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Sales hiring: Expectation management & leading indicators of success
How to manage your expectations and identify leading indicators of success as a founder with your first sales hires
Hi friends - We’re wrapping up the topic of sales hiring (for now) by discussing a very crucial element…managing your expectations as the founder.
Specifically, I mean managing your expectations about how fast they will close their first deal(s).
When can you realistically expect to see an ROI on your new hire? And what leading indicators can you look out for?
Let’s unpack it.
Sales hiring: Expectation management & leading indicators of success
Timeline variables to consider
There are a number of variables we need to consider before we can answer the timing/ROI question, including:
Variable | Consideration | Score (months) |
---|---|---|
Your Go-to-Market Maturity | How mature are your current marketing and sales systems, processes, and assets? Do you have 80% of the items I listed on this pre-hire checklist? | 1 = Very mature - 80% or more of the checklist 2 = 50-80% of the checklist 3 = less than 50% of the checklist |
Rep’s experience & alignment with your Ideal Candidate Profile | How relevant is the rep’s experience for your product/customer/sale? Refer to the Ideal Customer Profile exercise outlined here. | 1 = Highly aligned experience to ICP - near perfect match 2 = Medium alignment 3 = Low alignment |
Sales cycle length | How long is your current sales cycle (on average)? 90 days? 9 months? | No score - just make note of this value in months |
A simple formula
Sales Ramp-up Time = Onboarding Time (GTM Maturity + Candidate Alignment) + Sales cycle length
So let’s pull this all together.
As an example, let’s assume -
that you do, in fact, have 80%+ of what I listed on my pre-hire checklist; you’re prepared (Score = 1 month)
the rep is highly aligned with your Ideal Candidate Profile, a near perfect match (Score = 1 month), and
your average sales cycle is 6 months
Then, I’d assume your rep to close their first deal in ~8 months (1 + 1 + 6 = 8).
However, if your GTM maturity score or ICP alignment score is lower, add 4 months (or more) to that expectation (~12 months+ to ROI).
This is why it’s SO so important to 1) prepare for the hire - set them up for success, and 2) spend the time to profile and hire the ideal hire for your product/customer/sale.
The gut check
If they haven’t closed a deal in 1.5 sales cycles…it’s unlikely to get any better without a change to your sales process, product, or the person.
You’ll need to take a hard look in the mirror to determine if it’s you (lack of preparation, infrastructure, or PMF), or if it’s them (either candidate alignment or a performance issue).
The leading indicator to measure
However, there is a leading indicator we can use to figure this out faster than 1.5 sales cycles.
After the appropriate onboarding ramp time has passed, 2 months per my earlier example, I’d set very clear activity expectations for your new hire.
Sales take time to close - we can all appreciate that. But activity (or pipeline creation) is a leading indicator of our probability of closing revenue.
Activity = # of net new deals/opportunities created or first meetings booked
Calculating an activity metric to hold your reps accountable to
To calculate an activity metric or standard to hold your reps accountable to, we’ll need three basic ingredients -
A quota / revenue goal for the rep
Your ACV (average contract value)
Your average close ratio (% of deals you close)
An example:
Let’s say you gave them an annual quota of $500k that kicks in month 3 (after the allotted onboarding ramp time). For easy math, let’s say your ACV is $50k.
That means they’ll need to close 10 deals in 12 months to hit their quota ($500k/$50k).
Now let’s say that your average close ratio is 10%. If you don’t know your average close ratio…that means you aren’t totally prepared…but 10% is a conservative number to use if you don’t know.
That means they’ll need to create 100 net new deals or opportunities throughout the year to close 10 (10% conversion).
Now, if we take 100 deals / 12 months = 8.3 deals/month or 2-3/week.
THAT ^ is what you start to measure and hold them accountable to starting in month 3. If they aren’t able to consistently create 8.3 deals/month by month 3-4…Houston, we have a problem.
THAT ^ is the leading indicator you look at to know sooner than later if something ain’t working - if the math ain’t mathing.
And again, the problem may be you…and it may be them. But there is, in fact, a problem to address.
Hope that was helpful! See ya next week. 🙂
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With love and gratitude,
![]() | Jess SchultzFounder & CEO Amplify Group |
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