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Your weekly go-to guide to transform your finance function into a strategic powerhouse.

Welcome CFO Techstack Community 👋,

This week, we’re kicking off a two-part series from Hilary Dyson, founder at Bridge Financials, all about overhauling your tech stack.

 

In this first article, Hilary covers the planning phase—how to assess what you need and set yourself up for success. Next week, we’ll dive into implementation, focusing on things like integration, scalability, and making sure your team actually uses the new tools.

 

Whether you’re thinking of upgrading or just fine-tuning your systems, Hilary’s advice will help you avoid common pitfalls and get it right the first time round. 

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FEATURED ARTICLE

The first steps in planning a major tech stack overhaul 

Getting it right the first time

Hilary Dyson

With finance tech evolving at lightning speed, it’s easy to get caught up in the excitement of new tools and integrations. But before diving headfirst into overhauling your tech stack, it’s worth taking a step back and planning things out carefully. After all, the right tech can transform your operations, but only if it’s implemented thoughtfully.

 

Step 1: Conduct a systems audit

The first step in any tech overhaul is a good old-fashioned review of what’s currently in place—a systems audit. Whether you’re rethinking the entire organisation’s processes or focusing on just one department, it’s essential to understand where you are before deciding where you’re going.

 

Begin by mapping out your current workflows. This includes all software, tools, and processes. A flowcharting tool can be a game-changer here, helping you visualise inefficiencies and pinpoint where things go wrong.

 

Specifically, look for areas where:

  • Data is being manually transferred between systems.
  • Too much time is spent reconciling between different data sources.
  • Data is being extracted and taken offline for enquiry and reporting purposes.
  • You’re relying on complex processes managed through spreadsheets, documents, email chains, or complicated file trees.

 

Step 2: Collaborate across departments

A tech stack overhaul shouldn’t only address financial processes. To ensure a holistic solution, involve representatives from sales, procurement, inventory, production, HR, and other relevant departments. Each department has its own pain points and reporting requirements, which must be considered. 

 

Understanding how data is used and reported across the business will help you create a system that improves internal and external reporting, potentially replacing hours of manual work with an efficient coding and analysis structure.

 

Step 3: Define critical vs. ‘nice to have’

When planning your overhaul, it’s important to have a clear understanding of what you really need versus what’s just nice to have.

 

Start by asking yourself a few key questions:

  • What’s frustrating about your current system?
  • What problems are you hoping to solve with new tools?
  • Have you explored all the capabilities of your existing software? 
  • What are the absolute must-haves for the new system, and what could you live without?

 

By answering these questions, you’ll be able to make more informed decisions about where to invest your time and resources.

 

Start by identifying the frustrations with your existing systems and the problems you believe a new system will solve. But before leaping into a new solution, ask yourself: have you fully explored the potential of your current tech stack? Sometimes, small adjustments or improvements in existing systems can make a significant difference.


Metrics matter

Once you have a sense of what you need, it’s time to evaluate your current tech stack based on key metrics. This will help you see how well your systems are working now and identify areas for improvement. 

 

Some metrics to consider include:

  • Efficiency gains: Are your teams spending less time on manual processes?
  • Data accuracy: Is your data more reliable and up-to-date with fewer manual interventions?
  • Integration: How well do your systems talk to each other? Is data flowing seamlessly between departments?
  • Scalability: Will your current setup grow with your business, or will you need to overhaul again soon?
  • User adoption: Are your teams actually using the system, or are they finding workarounds because it’s too complicated?

 

Avoid the pitfalls

You need to objectively evaluate your current system’s strengths and weaknesses; ask yourself questions, and don’t pre-emptively answer them with what you want to hear! Yes, it’s likely that any change will be beneficial – but that doesn’t necessarily mean starting again with something completely new.

 

Remember, with any major system change, you usually only get one shot with full buy-in from (hopefully!) everyone. A poorly planned or rushed implementation will at best undermine confidence and at worst result in serious operational and financial problems.

 

So take the time, research, plan, implement – and then enjoy the results!

 

Case study: A not-for-profit’s tech overhaul

To give you a real-world example, we worked with a not-for-profit that was on Sage 200, using manual approval processes, a poorly managed expense and HR solution, and all reporting was delivered through spreadsheets. The period from initial consultation to Xero go-live was 5 months – and we needed all that time!

