1. Sharp POV
7. Mutual Action Plan
How to win

James Kaikis
Founder, SolutionExec & GTMshift
Creating a demo storyboard
By the time a buyer asks for a proof of concept, they have seen the demo and believe the product might work. Now they want to see it work in their own environment, with their own data, in front of the people who have to agree.
In this chapter, we argue that a POC has two jobs:
To give every member of the buying committee enough evidence to say yes.
To show the buyer what working with you will be like after they sign.
This chapter is built on the work of James Kaikis, founder of GTMshift and co-founder of SolutionExec, a private network for solutions executives. He was previously CRO of TestBox, a demo and POC automation company, and he co-founded PreSales Collective, which grew to more than 35,000 members before it was acquired.
How to win
For most of the SaaS era, sales leaders tried to avoid POCs. Buyers have now lived through the cycle of being burned on the promise, and they no longer believe the promise of the pitch at face value. They want to see and feel the value before they commit.
AI has sped up the shift. Some AI-native vendors can show a buyer their own use case inside the product on the first call, and once a buyer has seen that, a vendor asking them to imagine the result starts at a disadvantage.
What the buyer is dealing with
The person who asked for the POC is rarely the only one deciding. A typical enterprise buying decision today involves around 22 people. The buyer needs approval from their manager, from IT, and from colleagues in other regions who may never join a call. Wanting to buy and being able to buy are two different things.
So the buyer needs two things from the POC:
A clear definition of what is being validated and what isn't, so the pilot has an end and everyone agrees on what success looks like.
A believable preview of life after signature. The POC is the buyer's first real experience of working with you, and they will assume the rest of the relationship will feel the same way.
The seller's job
The seller's job is to design and control a POC that proves what matters to each member of the buying committee, take as much work off the buyer as possible, and carry that proof through signature into rollout.
In the next section, we dissect how to deliver a proof of concept that delivers real value and helps close the deal.
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Tactics
Tactics
A POC has four parts:
Deciding whether to run one
Designing it
Running it
Closing it out
To make each part concrete, we follow one illustrative deal from the first request to the signed contract.
The example deal: A vendor sells an AI tool that helps sales reps build personalized content for their accounts. The buyer is a medical device company with 600 sales reps. Their VP of Sales Enablement saw a demo, liked it, and asked for a pilot. A competitor has already offered a pilot as well.
1 Decide whether the deal warrants a POC
A POC is a strategic trade-off, not a default. It takes time and resources from your team so the first question is whether this deal justifies that cost. To determine if the POC is worth doing, weigh these five inputs:
Deal size
The competitive set
Close timing
Multi-product potential
Resourcing the POC will take
The same inputs decide whether the POC is free or paid. A marquee enterprise logo will usually justify a free pilot. A $5,000 to $10,000 deal usually won't.
Here is how the example deal scores.
Input | The example deal | Signals it isn't worth it |
|---|---|---|
Deal size | About $250,000 a year | A $5,000 to $10,000 deal |
Competitive set | A competitor has already offered a pilot | No competitor offers one and the buyer hasn't asked |
Close timing | The buyer wants a decision before their fiscal year ends | No timeline for a decision |
Multi-product potential | Success could expand the tool to the marketing team | A single use case with no path to expansion |
Resourcing | One SE for about 30 hours over four weeks | The build would cost more than the deal is worth |
The example deal clears the bar. When most of your answers fall in the right-hand column, offer a lighter form of proof, such as a hands-on workshop, instead of a full POC.
Trade the POC for the access the deal needs
A POC is valuable to the buyer, which makes it your best opportunity to ask for what you, the seller, need from the buyer. Before agreeing to one, secure a conversation about what the full purchase will cost and a path to the person who will sign.
The most effective approach is to make the ask part of your own approval process, so it reads as a requirement you and the buyer meet together rather than a demand from the seller.
"If we want to be able to approve this free pilot over the next 90 days, I need this information to go to my boss to get approval."
