B2B SaaS: pilot proposal
Use this pilot proposal exercise to design a small engagement that resolves a real uncertainty and has a clear stop or proceed decision. You are discussing a CRM rollout for a 20-person sales team with a sales operations director. The point of the practice is to make a useful decision together, including recognising when the offer is not a fit.
Agree a bounded trial with evidence requirements and a review date, without implying expansion is automatic.
The situation
In this fictional brief, opportunities lose their owner between discovery and proposal. The buyer wants a named owner and a dated next action on each active opportunity. Your offer is a CRM rollout for a 20-person sales team, but you must first establish whether its scope addresses the actual need.
A relevant delivery constraint is that the team cannot migrate data during quarter-end. Treat that as a fact in the exercise; do not remove it to make the sale easier.
| Your counterpart | a sales operations director |
|---|---|
| Offer under discussion | a CRM rollout for a 20-person sales team |
| Evidence available | a walkthrough using five anonymised opportunities from the buyer’s current workflow |
| Terms to clarify | Separate subscription, migration, support and training costs. |
How to approach pilot proposal
A useful question for this stage: “What evidence would make you decide not to expand?” Ask it when the conversation creates a reason for it, rather than reciting every question in order.
- Define a narrow scope, a baseline, an owner and success criteria. Include a stop condition and the decision after the pilot.
- Ground the discussion in the buyer’s work. Ask: “Where does an opportunity most often stop moving, and who notices first?” Listen for a concrete example before making a claim.
- Use evidence relevant to the decision: a walkthrough using five anonymised opportunities from the buyer’s current workflow. Explain what it demonstrates and what remains unverified.
- Agree a bounded trial with evidence requirements and a review date, without implying expansion is automatic.
An industry-specific concern
Buyer: “We already pay for a CRM.”
Possible response: “Then replacing the subscription is not the starting point. Let us compare how your team assigns and follows up five opportunities today.”
Why this response helps: it acknowledges the concern, brings the discussion back to a verifiable requirement and leaves room for a different decision. Adapt the wording to what the buyer actually said.
Run the practice
- Prepare for two minutes. One person takes the seller role and one plays a sales operations director. Read the offer and constraint separately from your preferred answer.
- Have a five-minute conversation focused on design a small engagement that resolves a real uncertainty and has a clear stop or proceed decision. The buyer should answer consistently with the brief and ask for evidence when a claim is vague.
- Add this challenge: The buyer wants an open-ended free trial. Explain the work involved and propose a finite evaluation with clear responsibilities.
- Pause for feedback. Quote one useful question and one missed opportunity. Repeat the difficult exchange using a different response.
- Finish by writing the actual agreement. A sensible option, when it fits, is to test one pipeline with two volunteers before discussing a wider migration. A clear decision to pause is also a useful outcome.
What to avoid
| Common mistake | Calling a discounted full project a pilot without a learning objective. |
|---|---|
| A stronger direction | Let us test the uncertain part first and agree what the result will and will not tell us. |
| Scope and claim boundary | Do not promise a revenue uplift or an integration that has not been tested. |
| What to measure in real work | the share of active opportunities with a recorded next action. Establish a baseline and definition before interpreting a change. |
An example conversation
Which question would a small trial need to answer before you considered a wider engagement?
Our concern is that opportunities lose their owner between discovery and proposal. Also, the team cannot migrate data during quarter-end.
Where does an opportunity most often stop moving, and who notices first?
We already pay for a CRM.
Then replacing the subscription is not the starting point. Let us compare how your team assigns and follows up five opportunities today.
What evidence would make you decide not to expand?
Your working sheet.
Make the exercise your own. Notes are saved in this browser when storage is available. Download a copy to keep; avoid confidential information on a shared device.
Example: opportunities lose their owner between discovery and proposal; the team cannot migrate data during quarter-end.
Example: What evidence would make you decide not to expand? Industry question: Where does an opportunity most often stop moving, and who notices first?
Example: a walkthrough using five anonymised opportunities from the buyer’s current workflow. Do not promise a revenue uplift or an integration that has not been tested.
Example: Propose a clear next step, such as: test one pipeline with two volunteers before discussing a wider migration. Confirm the owner and date.
Review your work
This is a reflection checklist, not an automated assessment.
Questions
Who is this b2b saas exercise for?+
Can I use the example as a script?+
How should I assess the result?+
Fictional training scenario. The dialogue illustrates response choices; it is not a customer testimonial or a record of a real sale.
Explore more sales resourcesTake the conversation further.
Read a practical guide to structuring your sales practice, or explore the current London sales masterclass.
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