 

After a comprehensive review of systems and processes, we implemented the following solution:

  • Restructured the chart of accounts to meet complex reporting requirements.
  • Set up Xero, mapping opening balances to the new reporting structure and importing data wherever possible.
  • Ensured accessibility of historical data, making sure past records were retained in an accessible format.
  • Streamlined the purchase-to-pay process using Zahara and Telleroo, with approvals built in at every stage—from order, to billing, to supplier payments—while also tracking budgets and committed spend.
  • Set up the sales approval process with ApprovalMax, improving control and accountability.
  • Enhanced expense and time management by maximising the capabilities of the existing solution.
  • Upgraded reporting through Xero’s custom reports and Fathom for deeper insights and a more comprehensive view.

The result? A smoother, more efficient system that met all their reporting requirements and eliminated a lot of the manual work that had been bogging them down.

 

Plan smart, upgrade with confidence

If you’re thinking about overhauling your tech stack, don’t rush into it. Start with a thorough review, involve key people from across the business, and make sure you’re clear on your priorities. Keep an eye on those key metrics to evaluate your current system, and remember—thoughtful planning will save you a lot of headaches down the road.

COMMUNITY INSIGHTS

🎤 How I stacked it

Liam McNamara, Co-Founder at Project Alfred, shares their tech stack

Project Alfred is an Australian accounting firm which specialises in providing an outsourced finance function to growing tech companies and not-for-profits. 

Liam told us, "I am the Co-Founder of Project Alfred and manage the tech side of the business as well as building models, cash flow forecasts, and management reporting. The tech side includes everything from vetting options in the tech stack to implementing them for clients and running the process when needed." 

 

His day-to-day responsibilities include: "Overseeing the finance function for clients (bookkeeping, payroll, and creditor payments), liaising with tech vendors to help improve their products, building financial models and forecasts, and enhancing clients' tech stacks."

 

Here’s what Liam and his team are using:

  1. Xero as Base Accounting System: Xero is an excellent core accounting system and serves as the base that enables all other apps to link to a shared source of truth. It limits tracking categories to two, which can be a drawback, especially for larger clients, but generally works well.
  2. Pinch Payments for Sales Invoice Collection and Direct Debits/Card Payments: Pinch Payments integrates seamlessly with Xero, instantly reconciling payments made to sales invoices. It offers a smooth customer experience, helping accelerate payments and improve cash flow.
  3. Dext for OCR and Document Intake: Dext offers the best OCR among Xero-integrated tools and is cost-effective considering the quality. The recent addition of bill approvals meets most needs, though it doesn’t handle highly complex scenarios.
  4. Employment Hero for Payroll: Employment Hero is excellent when a business outgrows Xero’s payroll limits (200 employees), but it is best used well before that. It's a full payroll solution allowing for complex rules and award-winning compliance. The initial setup can be time-consuming and overwhelming due to numerous options and settings, but once done, it is worth it.
  5. OFX and Airwallex for Supplier Payments and Corporate Cards: OFX  offers competitive FX rates, a solid payments workflow, and makes it easy to issue new cards for team members. However, its expense management could use improvement, especially when integrated with bill OCR, as the flow isn't very straightforward. Airwallex also has good FX rates and can pay countries other providers can't, which is a valuable feature. Its international batch payments are a plus, though its OCR and expense management aren't as strong as some other market options.
  6. Mayday for Tracking and Intercompany Transactions: We primarily use Mayday for allocating expenses and employee splits across tracking categories within a single entity. While not necessarily designed for this purpose, it remains effective.
  7. Joiin for Consolidation: Joiin is quick when it comes to consolidation. Users can see transaction-level data with deep links back to Xero. The reporting isn't as 'pretty' as others, and dashboards aren't as customizable as one would like.
  8. Coupler.io for Extracting Data into Google Sheets: Coupler.io offers flexibility in extracting report data from Xero into Google Sheets, including transaction-level data. However, it can be an issue for large businesses wanting transactional information, as it quickly hits Xero’s API limits. The setup is time-consuming and lacks a one-size-fits-all approach. Users will encounter a learning curve, but once mastered, it enables analysis in Google Sheets, allowing for the combination of actual results with more complex, spreadsheet based forecasts.
  9. Looker Studio for Complex Reporting Requirements: Looker Studio has a steeper learning curve than others and requires significant setup to build reports. However, it enables the creation of complex dashboards using data from Google Sheets, making it easy to combine actual results and forecasts in a single report. The visual output is notably more modern than Power BI.
  10. Google Sheets for Forecasting: Google Sheets integrates with a variety of tools, including Xero and Hubspot (via Coupler.io), which allows users to combine forecasted pipeline data and actuals from Xero for accurate, ongoing cash flow forecasts. It also serves as a simple data source for Looker Studio’s complex reporting.

