Hey ,
Remember the last newsletter in which we broke down how legacy funnels push serious buyers away? Using that same lens, We ran an exclusive AI event with 30 CEOs in Salt Lake City.
The session covered where AI moves revenue, how to prevent leaks, and ownership of outcomes when workflows change.
Guess what?
When AI was bolted onto old steps, cycle time and win rate barely moved. When teams rebuilt the flow and gave AI a defined job with a clear owner, median speed to first response fell from 41 minutes to 8, and second meetings scheduled 27.4% faster.
The truth is… AI is not your strategy. It is the engine inside your strategy.
This week, we are unpacking where AI creates measurable lift, with specific examples and the steps you can implement next.
Estimated reading time is 3.8 minutes.Hit reply and share what you are seeing on your side.
Where AI Pilots Stall (And What To Fix)
Marketing Tip of the Week - Powered by Decoded Strategies
Episode #112: This YC Startup Uses AI to Expose $500B Hidden Risks in Construction| Luigi La Corte
We see Pilots stall when the tool comes first and the workflow comes second. Data quality lags, ownership is unclear, and usage drifts into shadow spaces that legal cannot support. Excitement peaks at kickoff, then goes quiet six weeks later.
What the numbers show:
Dirty inputs
Dashboards look impressive while definitions drift across teams. AI summarizes bad fields faster, which speeds up errors. Forecasts feel confident and still miss by upwards of 18.6%. Lock stage entry, stage exit, and next steps in plain language. Backfill required fields and retire guess-inviting fields to stop the model from amplifying noise.
Shadow usage
Public tools with connectors sneak into sensitive workflows. Legal learns after the fact, and the response becomes prohibition instead of governance. Publish an AI charter naming approved tools, data boundaries, owners, and review cadence. Route new tool requests through one intake with a 48-hour response target, and track usage in a simple registry to prevent leaks.
No handoff to the line
Ops runs a POC, but managers never get trained to inspect the new motion. The pilot reads well on a slide while the field keeps the old steps. Write a fixed set of inspection questions and require them in every deal review. Certify managers on discovery, recap, and outcome clips, and anchor coaching with exemplar recordings in one place.
Modern teams integrate AI into specific roles within the revenue workflow. They publish a charter, define owners and boundaries, and measure movement that matters. The stack is secondary to the motion.
Here is what that looks like in practice:
Inbound triage that acts in minutes
An AI router reads intent, scores by ICP, and books to the right calendar with a promised agenda. Median speed to first response drops from 41.7 minutes to 8.9 minutes, and show rates rise by 14.2 percent.
Discovery notes that become a success plan
Calls are transcribed and structured into a one-page recap with roles, dates, risks, and a draft mutual action plan. The recap goes out within 20 minutes, and second meeting is scheduled 27.4 percent faster.
Outcome clips on demand
Reps generate two short workflow clips that mirror the buyer’s job. Each clip stays under 3.2 minutes and links to a checklist the champion can forward internally.
Forecast inspection that flags real stalls
A model scans for missing next steps, single threading, and unchanged fields. Managers coach to buyer actions, not opinions, and push rates fall by 16.8 percent inside the defined ICP.
A simple charter that prevents leaks
The charter names approved tools, data rules, owners, and review cadence. Shadow usage drops because teams know what is allowed and why.
These are not proofs of concept. These are operating changes tied to revenue outcomes, with clean inputs and named owners.
Industrial software, mid-market
Inbound triage and recap automation replaced manual routing and notes. Time to first meeting fell from 3.7 days to 1.1 days. Win rate inside ICP moved from 18.4 percent to 26.9 percent. On a $2.41M weighted pipeline, that created $207,300 in additional closed revenue within two cycles.
Fintech, enterprise
Forecast inspection and outcome clips tightened the middle. Stalled stage time dropped by 31.6 percent. Two-week forecast accuracy rose from 58.7 percent to 82.4 percent. Annualized, the team converted an extra $384,900 without new headcount.
When the jobs are defined and the guardrails are clear, momentum shows up in numbers you can inspect and coach. The lift is durable because managers own the review.
Teams that operationalize see fewer surprises, cleaner forecasts, and shorter paths to value across the same segments.
Time to first value falls from 22.4 hours to 7 hours, and second meetings are booked 29.3% faster.
Forecast accuracy two weeks out improves from 60.8% to 84 % with the same team and stack.
On a $2.76M weighted pipeline, a 9.7% win rate lift converts into about $267,700 in additional closed revenue within two cycles.
You do not need a platform overhaul to move revenue. You need a charter, two high-impact jobs for AI, and a coaching loop that managers can run without help.
Pick the smallest scope that touches real deals, then publish results every Friday so the change sticks.
Step 1: Inspect reality
Pull five recent wins and five losses. Measure time to first value, time between first meeting and second, and time spent in the stage where most stalls occur. Write what changed in the two deals that moved fastest.
Step 2: Remove early friction
Cut one gate and one form field. Offer one ungated outcome-based walkthrough. Add a scheduler path with four agenda options that map to common jobs. Track show rates and time to second meeting.
Step 3: Redesign the middle
Publish entry and exit criteria for the two stages with the longest time in each stage. Replace the demo script with three micro-demos tied to outcomes. Introduce a one-page security and data brief on every serious call.
Step 4: Make it coachable
Add four inspection questions managers use on every review. Certify managers to coach discovery and the new demo flow. Share a weekly green, yellow, red note on the two metrics you picked in Week 1 so everyone can see progress.
AI creates lift when it has a real job, a clear owner, and clean inputs. Bolted onto old steps, it only makes the wrong work faster.
Design around buyer motion, publish the charter, and measure movement. Cycle time drops, forecast gets cleaner, and pipeline turns into cash you can plan.
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No one wakes up excited to read about your latest team offsite.
The best newsletters aren’t updates, they’re value drops. Your audience wants insights, shortcuts, and help solving their problems, not a peek behind your company curtain.
Turn it into action: Take your next newsletter and rework 80% of it to focus on them, not you. Add 1 actionable takeaway they can use immediately. That’s how you go from delete to damn, that was good.
How do you fix an industry drowning in lawsuits and blown budgets? Luigi La Corte, co-founder & CEO of Provision (a Y Combinator–backed startup), joins us to share how his team is using AI to uncover risks hidden in construction documents.
From managing multi-billion dollar infrastructure projects to building one of the most promising construction tech startups, Luigi talks:
• Why contractors lose billions to hidden risks (and how AI can stop it)
• His leap from civil engineering to YC founder
• The future of AI-powered contract review
• Lessons from early customers, sales, and scaling beyond product-market fit
If you’ve ever wondered how AI, construction, and entrepreneurship collide, this conversation is for you.
Want help building your AI charter and picking the two jobs that move revenue first? Reply and we will work it with you.
Talk soon,
Adam, Dale, & Jake
Helping companies bridge the GTM Gap™.