Join The "Finding Your Knowings" Challenge
Live July 15 – September 15, 2026 · Inside The Nest

You Don’t Need More Advice. You Need To Hear What You Already Know.

Join Jill Drader inside The Nest Summer School — a 2-month guided challenge to move from “I don’t know what to do” to a clear, values-aligned roadmap for your life, career, or business.

Join The Challenge — $97 CAD Two months of challenge and community access

After checkout, you’ll receive the next steps for accessing the challenge inside Skool.

Start here

Before you try to force another plan, pause here.

Jill will walk you through why clarity often gets buried under fear, pressure, and old expectations, and help you find your definition of a good life.

Save My Spot — $97 CAD

A personal invitation from Jill

Dear person who keeps saying, “I don’t know...”

Maybe you have been trying to make a decision about your life. Your career. Your recovery. A relationship. A business idea that will not leave you alone.

You have made the lists. Asked the people you trust. Watched the videos. Turned the possibilities over in your mind so many times that you no longer know which thoughts are yours.

What if I choose wrong? What if I disappoint someone? What if I am asking for too much?

The problem is not that you do not know what to do. The problem is that you cannot hear yourself anymore.

You need a place to step back, tell the truth, reconnect with what matters, and turn what you already know into a plan.

That place is The Nest.

First, let’s name it

Life Has You On The Spin Cycle

Life can feel like a whirlwind. In all that noise, it gets easy to make snap decisions, avoid the big decisions, or keep choosing the version of life that looks good from the outside but feels disconnected on the inside.

Right now, it may feel like...

  • Everything feels important at once.
  • You keep replaying the same choices.
  • You cannot separate your wants from expectations.
  • Your ideas never become a concrete plan.
  • You are waiting to feel completely ready.

By September 15th, the goal is...

  • You know what matters most in this season.
  • You can name what is keeping you stuck.
  • You have made the decisions that matter.
  • You have a personal 90-day roadmap.
  • You know your first three next actions.

Why you feel stuck

The Three Quiet Lies That Keep Good People Spinning

“I’m fine.”

The most painful lie is often the most socially acceptable one. Fine is not the same as free.

“Settling is just what adults do.”

A smaller career, a dimmer life, a dream deferred every year — it may only be the cage you learned to decorate.

“I’m not supposed to want more.”

Wanting more does not make you ungrateful. It can be the part of you that still knows you are meant to choose from truth.

The new way

You Don’t Need Someone Else To Hand You Their Plan

Jill’s role is not to put words in your mouth or tell you what your life should look like. Her gift is asking the right question at the right moment and helping you bring your own answers to the surface.

1

Retreat

Step out of the noise and take an honest bird’s-eye view.

2

Reveal

Notice the fears, masks, patterns, and inherited beliefs shaping your choices.

3

Realign

Reconnect your decisions with your values, vision, gifts, and inner knowing.

4

Roadmap

Translate insight into priorities, decisions, boundaries, and aligned action.

What this is

The Nest Summer School: Finding Your Knowings

A two-month guided Skool challenge with Jill Drader. Part coaching program, part retreat, and part summer reset.

Weekly Group Coaching

Bring the question, decision, fear, or fork in the road you are wrestling with.

Two Months Inside The Nest

A private Skool community for support, prompts, reflections, wins, and accountability.

Finding Your Knowings Journey

A guided week-by-week path from uncertainty to truth, values, vision, release, and aligned action.

Workbook Prompts

Reflection exercises, values work, journaling prompts, and planning tools.

Call Recordings

If you miss a live call, catch the replay and stay with the work at your pace.

Knowings Roadmap

Leave with a written document naming your values, vision, next actions, and 90-day plan.

Your final deliverable

You Will Not Leave With A Notebook Full Of Inspiration And No Idea What To Do Next — You Will Know.

Knowings Workbook cover featuring the OwlSeek framework

Your Finished Knowings Workbook

This is not just another workbook you will download and forget. By the end of the challenge, it becomes a personalized guide filled with your values, reflections, decisions, and next steps—a resource you can return to whenever life feels noisy again.

