How to Master Bookings to Revenue Conversion

September 11, 2025
Jason Berwanger
Finance

Get clear on bookings to revenue conversion with practical steps, key metrics, and tools to help you track and improve your company’s financial performance.

Calculator beside window. Bookings to revenue conversion.

When you first started, tracking a handful of contracts in a spreadsheet was manageable. But as your business scales, that manual system quickly becomes a liability. Juggling different subscription tiers, billing cycles, and compliance rules like ASC 606 can lead to costly errors and revenue leakage. The key to sustainable growth is systemizing your bookings to revenue conversion. This isn't just an accounting task; it's an operational necessity that ensures every dollar you're promised makes its way to your bottom line correctly. We'll show you how to move beyond spreadsheets and build a scalable framework that supports your growth instead of holding it back.

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Key Takeaways

  • Distinguish Promises from Profits: Bookings represent the future income promised in a signed contract, while revenue is the money you've actually earned by delivering your service. Knowing the difference is crucial for an accurate picture of your company's financial health.
  • Create a Clear Path from Contract to Cash: Establish a documented, step-by-step process for revenue recognition. This involves tracking deferred revenue, defining clear service delivery milestones, and ensuring your methods comply with accounting standards like ASC 606 to maintain accuracy and pass audits.
  • Automate Your Workflow to Eliminate Errors: Replace manual spreadsheets with integrated software to put your revenue cycle on autopilot. Automating billing, contract management, and revenue recognition reduces human error, ensures compliance, and provides a single source of truth for making data-driven decisions.

Bookings vs. Revenue: What's the Difference?

Getting a handle on your company’s financial health starts with understanding a few key terms that often get mixed up: bookings and revenue. While they sound similar, they tell very different stories about your business performance. Think of bookings as the promise of future income and revenue as the money you’ve actually earned. Knowing how to distinguish between them is crucial for accurate financial reporting, forecasting, and making smart growth decisions. Let's break down what each one means for your business.

What Are Bookings?

Bookings represent the total value of a contract a customer has signed with you. It’s a formal commitment from your customer to pay for your services over a specific period. For a SaaS company, a booking is recorded when a new customer signs a one-year contract for $12,000. That entire $12,000 is the booking. It’s a fantastic indicator of future growth and shows the demand for your product. Your sales team lives and breathes bookings because it’s a primary measure of their success. However, it's important to remember that this isn't money in the bank yet; it's a forward-looking metric that signals committed future revenue.

What is Revenue?

Revenue is the income your company has actually earned by delivering a product or service. It’s recognized on your financial statements according to specific accounting principles, like ASC 606. Using our previous example, if a customer signs a $12,000 annual contract, you don't recognize all $12,000 as revenue at once. Instead, you would typically recognize $1,000 in revenue each month as you provide the service. Revenue is a backward-looking metric because it reflects the value you have already delivered to your customers. This is the number that determines your company’s actual profitability and is used for official financial reporting and tax purposes.

The Key Differences You Need to Know

The main difference between bookings and revenue comes down to timing and what each metric tells you. Bookings are recorded the moment a contract is signed, reflecting a customer's commitment. Revenue is only recognized when the service has been delivered, reflecting earned income. Think of it this way: bookings measure the strength of your sales pipeline and predict future growth, while revenue measures your company's actual operational performance in the past. Misinterpreting these can lead to a skewed view of your financial stability. Properly tracking the conversion from booking to revenue is essential for accurate financial reporting and compliance.

A Step-by-Step Guide to the Revenue Recognition Lifecycle

Understanding the journey from a customer's signature to recognized revenue is key to a healthy financial picture. It’s not a single event but a lifecycle with distinct stages, each with its own rules and impact on your financial statements. Getting this process right is fundamental for accurate reporting, passing audits, and making smart business decisions. Let's walk through the four key phases so you can get a clear, step-by-step view of how a booking becomes revenue.

From Contract Signing to Initial Booking

The lifecycle begins the moment a customer commits to your service. This is your booking. Think of it as the total value of a signed contract—a customer has officially promised to spend a certain amount of money with you over a set period. While it’s a fantastic indicator of future growth and a metric investors love to see, it’s important to remember that a booking isn't revenue yet. It’s the starting line. No service has been delivered and no money may have changed hands, but you have a formal commitment that kicks off the entire revenue recognition process. You can find more financial deep-dives in our HubiFi Blog.

