When You Can't Afford
Another Bad Month
When It's This Critical, You Don’t Need Advice.
You Need a Sherpa.
Your cashflow’s unstable. Your team’s at risk. You’ve already tried to fix this—but things haven’t stabilized, and your margin for error is gone.
Sherpa is our highest-touch, real-time recovery track, built for SMB Founders & Executives under pressure who can't afford another month of trial and error.
We don’t coach from the sidelines—we work inside your cashflow, your priorities, and your team. This isn’t a marketing play or a motivational moment. It’s triage, done with you.
Apply for a Sherpa ConsultationIs This Where You Are?
It’s Wednesday morning. Your vendor payments are due, but payroll is looming. You’ve made cuts already—some of them painful—but your numbers still don’t balance. Your top employee just asked for a check-in. You’re not sure if it’s a retention risk or just fatigue. You open your spreadsheet again… and you’re back where you were last week: guessing.
Sherpa is for when you can’t afford to keep guessing.
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Why We Built Sherpa
Most founders wait too long to ask for help—because they’re smart, capable, and used to figuring things out under pressure. But when the decisions stack faster than the capacity to solve them, capability alone isn’t enough.
We built Sherpa for the founders who aren’t afraid of the hard calls—but who can’t afford to make the wrong ones right now. The ones whose teams are watching. Whose runway is narrowing. Whose business *can* survive—if the next few moves are right.
Solo and Squad are for stabilization. Sherpa is for precision under pressure. It’s our highest-touch tier, created to walk with you directly through the numbers, bottlenecks, team capacity issues, and tradeoffs you don’t have time to untangle alone.
Sherpa isn't theory. It's real-time recovery support for founders under real pressure.
What You Get & Why It’s Different
Every Defensive Ascent Sherpa client gets full access to the foundational system — but the difference is in how it’s applied. You won’t just receive the tools. You’ll work through them with an expert by your side, analyzing decisions in real time, prioritizing what matters most, and adjusting your recovery plan as conditions shift.
This isn’t coaching. This is recovery execution — done with you.
Private Triage Session (Week 1):Â
Deep dive into current financial condition, cashflow velocity, and immediate risk points.
Custom Recovery Path:Â
Your system is adapted to your business model, burn rate, and leadership capacity.
Live 1:1 Working Sessions (Weekly):Â
Pressure-test your decisions before you act. No second-guessing.
Tool Implementation & Review:Â
Complete cost prioritization, resource reassignment, & A/R strategies w/ feedback.
Optional Staff Visibility Call:Â
Bring 1–2 key team members into a working session for alignment on key changes.
Live Community Triage Access:Â
Shared sessions for added feedback, fresh perspective, & backup when timing matters.
Most Sherpa clients see measurable cashflow relief and improved margin confidence within 30–45 days.
The Cost of Getting This Wrong Isn’t Just Financial
Most founders don't collapse all at once, They erode — decision by decision, delay by delay. One missed payroll turns into a credibility problem. One team departure becomes three. A well-meaning cash delay becomes a vendor relationship that won’t recover.
The biggest threat to your business isn’t the mistake you make — it’s the pattern you can’t see, or don’t have time to untangle. And by the time it shows up in the numbers, the damage is already done.
Sherpa exists for the founders who know what’s at stake and don’t plan to find out the hard way.
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Sherpa Isn’t for Everyone. But It’s Exactly Right for Founders Like These.
Each of these business owners was capable, committed, and actively trying to fix the issues inside their business. What changed wasn’t their motivation — it was the structured, hands-on support that helped them turn momentum into margin.
“I didn’t need motivation. I needed someone in the numbers with me. Sherpa helped us recover $18K in margin inside 6 weeks — without losing any of our team.”
Which Version of Defensive Ascent Is Right for Your Business?
| Feature / Support | Solo | Squad | Sherpa |
|---|---|---|---|
| Delivery Format | Self-Paced | Cross-Business Cohort | Private 1:1 Support |
| Access to Recovery Toolkit | âś… | âś… | âś… |
| Live Strategy Support | âś… Via Survival Room Add-On | âś… Weekly Group Sessions | âś… Weekly Company-Specific 1:1 Sessions |
| Facilitator Role | N/A | Squad Leader | Sherpa |
| Embedded Triage Guidance | ❌ | ❌ | ✅ |
| Best For… | Solo Leaders under financial pressure | Leaders ready to stabilize with peer support | Leaders who need high-touch recovery and no guesswork |
What’s the Cost of Getting This Right?
Most businesses that come into Sherpa are leaking $8K to $20K in margin every single month — through unaligned priorities, poor expense sequencing, underleveraged team time, and revenue they’re not collecting fast enough.
Sherpa exists to fix that. In the first 30–45 days, most clients recover 10–15% of cashflow and eliminate 8–10% in unnecessary expenses. That’s margin back in play without panic, guesswork, or delay.
Your Sherpa engagement is $6,000. That includes everything included: private triage, weekly sessions, tool customization, staff alignment, and live community triage access (2x weekly).
Our Commitment to You:
We don’t do drip coaching. We don’t upsell halfway through. You get real help from day one, in a time-bound, high-impact structure built to get your business breathing room fast.
If you complete the first 30 days and have taken action on our recommendations, and don’t see measurable cashflow improvement or decision clarity, we’ll extend or refund your program based on mutual review. We don’t lock people into bad fits. That’s not what this is.
