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

Welcome CFO Techstack Community 👋,

Welcome to part two of our tech stack overhaul series with Hilary Dyson, Founder at Bridge Financials. Last week, we focused on planning and getting clear on what your business needs. Now, it’s time to bring that vision to life.

 

In this article, Hilary shares practical tips on rolling out your new tools—covering everything from picking the right apps to handling integration hiccups, scaling as you grow, and helping your team get on board.

 

With Hilary’s guidance, you’ll be ready to turn your new tech stack into a strategic powerhouse. 

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FEATURED ARTICLE

Navigating the implementation phase of a tech stack overhaul 

Ensuring change has the desired effect

Hilary Dyson

After thorough planning and evaluation, you’re finally ready to roll out your new tech stack. But, as with any big change, how you implement it is everything. It’s all about getting the details right—making sure systems integrate smoothly, ensuring they’ll grow with your business, and giving your team the support they need to make the transition seamless.


Here’s how to make sure this phase goes smoothly.


Choosing the right apps

Your implementation’s success hinges on making sure you’ve selected the right tools. You’ll want to approach this decision strategically to ensure they fit your business needs now and in the future:

  • Clarify your needs: Get clear on what you actually need. Create a solid list of must-haves and nice-to-haves so you can evaluate whether a vendor really fits.
  • Talk to multiple teams: Don’t rely only on the sales pitch. Make sure you speak with the onboarding, tech, and support teams to get a full picture of the vendor’s capabilities and how they’ll support you.
  • Post-implementation support: This is a big one. What happens when you run into problems later on? Is their help desk knowledgeable and responsive, or do you get stuck talking to a bot? Make sure their support can back you up.
  • Test it out: Use trial periods to test how the system works with your own data and how well it integrates with other tools you’re using. The earlier you spot potential problems, the easier they are to fix.
  • Consider third-party integrators: Vendors often focus on their own product, but integrating that with the rest of your ecosystem can be tricky. Bringing in a third-party integrator could help everything run more smoothly and prevent future headaches.


Catching integration issues early

Integration problems often crop up right after you choose your apps, so dealing with them early on is key. You’re essentially testing how well these tools talk to each other.


A common challenge is when systems don’t integrate well, leading to inefficiencies and manual workarounds. So, how can you spot when systems aren’t syncing effectively?


First, manual data handling is a clear sign of integration issues. If your team is entering data manually or using tedious download/upload processes to transfer information between systems, the tech stack isn’t doing its job. For instance, many retail EPOS systems aren’t mapped correctly into financial software, causing significant manual work for finance teams. Similarly, manual intervention during data transfers—such as mapping multiple reporting codes in the finance system—introduces errors and undermines efficiency.


Another red flag is if data mapping between systems feels complicated, resulting in frequent reconciliation efforts. For example, inventory systems that aren’t seamlessly pushing purchase orders, stock levels, and cost data into the finance system can wreak havoc on your reporting accuracy. You want a clean flow of information, not hours spent chasing down discrepancies.


You may also notice delays—data might take longer to reach your finance system, or certain tools (like expense apps) may not sync in time for monthly reports. When this happens, your financial reports won’t reflect the latest data, undermining your insights.


In the worst cases, you may find your team relying on spreadsheets for reporting instead of using in-app features, or having to merge data from various systems manually. And if multiple vendors start pointing fingers at each other when problems arise, you’ve definitely got an integration problem on your hands.


Scaling with your company’s growth

Once you’ve tackled integrations, scalability comes into play as you consider the long-term effectiveness of your new systems.


As your business grows, so do your tech needs. You don’t want to find yourself overhauling your tech stack again in a couple of years because it wasn’t built to scale. There are a few factors to keep in mind to future-proof your setup:

  • Cost of scaling: As you add more users or access advanced features in higher tiers, scaling costs can rise quickly. Be sure to factor this into your budgeting process.
  • Transaction limits: Some systems have transaction limits that might not be evident until your business hits a certain level. Check that your new tools can handle increased transaction volumes.
  • Reporting needs: Consider how reporting requirements will change as your company grows. Whether it’s cost centre reporting, external stakeholder reports, or compliance obligations in new markets, your tech stack must be flexible enough to adapt.
  • Market compatibility: Will your system work in new markets or jurisdictions? As your business diversifies, you may need additional software solutions to meet local requirements.


Supporting your team through the transition

Even the best tech stack can flop if your team doesn’t get the right support. The success of any new system comes down to how well your people adapt to it.


A smooth implementation isn’t just a finance job. You need buy-in across all departments to ensure that the new processes are followed. Simply put, a lack of engagement from any part of the business can derail the implementation.


Providing hands-on training is another critical factor. People learn best by doing, so give your team time to practice in a test environment before going live. Make sure there’s someone responsible for ongoing training and support, as initial training is only part of the puzzle. A structured training plan, using test and live data, should be in place to ensure continuous learning. This investment will pay off in fewer mistakes and smoother operations down the line.


It’s also important to monitor the uptake of the new system. Not everyone will embrace change with open arms. Some will be excited, others hesitant, and a few might even resist. Keeping an eye on how the team is adopting the new system will help you identify resistance early so you can tackle it head-on. To further bolster adoption, develop knowledge-sharing facilities such as team updates or a digital pool of resources. 