Billing and Collecting Payments

After a booking is secured, the next step is billing. This is when you send an invoice to your customer for the payment they owe. Depending on your business model, you might bill for the entire contract upfront, in monthly installments, or upon reaching specific project milestones. Billings are what you expect to collect in cash, and they directly impact your cash flow. However, under accrual accounting, an invoice sent or a payment received doesn't automatically equal revenue. It’s simply the process of requesting payment for the services you’ve agreed to provide, which is a separate activity from actually earning it. This process is often managed through systems that require seamless integrations with HubiFi.

Hitting Service Delivery Milestones

This is where the magic happens and you actually start earning your money. Revenue is recognized as you deliver on your promises. It’s the money a company has earned because it has provided the service. For example, if a client signs a 12-month subscription for your software, you don't recognize the full year's payment as revenue in month one. Instead, you earn and recognize one-twelfth of the total contract value each month as you provide access to the software. This process of fulfilling your performance obligations is the core of revenue recognition and is essential for maintaining ASC 606 compliance.

Timing Your Revenue Recognition

The final piece of the puzzle is timing. According to the principles of accrual accounting, revenue is recognized when the service is delivered, even if the cash hasn't been received yet. This is the most critical distinction in the entire lifecycle. Your customer might pay for a full year upfront, but you can only recognize that revenue incrementally as you deliver the service each month. This approach gives a more accurate picture of your company's financial performance over time, matching the revenue you earn with the period in which you earned it. You can schedule a demo to see how automation can handle this complex timing for you.

How to Manage the Conversion from Booking to Revenue

Turning a booking into recognized revenue isn't as simple as flipping a switch. It’s a carefully managed process that ensures your financial reporting is accurate, compliant, and a true reflection of your company's health. Without a solid system, you risk misstating your earnings, which can lead to poor business decisions and trouble with audits. The key is to build a clear, repeatable workflow that bridges the gap between a customer’s commitment and the moment you can officially count that money as earned.

Managing this conversion effectively comes down to four core practices. First, you need a reliable way to track the money you’ve been paid but haven’t yet earned. Next, you must define the specific rules for when and how you recognize revenue. From there, it’s about making sure your process aligns with official accounting standards. Finally, you need to implement internal systems and controls that keep everything running smoothly and accurately. Let’s walk through each of these steps so you can build a process that works for your business.

Track Deferred Revenue

When a customer signs a contract or pays for a year-long subscription upfront, that transaction is recorded as a booking. This happens before you’ve actually earned the money by delivering the service. The cash you've collected but haven't yet earned is called deferred revenue, and it sits on your balance sheet as a liability. Think of it as a promise you still need to fulfill.

Properly tracking deferred revenue is critical. As you deliver your service over time—whether it’s monthly software access or project milestones—you’ll move portions of that deferred revenue from the liability column to the revenue column on your income statement. A manual spreadsheet might work when you have a handful of clients, but as you grow, you need an automated system to track this accurately for every single contract.

Set Your Revenue Recognition Policies

Your revenue recognition policies are the specific rules that determine precisely when a booking becomes revenue. According to the principle of accrual accounting, revenue is recognized when the service is delivered, even if the cash hasn't been received yet. Your job is to define what "delivered" means for your business. Is it when a customer uses your software for a month? When a specific project milestone is completed? Or when a physical product is shipped?

These policies should be documented and applied consistently across all customer contracts. Having clear internal guidelines removes guesswork and ensures everyone on your team, from sales to finance, is on the same page. These policies are the foundation of your entire revenue framework, providing a clear roadmap for how your company earns and reports its income.

Meet Compliance Requirements

Your internal policies don’t exist in a vacuum—they need to align with external accounting standards. Rules like ASC 606 in the US and IFRS 15 internationally were created to make sure companies report their finances in a clear and consistent way. These standards provide a five-step framework for recognizing revenue from customer contracts, ensuring that your financial statements are transparent and comparable to others in your industry.

Following these regulations isn't just about avoiding penalties; it's about building trust with investors, partners, and auditors. Adhering to compliance standards demonstrates financial discipline and provides a credible picture of your company's performance. Many businesses find that working with a partner who understands these rules, like the team at HubiFi, makes staying compliant much simpler.

