• Remittances sent via email or third-party portals
• Unapplied or misapplied cash due to complex invoice structures
• Reconciliation delays across multiple business units

By pinpointing these bottlenecks, you can ensure the chosen software directly addresses your pain points, whether that’s through AI-powered remittance capture, auto-matching logic, or ERP integration.

2. Assess ERP Complexity

Most large enterprises operate in a multi-ERP environment, whether due to M&A activity, regional requirements, or departmental autonomy. Some teams may use SAP S/4HANA, others Oracle Fusion, and another unit might still be on NetSuite or Microsoft Dynamics.

The ideal cash application solution should:

• Integrate natively with all relevant ERP systems
• Handle real-time data synchronization
• Support custom ERP configurations or workflows
• Allow centralized visibility across distributed systems

Choosing a platform that lacks robust ERP interoperability can create more silos, not fewer. Make sure the software doesn’t just “connect” — it should truly embed into your ERP ecosystem to eliminate redundant data entry and support efficient close cycles.

3. Define KPIs

Without clear objectives, you’ll struggle to measure the success of your implementation. Define what success looks like in quantifiable, finance-aligned KPIs, such as:

• DSO reduction (e.g., reduce by 10+ days over 12 months)
• % of payments auto-matched (aim for 85–95%)
• Manual effort reduction in AR reconciliation
• Time to close month-end financials
• Real-time cash visibility metrics across business units

Align your software evaluation process to these KPIs. Vendors should be able to share customer benchmarks, proof of value (POV) outcomes, and implementation timelines that support your specific targets. The more measurable your goals, the easier it is to justify investment — and hold vendors accountable.

4. Think Holistically

Cash application doesn’t operate in a vacuum. It’s part of the broader Order-to-Cash (O2C) process, which also includes:

• Credit assessment
• Invoicing and billing
• Collections management
• Dispute resolution
• Cash forecasting and treasury

If you’re undergoing digital transformation or centralizing finance operations (e.g., via a global shared services model), consider platforms that offer modular AR or O2C capabilities. This ensures you won’t outgrow your vendor and can scale your automation journey as your organization matures.

Holistic solutions also enable data consolidation across accounts receivable functions, making reporting easier and improving cross-functional alignment — especially between finance, sales, and customer success.

Final Thoughts

In the enterprise arena, cash application is more than just a back-office function — it’s a strategic enabler of cash flow, working capital optimization, and customer satisfaction.

Whether you choose the robust AI of HighRadius, the modular power of Esker, the modern agility of Kolleno, or the focused workflows of Gaviti, the right software will dramatically reduce manual work, enhance accuracy, and unlock better business decisions.

Looking to explore how Kolleno can streamline your enterprise cash application process?

👉 Book a demo with Kolleno and see the future of finance automation.