In the example, the AE tells the VP of Sales Enablement that two things are needed to approve a free four-week pilot: a rough budget range, and a 30-minute call with the CRO, who will sign the contract. The VP of Sales Enablement sets up the call, and the CRO shares the one result that would make the purchase an easy decision for them: new reps producing account-specific content in their first month.
2 Design the POC
With the deal qualified and the CRO engaged, the next step is deciding what the POC will prove, to whom, and with what observable outcomes.
Decide what you are validating, and write it down
Every POC needs success criteria, executive buy-in, and a defined scope. Without them, the scope keeps growing and the pilot never reaches a conclusion.
For AI products, the scope comes down to one question. Are you validating the technology, or the business outcome?
The buyer in our example would love to know whether the tool raises win rates, but that could take a year to measure. For most products, the right scope is the set of results strongly correlated with the outcome, not the outcome itself. In four weeks, the vendor can prove whether reps can build personalized content, how quickly they can do it, whether it stays on brand, and whether reps want to keep using it.
The exception is outcome-based pricing. When you charge for an outcome, the outcome becomes part of what you are testing. If a vendor charges per resolved support ticket, the buyer should see tickets resolved during the pilot. That is why some AI-native vendors now run paid pilots lasting several months that convert into full contracts, and why some report signed revenue, pilot revenue, and opt-out revenue as separate categories.
Your pricing model is a useful guide to what the pilot needs to prove.
Pricing model | What the pilot validates | Typical structure |
|---|---|---|
Per seat | Leading indicators such as adoption, speed, quality, and user sentiment | A short pilot of up to four weeks, often free for strategic deals |
Usage or token based | The same indicators, plus real usage at meaningful volume | A paid pilot, billed on the usage it generates |
Outcome based | The outcome itself, since that is what the buyer pays for | A longer paid pilot or implementation, often with an opt-out, that converts to the full contract |
Once the scope is clear, write it on one page and get the buyer to agree to it before kickoff. Here is the scope for the example deal. Note that the CRO's priority from the access call is built into the success criteria.
Field | The example deal |
|---|---|
In scope | 20 reps, including 5 new hires, across two regions build personalized content for active deals |
Out of scope | Impact on win rates, and integrations beyond read access to the CRM |
Success criteria | Reps build an on-brand page in under 30 minutes. At least 70% of pilot reps use the tool weekly. Every new hire ships account-specific content in their first month |
Owners | Buyer: VP of Sales Enablement. Vendor: AE and SE |
End date | Four weeks from kickoff |
Decision | If the criteria are met, the VP of Sales Enablement brings the proposal to the CRO for approval |
Plan for every member of the committee
The VP of Sales Enablement asked for the pilot, but she is one of several people who have to agree. Each group in the committee validates something different, and a POC that satisfies only one of them leaves the rest of the decision unmade.
TestBox's data shows that win rates are lower when only one stakeholder accesses the POC. Successful deals are much more likely to have at least two engaged stakeholders, with roughly twice as many engaged sessions.
With that in mind, map the committee before kickoff, and confirm who from each group will take part. In the example, it looks like this.
Stakeholder | What they validate | What proven looks like |
|---|---|---|
Reps in two regions | Usability | They build pages without help and want to keep using the tool |
VP of Sales Enablement | Strategic value | New hires produce account-specific content in their first month |
CRO | The business case | The results connect to the priority they named on the access call |
Sales operations | Architecture fit | The CRM connection works with their existing setup |
Security | Compliance | The security review is complete, as covered in the security review chapter |
Finance | ROI potential | A credible case that the value will exceed the cost |
Build an environment that matches the stage
Not every buyer needs a full POC. Hands-on proof comes in three forms:
Format | What it is | Best for | Trade-off |
|---|---|---|---|
Product tour | A pre-recorded, no-code walkthrough | Early-stage buyers, often on your website | Static, with limited depth |
Live demo | Real-time product access with sample data | Mid-to-late stage sales calls | Needs setup and resets between sessions |
Sandbox or POC | A cloned or live product environment for hands-on testing | Enterprise deals that need technical validation | Resource-intensive |
Whatever the format, what the buyer hears and what they see must match. If the conversation is about their workflow and the screen shows a generic dashboard, the buyer has to imagine the connection, and most won't.