Establish Internal Controls

Internal controls are the systems and processes you put in place to ensure your revenue recognition is consistently accurate and reliable. This includes everything from segregating duties—so the person booking the sale isn't the same person recognizing the revenue—to implementing software that automates calculations and reduces human error. Strong controls protect your business from mistakes and provide a clear audit trail.

Modern accounting software can streamline the tracking and reporting for bookings and revenue, improving accuracy and freeing up your team for more strategic work. By setting up automated workflows and leveraging key integrations with your CRM and billing systems, you can create a seamless flow of data. This not only makes your process more efficient but also gives you confidence that your financial data is always correct and up-to-date.

Key Metrics and Tools to Track

Turning a booking into recognized revenue isn’t magic—it’s a process you can measure and improve. By keeping a close eye on the right numbers, you can spot potential issues before they impact your cash flow and get a clear picture of your company’s financial health. It’s all about moving from reactive problem-solving to proactive, data-driven strategy. Focusing on a few key performance indicators (KPIs) will tell you how efficiently you’re converting promises into profit and where you can make adjustments for smoother growth. These metrics, combined with the right software, give you the visibility you need to make smarter decisions.

Bookings-to-Revenue Ratio

Think of the bookings-to-revenue ratio, also called the book-to-bill ratio, as a forecast for your company’s growth. It compares the value of new contracts you’ve signed (bookings) to the revenue you’ve actually recognized in the same period. If your ratio is greater than 1, you’re bringing in new business faster than you’re recognizing revenue, which signals a healthy and growing sales pipeline. A ratio less than 1 might suggest a slowdown. Tracking this metric helps you understand your sales momentum and predict future revenue streams, giving you a vital pulse on your business's trajectory.

Customer Retention Metrics

A booking is only valuable if the customer sticks around long enough for you to deliver the service and recognize the revenue. That’s why customer retention is a critical piece of the financial puzzle. High customer churn can mean that a significant portion of your bookings never converts into long-term revenue. By monitoring metrics like churn rate and customer lifetime value (CLV), you can ensure your bookings are translating into sustainable income. Good retention is the foundation that allows your initial sales wins to become predictable, recurring revenue for months and years to come.

Payment Collection Rates

Getting a contract signed is great, but the job isn’t done until the cash is in your account. The time it takes to collect payments directly impacts your cash flow and financial stability. Long delays between when you earn revenue and when you actually receive the money can create serious operational challenges. You should track metrics like Days Sales Outstanding (DSO) to measure the efficiency of your collections process. A streamlined system for invoicing and collections ensures that your recognized revenue quickly becomes available cash, keeping your business running smoothly.

Analytics and Reporting Tools

Manually tracking these metrics in spreadsheets is not only tedious but also leaves room for costly errors. Modern analytics and reporting tools are designed to automate this entire process. They provide a single source of truth by pulling data from your various systems, giving you accurate, real-time insights into your financial performance. With the right platform, you can easily monitor your book-to-bill ratio, retention rates, and collection efficiency. These tools free up your team from manual data entry, allowing them to focus on strategic analysis and decision-making. HubiFi offers real-time analytics that provide this clarity and control over your revenue lifecycle.

Overcome Common Revenue Recognition Challenges

The journey from a signed contract to recognized revenue is rarely a straight line. For high-volume businesses, especially those with subscription models, several common hurdles can complicate the process, leading to inaccurate financials and compliance headaches. Issues like revenue leakage, complex subscription models, failed payments, and bundled services can feel overwhelming, but they are manageable with the right strategies and systems in place.

Focusing on these key areas helps you build a more resilient and accurate revenue framework. By proactively addressing these challenges, you can ensure your financial reporting is sound, your cash flow is healthy, and your business is positioned for sustainable growth. Let’s look at some of the most frequent obstacles and how you can handle them effectively.

Prevent Revenue Leakage

Revenue leakage is the quiet loss of money from things like unapplied credits, discounts, or cancellations that aren't tracked properly. It’s the income that your business earned but never collected because of small process gaps that add up over time. To stop these drips from turning into a flood, you need a robust tracking system that gives you a clear view of every transaction. This system should monitor each customer's journey from sale to payment, ensuring that any potential leakage is flagged and addressed immediately. By tightening up your tracking, you can protect your hard-earned profits and maintain more accurate financial records.

