$ ./leadership --intensive

Leadership Development.

The 6-Week Leadership Intensive

Leadership isn't a title. It's a system. I'm not a generic leadership coach — I'm a software engineer who builds systems, and leadership is just another system. Six weeks to architect yours.

6
weeks
1:1
coaching sessions
50/50
payment terms
playbooks
accepting new clients 📍 San José, Costa Rica · remote worldwide ⚙️ management · communication · strategy · sales · culture
ManagementCommunicationStrategySalesCulture1:1 StructuresAccountabilityPlaybooksScaling
01 ~ the_system

Leadership isn't a title. It's a system.

Most leadership coaching hands you a list of soft skills and hopes for the best. I do the opposite. As a software engineer, I've spent a decade architecting systems that run reliably under load — and leadership is just another system. We'll design yours the same way: processes, feedback loops, and clear interfaces.

⚙️ differentiator
I'm not a generic leadership coach.

I build systems — and leadership is just another system. Every framework you get is a repeatable process, not a personality lecture.

🧠 process architecture
Systems thinking, applied to people.

Information flow, decision paths, accountability chains — the same architecture that keeps software running keeps teams running.

Management
pillar
Communication
pillar
Strategy
pillar
Sales
pillar
Culture
pillar
02 ~ why_leadership_fails

Why leadership fails

It's rarely a talent problem. It's almost always a systems problem — and systems can be fixed.

👻 handoff
"My last developer ghosted at 80%."

Work stalls at the finish line because there's no ownership interface — no clear definition of done, no accountability chain.

🔀 handoff
Handoffs between crews & PMs break.

Information dies in transit. Field leaders and project managers speak different languages because there's no shared protocol.

📉 scale
Leadership systems don't scale.

What worked with 3 people collapses at 30. The founder's habits become the bottleneck — and the company culture.

03 ~ curriculum

The 3-Phase Curriculum

Six weeks. Three phases. One documented, scalable leadership system.

jeremylive@live.com: ~/leadership_roadmap.log
$ cat leadership_roadmap.log
Phase 1 · Week 1 Leadership Audit
Map your current system before you change it.

A 1:1 deep-dive mapping your current management style, communication bottlenecks and strategic gaps. For teams under 50, the founder's leadership is the company culture — so we audit it like production code before refactoring.

management stylebottlenecksstrategic gaps
Phase 2 · Weeks 2-3 Communication & Culture Framework
Repeatable systems for how your team runs.

How information flows, how decisions get made, team communication protocols, 1:1 structures, conflict de-escalation, and daily huddle structures that take 10 minutes but prevent 4-hour delays — plus the accountability chains that make it stick.

info flowdecision-making1:1 structuresconflict de-escalationdaily huddlesaccountability
Phase 3 · Weeks 4-6 Strategy & Sales Alignment Playbook
Connect revenue to reality.

Connect revenue goals to operational reality, optimize your sales process, and walk away with a documented, scalable leadership playbook that works whether you're on-site or not.

revenue alignmentsales optimizationscalable playbook
04 ~ whats_included

What's included

🎯 1:1
Six 60-min coaching sessions

Direct, weekly 1:1 sessions with you — the leader. Not a group webinar, not a video library.

🧭 framework
Team leadership framework

A repeatable operating model your whole team can adopt — not a one-off pep talk.

🛠️ workshops
Workshops

Hands-on sessions to put the frameworks into practice with your real team and real situations.

📘 playbooks
Actionable playbooks & templates

Custom playbooks and templates you can deploy immediately — documented, not vague.

💬 access
Direct access between sessions

Reach me directly via Slack or LinkedIn between sessions when a real decision comes up.

📈 outcome
A documented leadership system

You leave with a written, scalable playbook that works whether you're on-site or not.

05 ~ who_its_for

Who it's for

If you're leading people and your systems haven't caught up with your ambition, this program is for you.

🚀 founders
Founders & small-business leaders

Your leadership is your company culture. Build systems so the business runs without you in every room.

🏗️ field leaders
Project Foreman-style field leaders

The people who run crews on the ground — where handoffs between crews and PMs decide whether projects ship on time.

📈 scaling teams
Teams scaling past their first hires

The moment your playbook stops working is the moment you need one. If you're hiring your 2nd or your 50th, systems scale — charisma doesn't.

1
leader · yourself
<50
employees · small business
>50
employees · large business
06 ~ investment

Investment

the intensive
6-Week Leadership Intensive

leadership_intensive · 6 weeks · 1:1

$2,000 flat
Six 1:1 60-min coaching sessions with the leader
Team leadership framework & workshops
Custom playbooks & templates
Direct access via Slack / LinkedIn between sessions
payment terms
50% upfront to begin 50% at week 3
start the intensive ↗
🛰️ optional
Monthly Leadership Advisory Retainer

keep the momentum going

$1,200 /mo
Fractional leadership advisor on call
Ongoing system tuning as you scale
New hires · new phases · new problems

Graduates of the Intensive can continue with advisory support to keep the leadership system running as the business grows.

"This isn't an expense — it's infrastructure for your management system."

07 ~ start

Let's architect your leadership system.

Book a 20-minute diagnostic call. No pitch — just a diagnosis of where your leadership system is leaking, and whether the Intensive is the right fit.

accepting new clients · limited slots
🧑‍💻
Your instructor
Jeremy Live · Technical Lead & Systems Architect

I'm a computer science engineer with hands-on experience shipping generative AI solutions and LLM agents — and 8+ years of technical leadership across health, finance, telecom and logistics. That mix gives me a rare angle on coaching: I've led engineers, designed systems that scale under production pressure, and built the data-driven processes — analysis, measurement and iteration — that make leadership an engineered system instead of a personality trait.

No fluff, no generic motivation. I take the same systems-first, client-focused rigor I use to ship software and apply it to how teams run — so you leave with frameworks you can actually execute the next day.

generative AILLM agentstechnical leadershipdata analysisclient-first