In the example, the SE loads the environment with the buyer's brand assets and a sample of their real accounts, so the first page a rep builds looks like their own work.
3 Run the POC
Once the environment is live, the risk shifts from what you built to how the buyer uses it.
Stay in control while they test
Buyers who test a product without guidance often assume it can do things it can't. When they hit that limit, they lose confidence and don't convert. This is the central weakness of a purely product-led approach.
"You have to have a level of control to make sure people are not making assumptions on what your products can and can't do."
The fix is to combine three practices: hands-on workshops, frequent check-ins with the champion, and direct outreach to the people using the product day to day.
The third practice often produces the most persuasive evidence of the whole POC. When James ran pilots at Showpad with field sales teams, he called the reps using the product, collected their comments, and assembled them into a quote deck for leadership. One rep told him that in the two weeks he'd had the product, he had made it home for dinner with his family, something he hadn't managed in months. A comment like that tells an executive more than a usage report can.
In the example, those practices become a four-week plan that every member of the committee can see from day one.
Week | What happens | Who is involved |
|---|---|---|
Kickoff | A hands-on workshop where each rep builds a first page live, and the scope one-pager is reviewed with everyone | Reps, VP of Sales Enablement, AE, SE |
Week 1 | Champion check-in and the first usage review | VP of Sales Enablement, AE, SE |
Week 2 | The SE calls a handful of reps, collects quotes, and fixes any blockers | Reps, SE |
Week 3 | Sales operations and security sessions, plus a short update to the CRO | Sales operations, security, CRO, AE, SE |
Week 4 | Readout against the success criteria | The full committee |
Watch usage and act early
You can't guide a POC you can't see. TestBox's analysis found that 28% of custom POCs are never opened. Among those that are, time spent is a clear signal. Buyers in won deals spent an average of 94 minutes testing, compared with 53 minutes in lost deals.
Check usage at least weekly, and act on what you find while there is still time to change the result. In the example, the week 1 review shows that only two of the eight reps in one region have logged in. The AE asks the VP of Sales Enablement about it and learns their manager was out that week. The SE runs a 20-minute session for that group the next morning.
Five metrics are worth tracking across demos and POCs: engagement rate, time spent, feature interaction, conversion from demo to the next sales call, and POC win rate.
Keep the AE and the SE working together
The common failure in a POC is the handoff, where the AE passes the deal to the solutions engineer or forward deployed engineer and steps back. The better approach is to run both roles in lockstep, with regular internal and external meetings, and to divide responsibilities by the outcomes each person drives for the customer rather than by job description.
The AE's role is changing as AI takes on more of the research, pipeline, and forecasting work. That leaves the AE free to focus on the buyer's internal approval process, such as the CRO update in week 3. The SE's job is to build a technical champion, not to finish a task and leave. Many technical buyers would rather talk to an engineer than to a sales rep, which makes the SE the natural owner of that relationship.
4 Close it out, and carry the proof past signature
The readout is where the POC turns into a decision. Present results against the success criteria the buyer agreed to at the start, show each stakeholder the evidence for the part they validate, and include what users said in their own words.
In the example, the readout shows that reps built on-brand pages in an average of 22 minutes, 15 of the 20 pilot reps used the tool every week, and all five new hires shipped account-specific content in their first month. It closes with three quotes from reps collected in week 2. The VP of Sales Enablement takes it to the CRO, who already knows what to look for because they defined it.
For the buyer, signature is the start of the journey. A well-run POC keeps paying off after the contract is signed. The buyer's team already knows the product, integration requirements are understood, key workflows have been tested, and training needs are defined. The same evidence becomes the foundation for the business case, covered in the champion chapter, and for the rollout plan.