Simplify Subscription Management

If you’re in the SaaS or subscription business, you know that managing recurring revenue can get complicated fast. Juggling different tiers, billing cycles, and customer changes manually is a recipe for errors. Modern accounting software helps you streamline the tracking and reporting for your bookings, billings, and revenue. This automation not only improves accuracy but also frees up your team from tedious data entry, allowing them to focus on more strategic work. With the right integrations, you can create a seamless flow of data that makes managing subscriptions much simpler and more reliable.

Recover Failed Payments

There’s often a delay between when you earn revenue and when the cash actually hits your bank account. When that gap gets too long, it can cause serious cash flow problems. Failed payments are a common culprit, stemming from expired credit cards, insufficient funds, or bank issues. It’s essential to have an automated system in place for recovering these payments quickly. This process, often called dunning management, can automatically retry payments and notify customers about billing issues. By closing the time gap between service delivery and payment collection, you keep your cash flow predictable and healthy.

Manage Complex Service Bundles

SaaS companies often charge customers upfront for services that will be delivered over several months or even years. This prepaid amount is recorded as deferred revenue until you fulfill your obligations. When you sell complex service bundles with multiple performance obligations, tracking this becomes even more critical. You need a clear method for recognizing revenue in line with ASC 606 as each part of the service is delivered. A reliable system ensures you recognize the right amount of revenue in the right period, keeping your financials compliant and accurate. You can schedule a demo to see how automation can handle this for you.

Build a Solid Revenue Framework

Turning a booking into recognized revenue isn't magic—it's the result of a well-oiled machine. Building a solid revenue framework is about creating that machine for your business. This framework is your comprehensive system for managing the entire revenue lifecycle, from the moment a customer signs a contract to the final dollar hitting your books. It’s not just about adopting a new piece of software; it’s a holistic approach that involves your people, your processes, and your data. A strong framework ensures that every dollar of committed revenue is accurately tracked, billed, and recognized according to compliance standards like ASC 606.

When your framework is solid, your revenue becomes more predictable and your financial operations can scale smoothly with your growth. You’ll spend less time putting out fires and fixing errors, and more time focusing on strategy. A solid framework provides the clarity and control you need to pass audits with confidence, make smarter business decisions, and build a financially healthy company. It all comes down to four key pillars: aligning your teams, documenting your processes, monitoring performance, and using data to guide your next steps. Let's break down what each of these pillars looks like in practice.

Align Your Teams

Revenue isn't just a finance problem—it's a company-wide responsibility. Your sales, customer success, and finance teams all play a critical role in the revenue lifecycle, but they often operate in silos. When communication breaks down, you end up with billing disputes, incorrect revenue entries, and a disjointed customer experience. True alignment means every team understands how their work impacts revenue. Strong customer communication is a direct result of this synergy, helping you build better relationships, improve engagement, and increase retention rates. When everyone is on the same page, the journey from booking to revenue is seamless for both your team and your customers.

Document Your Processes

If your revenue recognition process lives in a complex spreadsheet on someone’s desktop, you’re sitting on a ticking time bomb. Manual processes are not only prone to human error, but they’re also impossible to scale. Documenting your processes means creating a clear, standardized playbook for every step of the revenue lifecycle. Ditch the spreadsheets and automate your finances with modern accounting software. This streamlines the tracking of bookings, billings, and revenue, which improves accuracy and frees up your team for more strategic work. This creates a single source of truth that ensures consistency and makes it easy to train new team members as you grow.

Monitor Performance

You can't improve what you don't measure. A solid revenue framework requires you to consistently monitor key performance indicators (KPIs) to understand the financial health of your business. This goes beyond just looking at top-line revenue. You should be tracking metrics like your bookings-to-revenue ratio, customer lifetime value (CLV), and deferred revenue balance. Analyzing bookings and billings data helps you refine your pricing strategy, evaluate sales performance, and make informed decisions for sustainable growth. Regular monitoring turns your financial data from a historical record into a forward-looking tool that helps you spot trends, identify potential issues, and seize new opportunities.

