- Tactical Tips by DECODE
- Posts
- 🚀 Should I add a pilot to my sales process?
🚀 Should I add a pilot to my sales process?
3 tactics, 2 traps and 1 tool to adding sales pilots
Hello founders!
Welcome to ‘Tactical Tips’ by Jerel and Shuo at DECODE, where we cover one new idea to help you build and grow your startup – every week in <5 minutes!
Today, we’ll be answering the question: “Should I add a pilot to my sales process?”
And here’s advice inspired by Emery Rosansky, VP GTM at First Round Capital.
If you are near closing a deal and wondering whether or how to introduce a sales pilot, today’s newsletter is for you.
A pilot in the right scenario is a sales superpower. However, when done poorly, it can be a major blocker.
🔥 Inside this issue:
✅ 3 tactics on adding sales pilots
✅ 2 traps to avoid
✅ 1 tool to leverage
👇Let’s dive in.
Grab 30 mins with Jerel—Need personalized advice on building your startup or just want to talk? Happy to help and make intros if it’s the right fit.
💌Someone shared this with you? Subscribe here.
3 tactics on adding sales pilots
🎯 Ensure pilots clear objections fast
Directly ask what’s holding the buyer back—get specifics about the objections, concerns, or hesitations (e.g. lack of trust, worried about integration etc)
Define the goal of the pilot clearly—whether it is technical validation, user adoption, change management, or use case fit etc
Design pilots to ensure it eliminates specific objections and meets the goals—if it doesn't, it is a waste of time and resources
Set concrete success metrics that will enable a full roll out (e.g., 20% reduction in time, 40% increase in sales, etc)
Match pilot length to time-to-value—long enough for the buyer to experience impact, but short enough to drive urgency
📋 Set clear prerequisites before starting a pilot
Require a clear internal champion (e.g., someone committed to using the product X hours weekly, who will advocate for it internally)
Confirm alignment on pilot scope and success criteria
Ensure engineering resources are pre-allocated for integration work
Verify budget is approved for the post-pilot package being tested
Confirm decision-maker is aware of the pilot and comfortable with the decision timeline
Make all requirements explicit—don’t start until every box is checked
🗓️ Run a structured pilot with built-in checkpoints
Pre-schedule calls for kickoff, support, check-in and final decision:
Start with a kickoff call to align on pilot structure, success metrics and criteria as well as required prerequisites
Schedule a support call to set up real use cases, unblock setup issues, and address questions on specific flows (Eg. Configure a test flow or integration live)
Hold a check-in call to measure progress against success metrics, address objections, and discuss scope and pricing
End with a decision call that ties pilot results to success criteria, push for a go/no-go, and propose next steps
Put all meetings on the calendar upfront to avoid going dark or losing momentum after kickoff
2 traps to avoid
🚨Running pilots that create friction instead of removing it
Pilots should de-risk the deal and accelerate adoption—not add steps or slow it down
Don’t create hurdles where there were none—if the buyer is ready to say yes, having a pilot turns momentum into delay
🚨Letting pilots drag into endless stalls
Pilots prove the product works and value can be captured—not that value exists
If prospects don’t see value existing, skip the pilot and highlight the cost of inaction instead
Long pilots = resource-wasting stalls, not validation
Set hard boundaries on pilot scope to force real yes or no decisions
1 tool to leverage
📖 Best practice on running sales pilots
Keep pilots under 90 days. If longer, make it a paid pilot.
Leverage tools like Google Analytics to capture user behavior for the pilot
Bonus: 1 trend to spark startup ideas
📈 Mishandled E-commerce returns are killing retail profits
Returns doubled to $890B/year since 2020, with 17–30% return rates
70–80% of returned goods’ value are salvageable—but most are mishandled
Legacy solutions are built for returns processing, not inventory value maximization:
Returns cost 20-65% of original item value
Brand-owned resale sites cannibalize full-price sales.
Third-party recommerce (buying and selling previously owned items) is slow and operationally complex.
Recycling offers too little per-unit value to be scalable.
Brands demand:
Time-to-restock under 1 month to maximize value for restocking in-season
AI-driven, ultra-accurate grading and processing to reduce labor and human error
Granular data on returns to forecast inventory and tailor marketing
Recommerce that maximize value while protecting brand equity
Startup Knowledge CheckWhen should you ask about budget, authority, and timeline? |
Hint: Read our past newsletter around how to run introductory sales calls.
Continue learning
Other resources
Apply to participate in Founders Pop-up Board Advisory and receive startup feedback from execs at Microsoft, Google, Meta, Reddit (Free)
Schedule for a consultation on structuring your equity-based compensation plan (Free).
Fill this form and we’ll get in touch for details on how we can get your brand in front of our community.
Still figuring out your startup idea?Take our free course ― Zero to Startup: How to Identify a Winning Idea Fast, where you’ll receive 1 email per day over 5 days to help you get started! |
What did you think of today's content?Your feedback helps us improve. |
Please complete this 2-min survey to help us get to know you and better tailor content for you.
“Reply” with any follow-up questions you might have, and we’ll work on covering them in a future newsletter!
Stay tuned for more startup wisdom in next week’s edition!