 


The implementation phase of a tech stack overhaul is where the rubber meets the road. By selecting the right apps, anticipating integration challenges, planning for scalability, and providing thorough training, you can ensure a smooth transition that sets your business up for long-term success. Take your time, invest in the right support, and be strategic—because the payoff of a well-executed overhaul is a tech stack that truly works for you.

COMMUNITY INSIGHTS

🎤 How I stacked it

Carl White, CFO at Genflow, shares their tech stack

Genflow is a technology-enabled agency that helps social media content creators build their businesses and sell products to their customers. It supports creators with content monetisation, audience growth, brand building, and other talent management services.

Screenshot 2024-11-07 at 08.28.38

Carl told us, "As CFO at Genflow, my role is dynamic. Each day is different - one day I'm supporting creators with their financials, and the next, I'm overseeing key areas of Genflow's finance function and helping steer the company's growth and direction."

 

Here’s what Carl and his team are using:

  1. Mayday for Intercompany: With multiple entities in the group, our finance team was spending a significant amount of time reconciling intercompany balances and manually matching transactions within each entity. Mayday has streamlined this process, greatly reducing the time burden and making reconciliation much easier.

  2. Cledara for Software Spend: We chose Cledara because it gives budget holders clear visibility into spending, provides structured approval steps, and simplifies month-to-month expense management with card spending limits. As an added benefit, the cashback reward on spending allows us to use Cledara at no cost.

  3. HiBob for HR: With HiBob, we wanted software that could support our growth and scaling efforts, streamline onboarding, assist with data collection for payroll, and improve the onboarding and review processes for new team members.

  4. Pento for Payroll:  Pento has streamlined our payroll by automating processes and syncing employee data, greatly reducing manual entry and minimising errors each pay run. Previously, we outsourced payroll, which required early-month reporting deadlines that sometimes caused challenges for the team. With Pento, payroll can now be managed much closer to payday.

  5. Payhawk for Spend Management: Payhawk helps us manage company expenses in the UK by allowing team members to request spending with an approval step for all business expenses. It captures spend details and receipts and reconciles everything automatically with Xero. Previously, the finance team had to chase receipts and manually enter data into Xero. Payhawk’s cashback reward structure also offsets the monthly software cost, making it a highly cost-effective solution.

  6. Syft for Consolidation: We’re currently trialling Syft to see if it can replace Excel for our monthly consolidation and reporting. With multiple entities in the Genflow group and reporting done in GBP, Excel can be both time-consuming and error-prone.

THE STACK EXCHANGE

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

The Stack Exchange is a Slack forum for connecting with peers, sharing insights, and staying updated on apps and industry events—helping you transform your finance function into a strategic powerhouse.
 
Here are this week's top 3 discussions from The Stack Exchange:
  1. Best simple payments system integrated with Xero
  2. Numeric v Easy Month End: Month-end workflow tools
  3. The Stack Exchange - who is here?
 
Keen to join? Sign up here >

CLEDARA'S 2025 SOFTWARE SPEND REPORT

🔍 Wasted Spend: A Growing Concern

It’s all too easy to pay for software no one is really using as companies start collecting subscriptions, it’s common to find budgets stretched thin by seats that go unused or tools that overlap. These hidden costs add up quickly sometimes eating as much as 15-20% of a company’s software spend.

 

For CFOs aiming to streamline budgets, the solution is in regular audits, consolidating subscriptions, and renegotiating contracts.

 

How much of your software budget could be going to waste without you even knowing?

Cledara’s latest software spend report dives deep into these hidden expenses, offering insights into how companies of different sizes and regions manage their software spend. It highlights key trends, benchmarks, and challenges, providing finance leaders with actionable data to optimise their SaaS investments.


Dive into the full report >

Cl-Banner_Annual Spend Wasted on Unused Software by Size (1) (1)

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

  • Chaser has launched a new integration with Sage 50. Check out the latest update.
  • Roveel and Joiin collaborate to revolutionise financial reporting. Learn more.
  • Causal joins the Lucanet Group's CFO Solution Platform, to create a market-leading Extended Planning and Analysis (xP&A) solution. Read the announcement.

WHAT THE DATA SAYS

📊 Stat of the week

 

22% of CFOs believe their company is lagging in technology adoption, but 34% plan to adopt new solutions in the next 6–12 months.

 

Research by Cube Software.

UPCOMING EVENTS

🗓️ Save the date

 

Webinar: Multi-entity month end with Xero: 30-min Masterclass

Thu 14 Nov, 10:30am GMT

Mayday, Joiin, and guest speakers will help you streamline your multi-entity month-end and financial consolidation processes with Xero and its app ecosystem.

 

Webinar: SaaS Spending Trends in 2024: Strategies for Cash Flow and Revenue Growth

Wed 20 Nov, 3pm GMT

Join Brad van Leeuwen, COO and Co-Founder at Cledara, and Sara Archer, VP of Sales at ChartMogul, for a deep dive into 2024’s top SaaS spending trends. Learn how to make every dollar count toward growth with strategies prioritizing high-ROI investments, improving cash flow, and reducing churn.

 

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: How to Keep Up With New Automation and AI Solutions with Jim Simpson CEO at Ziptech Services, ep. 124, GrowCFO Show

📝  Article: What tech stack will the finance function of the future be built on?

😆  Joke: What’s a CFO’s favourite movie genre? Cash-flow dramas.

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

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