Make Data-Driven Decisions

With aligned teams, documented processes, and consistent monitoring, you finally have what you need: clean, reliable data. The final pillar of your framework is using that data to make strategic decisions. Instead of relying on gut feelings, you can answer critical business questions with confidence. Should you invest more in a certain product line? Is a new pricing model working? Are your sales incentives driving the right behavior? Investing in robust revenue management software can streamline these operations and provide the valuable business insights you need to answer these questions and more. This is how you move from being reactive to proactive, steering your business toward profitable growth.

Put Your Revenue on Autopilot with Technology

As your business grows, manually tracking every dollar from the initial booking to recognized revenue becomes a serious challenge. It’s not just about the time spent wrestling with spreadsheets; it’s about the risk of human error, compliance headaches, and the missed opportunities hiding in your data. This is where technology steps in. By implementing the right tools, you can automate the entire revenue lifecycle, from contract signing to financial reporting, ensuring accuracy and consistency at every step.

Putting your revenue on autopilot isn’t about a single magic-bullet solution. It’s about building a connected system of tools that work together seamlessly. When your software for contracts, billing, and revenue recognition can all speak the same language, you eliminate data silos and create a single source of truth for your entire organization. This frees up your team from tedious manual tasks and gives them the accurate, real-time data they need to make smart, strategic decisions. Instead of just keeping the books, you can start using your financial data to actively grow the business. You can find more insights in the HubiFi Blog on how to build a solid financial framework that supports your company’s goals.

Revenue Recognition Software

At its core, revenue recognition software automates the complex rules that govern when you can count a booking as earned revenue. This is especially critical for staying compliant with accounting standards like ASC 606, which dictates how companies with recurring revenue or multi-element contracts must report their income. The software tracks contract obligations, performance milestones, and billing schedules to ensure revenue is recognized in the correct period. This dramatically improves the accuracy of your financial statements and makes audits much less painful. More importantly, it gives your finance team back their most valuable resource: time. They can shift their focus from manual calculations to strategic analysis and forecasting.

Key Integration Capabilities

A powerful revenue tool can’t operate in a vacuum. Its real value comes from its ability to connect with the other systems you use to run your business. Look for software with robust integrations with HubiFi and other platforms like your CRM, ERP, and general accounting ledger. When your revenue platform can automatically pull contract data from your CRM and push journal entries to your accounting software, you create a smooth, error-free workflow. This connected ecosystem provides a complete, real-time view of your company’s financial health, eliminating manual data entry and enabling you to spot trends and make data-driven decisions with confidence.

Automated Billing Systems

Manual invoicing is slow, repetitive, and prone to costly mistakes that can damage customer relationships and delay payments. An automated billing system takes this entire process off your plate. It can generate and send invoices automatically based on the specific terms and timing outlined in your customer contracts, whether it’s a recurring subscription or a one-time project milestone. This not only ensures accuracy and consistency but also significantly speeds up your payment collection cycle, leading to healthier cash flow. By automating your finances, you also gather clean data that helps you evaluate sales performance and refine your pricing strategy for sustainable growth.

Contract Management Tools

Your customer contract is the source of truth for the entire revenue lifecycle. It defines what you promised to deliver, when you’ll deliver it, and how you’ll be paid. Using specialized software to manage these agreements is key to reducing mistakes and making the entire process smoother. A contract management tool helps you track key terms, obligations, and renewal dates, ensuring nothing falls through the cracks. This is crucial for preventing revenue leakage—like missed renewal opportunities or unbilled services—and making sure your billing aligns perfectly with your service delivery, keeping your revenue recognition accurate and your customers happy.

Adopt These Best Practices for Revenue Success

Turning a booking into recognized revenue isn't just an accounting step; it's the result of a smooth, positive customer journey. By adopting a few key practices, you can strengthen that journey, improve cash flow, and build a more predictable revenue stream. It all comes down to clear communication, flexible processes, and a commitment to learning from your data. These strategies help you build stronger customer relationships and ensure the value you promise is the value you deliver—and get paid for—without any hitches.

Communicate Clearly with Customers

Clear, consistent communication is the foundation of a healthy customer relationship and a smooth revenue cycle. When customers understand your terms, billing cycles, and service delivery milestones, there are fewer surprises and disputes down the line. Strong customer communication helps build trust and supports customer engagement, which is essential for retention. Misunderstandings about pricing or deliverables can lead to payment delays, refund requests, and even lost revenue. By setting clear expectations from the initial booking, you pave the way for a seamless transition to recognized revenue and create a loyal customer base that feels valued and informed.