  • Your current reality and what is creating the spin
  • Your core values and leadership values
  • Your vision for the next chapter
  • What you are ready to release
  • The decisions you have been avoiding
  • Your 90-day roadmap
  • Your first three next actions
  • A clear definition of your good life

Your guide inside The Nest

Jill Does Not Teach Change From The Sidelines

Jill Drader is an author, speaker, strategist, educator, counsellor, entrepreneur, and woman with more than 20 years of sobriety.

Her job is not to become the loudest voice in your life. Her job is to help you hear your own.

25+ years
educator and strategist
500+ entrepreneurs
coached and scaled
20+ retreats
created and led
Top 40 Under 40
award-winning leader

In their words

What Happens When Jill Helps You Bring Your Own Answers To The Surface

Watch 30 seconds of clients sharing what changed after working with Jill.

Crystal McKenzie

Personal and Commercial Stylist

“Jill has been a God-send to myself and my company. Her passion and drive to help people accomplish their goals and dreams in life and business is outstanding. I would highly recommend her services to anyone needing a push in the right direction—no matter what it is.”

Breanne

Entrepreneur

“Jill’s intuitive nature helped propel my business forward by asking the right questions at the right time and addressing the issues that had been holding me back. She proposed creative solutions that pushed me out of my comfort zone and helped me create a tangible plan for success that I would never have believed I could implement without her support.”

Professional endorsement

Dr. Danika Zivot

Clinician Working With Individuals Navigating Recovery

Dr. Zivot describes Knowings and The OwlSeek Method as a rare integration of emotional truth, psychological insight, and spiritual depth. She highlights the work’s ability to help people recognize patterns, reconnect with their values, and translate personal insight into meaningful action.

“This work is revolutionary in that it refuses to prescribe a single path to healing. Instead, it creates space for individuals to recognize their own patterns, access their internal truth, and engage in a process of change that is both deeply personal and universally human.”
“What makes this work so impactful in a therapeutic context is its ability to bridge insight with action. It does not stop at awareness—it guides individuals back to their values, giving them a clear, grounded way to make decisions and measure growth over time.”

“This is not simply a book. It is a framework for understanding oneself and a guide for moving forward with clarity, honesty, and intention.”

Your spot in The Nest

Join The Full Summer Challenge For $97 CAD

One payment covers the complete July 15–September 15 Summer School challenge and two months inside The Nest community.

Everything included

  • Weekly live group coaching with Jill
  • Private Skool community access for two months
  • The Finding Your Knowings weekly journey
  • Knowings workbook prompts and values tools
  • Call replays and weekly commitments
  • Your completed Knowings Roadmap
  • Your 90-day action plan and first three steps
$97 CAD

One payment. Two months of challenge and community access.

Yes — Join The Nest Summer School Challenge begins July 15
Plain-English billing note: Your $97 CAD challenge access covers the full Summer School period. After the challenge, you may stay inside The Nest for ongoing support if you choose. Jill will remind you during the challenge so there are no surprises.

Before you join

Wait — Let Me Answer This First

Is this in CAD?

Yes. Jill is a proud Canadian, and the base price is $97 CAD. Stripe may automatically display and charge the equivalent in your local currency when local currency pricing is available. You’ll see the exact currency and total before you pay.

Where does the challenge happen?

Digitally, inside The Nest Skool community. After checkout, you’ll be taken to a confirmation page and receive an email with your invitation and instructions for joining the community.

What exactly do I walk away with?

A finished Knowings Workbook, including your personal Knowings Roadmap: your current reality, core values, vision, patterns to release, decisions to make, priorities, 90-day action plan, and first three next steps. You’ll get out of the experience as much as you put into it.

Is this therapy?

No. This is a coaching and personal strategy experience, not therapy, medical care, legal advice, financial advice, or crisis support.

How much time does this take each week?

Plan for one live coaching call plus reflection time. Replays are included if life happens.

Final invitation

Find Your Knowings. Build Your Roadmap. Begin Your Next Chapter.

You could wait until life becomes less busy. Until work settles down. Until the answer becomes obvious. But maybe the answer has not become obvious because you have not had a protected place to hear it.

Join The Challenge — $97 CAD July 15 – September 15 · Inside The Nest
Data For Your Soul
The Nest Summer School · Finding Your Knowings · Jill Drader

This is a coaching and personal strategy experience, not therapy, medical care, legal advice, financial advice, or crisis support.