If you take one thing from this section into your next deal, make it the scope one-pager. Writing down what you will validate, who will validate it, and what happens when the criteria are met prevents most of the mistakes in the next section.
How to win
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Common mistakes
Common mistakes
Most failed POCs don't fail because the product fell short. They fail because of a decision the seller made before or during the pilot. These are the three most common.
1 Refusing the POC, or offering it too late
Some companies still have a policy against pilots. Others offer one only after the buyer's interest has faded and their attention has moved to other priorities.
Either way, the buyer and the competitive set decide whether proof is required, not the seller. Companies whose leadership refuses to run pilots lose deals to competitors who offer them, and those competitors know it.
The correction is in tactic 1. Decide deal by deal using the scorecard, and when a POC is the right call, offer it while the buyer's interest is still high.
2 Running a POC without a real process
The POC starts with no success criteria, no end date, and no access to the executive who will make the decision. Sometimes expensive engineering time goes into a deal too small to justify it. The pilot runs for months without reaching a conclusion.
Scope creep has no natural end, and a pilot with no agreed criteria can't be won. It can only be abandoned.
The correction combines tactics 1 and 2. Trade the POC for access to the decision maker, and get the buyer to agree to a written scope before kickoff.
3 Leaving the buyer alone in the sandbox
The environment is handed over and nobody checks in. One stakeholder logs in and the others never do. The AE passes the deal to the SE and moves on to the next one.
Unguided buyers form wrong assumptions about the product, which lead to lost deals or to regret after signature. POCs used by a single stakeholder win less often, and more than a quarter of custom POCs are never opened at all.
The correction is in tactics 2 and 3. Map the whole committee before kickoff, run a weekly plan that keeps you involved, watch usage, and keep the AE and SE working together until the readout.
Tactics
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How to avoid AI slop
How to avoid AI slop
AI is a strong fit for the proof process. A POC follows a predictable, repeatable sequence, which makes it well suited to AI support. AI can track the plan, watch usage, draft follow-ups, and even build parts of the environment. The risk is in how far to let it go without a person involved.
Keep a person on every message to the buyer
AI can draft the check-ins, reminders, and updates that keep a POC moving, but a person should review each one before it goes out. A POC depends on trust, and a generic or mistaken message sent on your behalf undermines it, especially to a stakeholder who hasn't engaged yet.
"You can't have the AI be your project manager and manage all your comms with your customers. You've got to get human in the loop."
Write the success criteria yourself
A model asked for POC success criteria will produce criteria that could apply to any buyer in the category. The criteria in the example came from a conversation with the CRO about new hires, and no model would have known to include them. What you validate has to come from this buyer's committee, the priorities they described, and the decision they need to make.
Where AI helps
AI is useful for these parts of a POC:
Researching the buyer before the first call, including mapping their business to your value proposition.
Tracking the steps of the POC plan and flagging risks early.
Monitoring usage and drafting outreach to people who haven't engaged, for a person to review and send.
Building the environment. Some AI-native vendors have built implementation agents that complete 20% to 50% of a POC build before an engineer takes over, work that has traditionally taken an engineer 30 hours or more.
The gains can be large. One AI-native company reports a 30x productivity improvement from agentic pilot infrastructure, which lets the same team run many more pilots. The standard for what the buyer sees doesn't change, though. Every message, criterion, and result still has to be specific to this buyer.
Common mistakes
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8. Pricing

James Kaikis
Founder, SolutionExec & GTMshift
1
1
Chapter overview:
7. Mutual Action Plan
How to win
Tactics
Common mistakes
How to avoid AI slop
1. Sharp POV
2. Outbound & cold call
3. Discovery
4. Champion Enablement
5. Business Case
6. Demo
7. Mutual Action Plan
9. Pilot
10. Procurement, Security, and Legal
8. Pricing
Chapter overview:
7. Mutual Action Plan
How to win
Tactics
Common mistakes
How to avoid AI slop

