Three ways to grow as a leader.
Start free, and go as deep as you need. Tap each one below to see what's included.
Free Leadership Foundations — the Skool Community
Start with the free Leadership Night School community on Skool. You'll get access to a growing library of short, practical lessons covering Lead Self, Lead Others, and Lead for Results, plus tools and templates you can put to use the same day, and weekly live Q&A where you can bring real problems from work. No credit card required.
Join Free →Cohort Program Leadership Accelerator
A structured 12-week program that takes a small cohort of leaders through Lead Self, Lead Others, and Lead for Results together. Alongside live virtual clinics, select sessions are delivered in person locally, giving you real face-to-face coaching and connection with your cohort. You'll leave with a personal leadership plan and a 90-day plan for what's next. Cohorts are limited in size and run periodically.
Learn More →1-to-1 Private Leadership Intensive
For leaders who are already good — and want a level of support that's built entirely around them.
This isn't a course. It's eight weeks, one-on-one, structured around your actual role, your actual team, and the specific challenges you're facing right now.
These aren't fixed timeframes — we spend as much or as little time in each phase as your situation actually calls for. Some clients need most of their eight weeks in one place; others move through all three.
We start with how you operate under pressure: your decision-making patterns, your communication style, where your instincts serve you and where they don't. This is the foundation everything else is built on.
We move into the harder parts of leading people — accountability, difficult conversations, building trust, coaching your team instead of managing them. Real scenarios from your actual team, worked through in real time.
We close by translating all of it into execution — how you drive performance, lead up to your own leadership, and carry this forward without me in the room.
What you walk away with: Clearer decision-making under pressure. More confidence in the conversations you used to avoid. A team that trusts you more because you're leading with more intention. Not a framework you file away — a way of operating that's already yours by week eight.
Also included: Full access to the Leadership Accelerator's content, tools, and playbooks as reference material — plus direct access between sessions for the moments that can't wait a week.
Space is limited to a small number of clients at a time.
Book a Free Consult →This is the part almost nobody teaches you.
You’re closer to the work—and often closer to the customer—than almost anyone above you.
Frontline leaders are the supervisors, team leads, foremen, shift managers, department managers, and other first-line leaders responsible for turning company expectations into actual results.
You’re leading the people serving customers, building products, delivering services, solving problems, and doing the work the organization ultimately gets judged on. That is a lot of responsibility to leave to trial and error.
The better you become at leading people, the more career options you create for yourself.
Your company may have given you the responsibility without giving you the development.
You’re expected to manage performance, conflict, morale, accountability, difficult personalities, and pressure from above—often without enough practical training, coaching, or support.
Some companies invest heavily in leadership development. Others spend most of that money at the executive level while frontline leaders are left to learn through trial and error. That may be frustrating, but waiting for your employer to fix the problem does not move your career forward.
You can wait for someone else to decide your development matters, or you can take control of it yourself.
These are the kinds of problems that shape how people see you as a leader.
Become the obvious choice for the next promotion.
Show your boss you can lead at the next level before the opportunity opens up.
There’s an old piece of career advice: dress for the job you want, not the job you have. Leadership works the same way. Before someone trusts you with more, they’re already forming an opinion about how you handle what’s in front of you now.
The next promotion often goes to the person who already looks ready for it. Are you giving people above you that impression?
The place ambitious frontline and rising leaders go to get better.
Leadership Night School is an active community built around the leadership situations you’re dealing with right now— not an endless library of theory you may never use. Come with a leadership problem. Leave with a plan.
Live Leadership Clinics
Bring the situations you are dealing with and work through practical next steps.
Leadership Scenarios
Practice judgment by discussing realistic cases with more than one defensible answer.
Short Practical Lessons
Focused guidance on accountability, delegation, conflict, credibility, managing up, and more.
Scripts, Tools & Playbooks
Usable frameworks for the conversations and decisions you have to make tomorrow morning.
Experience earned in the real world.
I’m Jake Allen. I’ve spent 30 years leading teams—from the Marine Corps to Fortune 500 companies, startups, and everything in between.
I created Leadership Night School for ambitious frontline and rising leaders who are carrying real responsibility but are not getting enough practical support developing the leadership skills their careers increasingly depend on.
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Answers before you start.
How much time does this take each week?
There's no set amount of time—it depends on how much better you want to become at leading people. That said, most members spend 2 to 4 hours a week building their skills and capacity to lead.
Is it live, self-paced, or both? What if I can't make the live sessions?
Both. Inside the community you'll have self-paced video lessons, downloadable tools and playbooks, plus live Q&A, live coaching, and Live Leadership Clinics. All live sessions are recorded, so members can catch up anytime.
What platform does this run on, and how do I access it?
Leadership Night School runs on Skool. You can join at skool.com/leadership-night-school.
Who is this actually for?
Leadership Night School is for anyone who wants to become a better leader, but most of our content and members are new and frontline managers, and rising leaders who are ambitious about advancing their careers.
What if I'm not dealing with a "crisis" right now—is there still value?
Yes. There's always something new to learn about leadership, and as a member you'll often be the one offering support and perspective to someone else working through a challenge.
How is this different from a leadership book or a generic online course?
Leadership Night School lets you work through the actual leadership problems you're facing at work right now, build a real plan to handle them, and get ongoing support as you put that plan into action—not just consume theory.
Is Leadership Night School really free to join?
Yes. You can join the free community today, no credit card required. As we build out more live coaching access and deeper content, paid tiers will become available—current free members get the chance to lock in founding pricing before it opens to new members.
Is there a minimum commitment or contract?
No. There's no minimum commitment and no long-term contract, on the free tier or any paid tier that comes later.
Can I expense this through my employer's professional development budget?
Yes—many members do. We're happy to help you make the case, including providing any documentation your employer needs.
Who's actually running the clinics and answering questions?
You'll work directly with Jake Allen, founder of Leadership Night School, in the live clinics and coaching sessions.
Become the leader your next opportunity requires.
Whether the next opportunity is a promotion, more responsibility, better pay, or a move to a better company, stronger leadership gives you more options. Join Leadership Night School today, free.
Join Leadership Night School — Free