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Onboarding is the most dangerous phase of a Fractional CFO engagement for your client and for you.
PERIOD.
It is the time when the client is most excited but also most apprehensive. They just signed a contract, they are handing over access to their ERP or accounting systems, and they are waiting to see if you are actually the expert you claimed to be during the sales process.
For you as the Fractional CFO, the stakes are just as high. This is usually where imposter syndrome kicks in. You feel this immense, almost crushing pressure to prove your value as fast as humanly possible. You want to fix everything in the first week to validate their big investment in you.
So much pressure!
This is where most Fractional CFOs make a critical mistake. They dive into the weeds, start fixing all the broken things, and try to overhaul the entire tech stack on day one. They go as hard and as fast as they can.
This not only burns you out but can also burn out the client! They just can’t keep up with it all.
If you want to secure a long-term relationship, reduce your own stress, and provide immediate, solid value, you need to structure your onboarding around three specific outputs.
Here are the 3 non-obvious onboarding reports you need to deliver in your first 30 days.
Let’s dive in.
Let’s be honest: for us, building a 13-week cash flow forecast is relatively easy. It doesn’t take much time, and the math isn’t complicated.
But for your client?
It might be the first time they have ever seen the future.
Seriously!
Most business owners operate in a fog. They look at their bank balance today and make decisions based on a gut feeling about what might (or might not) hit the account tomorrow.
They end up making decisions in one of two ways:
They close their eyes, cross their fingers, spend the money, and pray to baby Jesus that it’ll all work out...
Or they do nothing.
Neither of those is likely to be a recipe for long-term success.
When you give them a 13-week view, you aren’t just giving them a spreadsheet. You’re giving them permission to take action OR to wait.
I’ll give you a real-world example.
A few years ago, my firm took on a $9M home remodeling company. They had COMPLETELY stagnated. They hadn’t grown their top line in almost three years.
It wasn’t a product problem; it was a fear problem.
They were absolutely terrified of investing in people or software (the two things they needed to grow).
When we dug into it, we found out why. A couple of years prior, they had made some blind financial decisions because they weren’t tracking cash flow. At all.
Yes, the P&L looked fine. But as we all know, profit isn’t cash.
They ran into a crunch and almost missed payroll multiple times in a row. The owner had to inject personal funds just to keep the lights on.
That experience scarred them. They entered a scarcity mindset that lasted for years. They hoarded cash and refused to spend, which strangled their growth.
During onboarding, we built a simple 13-week cash flow forecast.
It wasn’t rocket science, but the results were amazing.
For the first time in years, they could see exactly where the cash valleys were. They realized they wouldn’t run out of money if they hired a few new people or upgraded their software.
That 13-week cash flow forecast acted like a permission slip. It gave them the confidence to hire again and invest in the tools they needed.
The forecast took us a few hours to put together and it added immediate value for the client.
The second report is one that most Fractional CFOs skip because they think it’s administrative and lame.
They are wrong.
There is a hidden danger in the first three months of an engagement. As a high-performer, you tell yourself a story: “I have to do SO much work, SO fast, or they won’t think I’m worth my retainer.”
You try to boil the ocean. You start ten projects at once. You answer emails at 10 PM. You create an unmanageable expectation that you are a superhero who doesn’t sleep.
It might be true that you’re not sleeping, but you are certainly NOT a superhero.
The 30/60/90 Day Plan is the antidote to this self-sabotaging behavior.
This document serves two purposes.
First, it aligns you and the client. It ensures that what you think is a priority matches what they think is a priority. It instills confidence in the client because it shows you are a professional who is laser-focused and organized.
But there’s also a hidden value. It protects you.
By putting a plan on paper, you force yourself to think through what is actually achievable. When you present this to the client and say, “Here is exactly what we will accomplish in the first 90 days,” and they say “Yes,” they are signing off on the pace.
I have seen too many talented Fractional CFOs get burnt by trying to do too much too fast. They sprint a marathon in the first 90 days, and by month four, they are resentful and exhausted.
Onboarding is hard enough; don’t compound the difficulty by trying to do a year’s worth of work in a quarter.
Write the plan.
Get them to agree to it.
Then, stick to it.
The first two reports handle the “now.”
The 12-Month Roadmap is about the future. It answers the question: “Why should I keep paying you after the fires are put out?”
This report shifts the conversation from tactical (fixing bad margins, managing cash) to strategic (achieving big goals). This is where you cement the relationship as a long-term play.
The best way to build a 12-month roadmap is to align it not just with business KPIs, but with the owner’s personal goals. Remember, we aren’t just building businesses; we are helping owners build the lives they want.
We had an 8-figure client once who came to us with a very specific, very ambitious goal. They wanted to pay out $500,000 in Christmas bonuses to their staff.
That is a beautiful sentiment, but you don’t just “find” half a million dollars in the couch cushions in December. If you don’t plan for that, it destroys your cash position.
We sat down during onboarding and baked that $500k expense into the 12-month roadmap. We reverse-engineered the margin, the revenue targets, and the expense management needed to create that pool of cash.
Because we had that roadmap, we tracked it every single month.
We made adjustments.
We held them accountable.
We did, you know, Fractional CFO stuff.
At the end of their first full calendar year working with us, they paid out $500,000 in bonuses.
The employees were thrilled, the culture skyrocketed, and the owners achieved a massive personal goal.
That doesn’t happen by accident. It happens because we looked a year out and built a bridge to get there.
The hardest part of the Fractional CFO game isn't the math. It's the mindset.
When you land a new client, it is easy to feel like you’re not doing enough (especially as your fees start to go up!).
It is easy to look at their revenue numbers and your fees and wonder if you really have what it takes to guide them. That voice in your head starts whispering that you need to do more and you need to do it faster.
Doing more things and doing them faster is rarely the answer.
Instead, focus on doing fewer things and give yourself (and the client) the time to do them well.
Your clients are looking for you to lead them to results that are done right, not right now.
Take the space and lead the way.
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