THE STACK EXCHANGE

🧵 This week's top threads, from The Stack Exchange

The Stack Exchange is a Slack-based forum for connecting with peers, asking questions, sharing app updates, and discovering industry events—everything you need to keep learning and transforming your finance function into a strategic powerhouse. 
 
Each week, we'll share the top 3 discussions in this newsletter. Here are the top 3 this time around:
  1. What is everyone using for multi-currency consolidation?
  2. Has anyone found a good solution for multi-entity forecasting?
  3. Best app + FX options when it comes to scheduling payments?
The Stack Exchange is just over one week old, and has already smashed through 100 members thanks to all of the amazing early adopters!
 
Keen to join? Sign up here >

TECH SPOTLIGHT

🔍 Cledara’s 2025 Software Spend Report

With insights from over 600 companies, Cledara’s 2025 Software Spend Report gives finance leaders a clear picture of today’s SaaS spending trends. This isn’t just raw data, it’s a comprehensive view of where software investments are heading and why.


Here’s a glimpse of what’s inside:

  • Real-world SaaS benchmarks – see how software spend varies by company size and region, from smaller firms spending $8,000 per FTE to larger ones at $1,741.
  • Challenges and trends – US companies outspend their UK and EU counterparts by up to 50% at every stage, driven by higher capital and different priorities.
  • AI’s impact on budgets – early adopters report mixed results, but expect higher investments in AI automation and insights into 2025.

 

The report also explores hidden costs, with unused software leading to annual waste of $15K–$89K, depending on company size.


Industry voices like Chargebee’s Guy Marion and ChartMogul’s Sofia Faustino weigh in on key trends like AI, automation, and value-based pricing models.


Dive into the full report >

CFO-techstack-newsletter

About Cledara:
Cledara is a leading SaaS management platform designed to help companies manage and optimise their software subscriptions and expenses.

NEW IN THE WORLD OF CFO SOFTWARE

🗞️ News from the stack-o-sphere

  • Airwallex now offers Afterpay for merchants globally. Afterpay allows shoppers to complete purchases by paying in multiple instalments. Check out the October release notes.
  • Cin7 released Cin7 ForesightAI to help you predict inventory needs with confidence. Learn more.
  • Mimo launches 'Get Paid' accounts receivable product, to help SMEs, accountants and bookkeepers control cash flow and get paid faster. Check it out. 

WHAT THE DATA SAYS

📊 Stat of the week

 

88% of financial leaders feel overwhelmed by their organisation’s data.

 

Research by Microsoft.

UPCOMING EVENTS

🗓️ Save the date

 

Webinar: How to create a sustainable, high-growth service line with fractional CFO & FD services

Wed 13 Nov, 1pm GMT

Join Daniella Wainwright in this insightful session to discover key skills to succeed in fractional CFO and FD roles and how to market your services effectively

 

Web Chat: Mid-Year Budget Review

Wed 20 Nov, 11am AEST

Save time on your mid-year budget review with Calxa’s advanced budget features. In this Web Chat they'll look at tools such as the Budget Factory and Budget Import as well as how to present budget reports for different audiences.

 

IRL Event: GENCFO Meet 28th November 2024

Thu 28 Nov, 6:30pm GMT

GENCFO Meet has an informal vibe with the occasional fireside chat, sandwiched in between networking with awesome people. Experience an exhilarating live evening as you connect with fellow GENCFO members and discover your tribe!

MORE OF THE GOOD STUFF

And lastly, our top picks!

 

🎧 Podcast: Financial Transformation Live: Ensuring a Successful Finance Systems Implementation Project, ep. 195, CFO 4.0 by itas

📝  Article: Digital Transformation Trends And The Finance Function

😆  Joke: Why did the finance team break up with the spreadsheet? Because they just couldn't Excel in their relationship anymore!

Why not forward this newsletter to someone you think would enjoy it?🙏

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