Offer Flexible Payment Collection Methods

Making it easy for customers to pay you is one of the simplest ways to improve your cash flow and accelerate revenue recognition. The more friction in your payment process, the higher the chance of delays or failed transactions. Offering flexible payment options—like credit cards, ACH transfers, and digital wallets—caters to different customer preferences. Modern online booking and billing systems can also help you optimize your revenue by analyzing payment patterns and identifying opportunities. By integrating various payment gateways, you not only improve the customer experience but also ensure that you can collect what you're owed on time, every time.

Optimize Your Pricing Strategy

Your pricing shouldn't be a "set it and forget it" activity. A dynamic pricing strategy allows you to adapt to market conditions, customer demand, and your own business goals. Analyzing your bookings and billings data is key to refining your approach. This information helps you evaluate sales performance, understand which service bundles are most popular, and make data-driven decisions about your pricing tiers. Using revenue management tools can streamline this process, providing the insights you need to adjust prices confidently. An optimized strategy ensures you're not leaving money on the table and that your pricing accurately reflects the value you provide.

Conduct Regular Performance Reviews

To keep your revenue engine running smoothly, you need to check under the hood regularly. Schedule consistent performance reviews to analyze your bookings data, identify trends, and spot potential issues before they grow. This is also the time to ensure your sales, finance, and customer support teams are aligned on pricing and service terms to present a united front to customers. Looking at your metrics—like the bookings-to-revenue ratio and customer retention rates—helps you understand what’s working and what isn’t. These regular check-ins create a feedback loop that allows you to continuously refine your processes for sustainable growth.

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Frequently Asked Questions

What's the simplest way to explain bookings vs. revenue to my sales team? Think of it this way: bookings are the promises your team secures. It's the total value of a signed contract and a fantastic measure of sales success and future potential. Revenue, on the other hand, is the portion of that promise we've actually fulfilled by delivering our service. It's the money we've officially earned and can report as income. Bookings show where the business is headed, while revenue shows what it has already accomplished.

Why is tracking deferred revenue so important? When a customer pays you upfront for a year of service, you haven't earned all that money yet—you've accepted a liability to provide that service over time. Deferred revenue is the accounting term for that obligation. Tracking it properly is crucial because it prevents you from overstating your income and gives you an honest picture of your company's financial health. It ensures you're making decisions based on money you've truly earned, not just cash you're holding.

My business is still small. At what point do I need to move from spreadsheets to automated software? The tipping point usually arrives when you start spending more time updating your spreadsheet than analyzing the information in it. If you're managing multiple subscription types, different contract start dates, or frequent customer changes, the risk of manual error grows quickly. Once you find yourself worrying about compliance or struggling to close the books each month, that's your signal. Automation isn't just for large corporations; it's for any business that wants to scale efficiently without being held back by manual work.

Can a booking ever be recognized as revenue immediately? Yes, this can happen, but it's most common in situations where the entire service or product is delivered at the exact moment of sale. For instance, if you sell a one-time consulting session that a customer pays for and completes on the same day, the booking and the revenue would be recognized simultaneously. For any service delivered over a period—even a single month—the revenue must be recognized incrementally as you deliver it, not all at once.

What's the first practical step I can take to improve our revenue recognition process? Start by documenting your current process from start to finish. Map out every step, from the moment a contract is signed to how you make the final revenue entry. Note who is responsible for each stage and what tools they use. This simple exercise often reveals surprising gaps, bottlenecks, or inconsistencies in your workflow. Once you have a clear picture of how things work today, you can pinpoint the single biggest area for improvement and focus your efforts there.

Jason Berwanger

Former Root, EVP of Finance/Data at multiple FinTech startups

Jason Kyle Berwanger: An accomplished two-time entrepreneur, polyglot in finance, data & tech with 15 years of expertise. Builder, practitioner, leader—pioneering multiple ERP implementations and data solutions. Catalyst behind a 6% gross margin improvement with a sub-90-day IPO at Root insurance, powered by his vision & platform. Having held virtually every role from accountant to finance systems to finance exec, he brings a rare and noteworthy perspective in rethinking the finance tooling landscape.