90-Day 1:1 Sales Coaching

You're going to close another $3-5K deal this month. You'll deliver excellent work. The client will be happy. And three weeks from now you'll do the same maths you always do: the system you built saves them $40K a year and you charged $4,000 for it.

Then you'll start prospecting again, because the pipeline doesn't fill itself, and the whole cycle repeats. Good work, good clients, good results, and a revenue number that never seems to match the value you actually deliver.

You already know what's wrong. You've known for a while. The pricing isn't reflecting the value. The conversations are productive but they're not producing the deal sizes the work deserves. And every month that passes at $3-5K per project is another month of delivering $10K+ results for a fraction of the price.

That gap has a number attached to it. If you're closing 2-3 deals per month at $4K when the work supports $10K, that's $12-18K per month you're leaving behind. Over the next year, that's $150-200K in revenue you'll generate for your clients and never capture for yourself.

So here's the question. Is the next 12 months going to look like the last 12? Because the gap doesn't close on its own. You've probably already proved that. You've tried adjusting your pricing, rewriting your proposals, reading books about selling. Maybe some of it helped a little, temporarily. But the number keeps settling back to the same range, because isolated fixes don't work when the problem is structural.

What keeps you stuck (and why it's not what you think)

You've probably diagnosed this as a confidence problem. Or a pricing problem. Or a "I just need to get better at closing" problem.

It's none of those.

The reason most AI consultants stay stuck at $3-5K for months or years is that they try to fix one thing at a time in isolation. They rewrite their LinkedIn profile. Or test a new pricing structure. Or read a book about sales conversations. Each change in isolation doesn't move the number enough to be convincing, so they conclude the market won't bear higher prices, or that their niche is too competitive, or that they just need more leads. And they go back to what they were doing.

The problem was never any single element. It's that your positioning, your offer structure, your conversation framework, your proposals, and your close process are all calibrated for $3-5K deals. They're a matched set. Change one without changing the others and the system pulls it back to equilibrium. That's why nothing you've tried has stuck.

When all five change together, the results show up fast and they're obvious, because every element is now reinforcing the others at the $10K+ level instead of dragging each other back down to $3-5K.

90 days from now, your business looks different

Here's what I mean specifically. Not "you'll feel more confident" or "you'll have better skills." Concrete, operational differences in how your business runs.

Month 1: You stop being the person who takes briefs

Right now, prospects tell you what they want built and you quote it. That dynamic caps your price because you're competing as an implementer and implementers get compared on cost.

In the first four weeks, we rebuild this from the ground up. Your ICP gets specific enough that you can identify qualified prospects proactively instead of hoping they find you. Your offer gets restructured into phased, outcome-driven engagements where the buyer is purchasing a managed result rather than a piece of work. Your LinkedIn and outreach get rewritten so the right people see you and think "this person understands my situation" rather than "here's another AI freelancer."

And you learn the INSIGHT conversation framework and use it on your very next call. Not in theory. On a real call, with a real prospect, that week.

By the end of Month 1 you've had at least 2-3 conversations using the new framework. They feel different. The prospects go deeper. They share more about the business impact of their problems. And the conversation naturally supports a larger number because you've built the value case before you ever mention price.

Month 2: The call reviews change everything

This is where the real money shows up, and it happens through something deceptively simple: I review your actual sales calls.

You record your conversations and submit them each week. Within 24 hours you get back a detailed Loom review with timestamped observations showing the exact moments where the conversation worked, where it went off track, and what to change next time.

Not generic advice about "building rapport" or "handling objections." Your words. Your calls. Your prospects. "At 14:22 you asked about their budget before establishing the cost of the problem. That's why the price felt high at 31:15. Next time, quantify the impact first using the questions we built, then present the investment against that number."

After 4-6 reviewed calls, you can hear the difference yourself. Your conversations are structurally different and the prospect's responses prove it. They're engaging more deeply, they're volunteering information about business impact without being asked, and when you present the investment they're nodding instead of flinching.

The first deal at $8-10K+ usually happens somewhere in the middle of Month 2. Not because you "believed in yourself" harder, but because the conversation produced a different result when it was structured differently. Once that deal closes, something shifts permanently. You have evidence. You know it works. You're not going back.

Month 3: The system runs without you thinking about it

Call reviews shift from fundamental adjustments to fine-tuning. We build out your complete post-call process: proposal templates that reflect the diagnostic conversation back to the prospect (instead of reading like a technical spec), follow-up sequences that reinforce the value case, and a close process that makes saying yes straightforward.

By graduation you have a conversation framework you can run on autopilot, a self-review process so you keep improving without a coach, a proposal template, a pipeline model, and an outreach system that keeps producing conversations while you're delivering current engagements. The sales director leaves. The system stays. And it keeps working because it's built on structure, not willpower.

What you actually get (and why each piece matters)

Six bi-weekly coaching calls (45-60 minutes). These are not motivational conversations. They're operational problem-solving sessions. What happened this week. What worked. What didn't. What to change for the next call. Think of them as the weekly meeting with the sales director you've never had.

Weekly call reviews via Loom (up to two per week). This is the single highest-ROI element of the entire engagement and there is nothing else like it in the market for AI consultants. Timestamped, specific, mapped to the INSIGHT framework stages. Every other form of sales training gives you theory and hopes you figure out the application. This gives you application directly, on your actual calls, with 24-hour turnaround.

Your custom INSIGHT conversation roadmap. The seven-stage framework tailored to your market, your buyers, and your specific solutions. Diagnostic questions, stage transitions, language for presenting your offer. You use this as a cheat sheet on every call until the structure becomes automatic, which usually happens around call 8-10.

Complete offer and pricing restructure. Your services repackaged and priced for $10K+ engagements, with phasing, milestones, and the value language to present them naturally. This is the structural work that makes the price feel proportionate to the buyer, because you're selling a managed outcome rather than a block of hours.

LinkedIn profile and outreach sequence rewrite. Your presence rebuilt so the right people find you and immediately think "this person understands where I'm stuck." Not broadcasting to everyone. Starting conversations with the specific people who are already looking for what you do.

Async support via Basecamp, Monday to Friday. 24-hour response time. This is for the moments between calls when you need a quick answer: "I've got a call tomorrow with a prospect who said X, how do I approach it?" or "They asked for a discount, here's what I'm thinking, does this make sense?" Real-time tactical support for real situations.

The guarantee (and why the conditions matter)

If you attend all six coaching calls, submit at least one call recording per week for review, and execute the agreed outreach plan, and you haven't closed at least one engagement at $8,000 or above within the 90 days, I continue coaching you at no additional cost until you do.

Read those conditions again. They're not fine print designed to wriggle out of the commitment. They're the minimum actions that make the result inevitable. Show up. Submit your calls. Do the outreach. Every person I've worked with who did those three things consistently hit $8K+ within the 90 days. The guarantee exists because the process works when you work it, and I'm willing to put my time on the line for that.

The $8K threshold is deliberately conservative. Most people who do the work hit $10K+ well before the 90 days are up, because the first deal at the new level usually lands in the middle of Month 2 once the conversation framework clicks.

The investment (and the cost of not making it)

Case study pricing: $3,997 (or three monthly instalments of $1,466). This rate is available for clients willing to document their progress as a case study for the INSIGHT portfolio. It won't be available permanently because once I have enough case studies, the incentive disappears.

Standard pricing: $5,997 (or three monthly instalments of $2,199). Full engagement with complete confidentiality.

If you've completed a Revenue Audit, the $397 fee is credited toward either tier.

Now, here's the maths you should actually be running. The gap between your current deal size and where it should be is $5-8K per deal. If the coaching helps you close just two deals at the new level during the 90 days, the entire investment is recovered before the engagement is even finished. Everything after that, for every deal you close at $10K+ for the rest of your career, is pure return.

But the more important number is the cost of not doing this. Another 12 months of closing at $3-5K. Another 12 months of delivering $10K+ value and watching the gap accumulate. At $6-12K per month in unrealised revenue, the cost of waiting another year is $72,000 to $144,000. The coaching investment is a rounding error against that.

You're not deciding between spending $4K and keeping $4K. You're deciding between spending $4K now and losing $72-144K over the next twelve months. Those are the actual numbers. Run them on your own deals and see what you get.