Coaching for leaders facing a real decision
When the problem stops being informational, that's where coaching begins.
You have probably already searched, read, asked AI, and thought the problem through. Good. Keep doing that. Information can give you options. Experience helps you judge them. I help leaders weigh whether to stay or go, what to stop carrying, and how to lead through what changed.
Four weeks of coaching, $200. Four clients at a time.
Start where you are
Read. Ask. Use the tools. And when the question still will not let go, bring it to coaching.
Knowledge is available widely. Experience is available personally.
1. Read · Free newsletter
Knowledge and perspective
The free newsletter gives you access to what I know. Still Leading books are sold separately.
2. Tools · Free + Paid
Knowledge you can work
Free Library: Dozens of free resources. Inside Track (paid membership): $15/month or $150/year, with 100+ included resources, book summaries, and one group session with Todd each month.
3. Ask Todd · Free
Immediate guidance
Bring Ask Todd a real leadership question for information, first-pass thinking, and a useful next step.
4. Individual coaching · Paid
Experience, personally
One-on-one access to the experience behind my knowledge. $200 for four weeks, separate from Inside Track group sessions. Four active clients at a time.
Experience · Personally, with Todd
AI can help you think. Coaching helps you decide, act, and live with the decision.
EXPERIENCE
My books, newsletter, resources, and Ask Todd give you access to what I know. Coaching gives you access to the experience behind it: 35+ years with people, teams, decisions, transitions, identity, calling, and change.
I will not simply hand you answers. We will think together, test what you are assuming, draw out what you already know, and decide what deserves weight.
Judgment
Help weighing what matters, not more options.
Context
Your history, your people, your constraints.
Challenge
Honest pushback when the story you tell yourself is too easy.
Empathy
Taking seriously what the decision costs you.
Accountability
Following up on what you said you would do.
Lived experience
35+ years of pastoral and organizational leadership, working with leaders and executives.
$200 for four weeks. Four active clients a month.
My experience is worth more than $200. I keep the price there because I want the work accessible. Because of a disability, I coach entirely online and intentionally limit my practice to four active clients at a time.
Ask Todd
Bring your mid-career leadership questions.
Bring a real leadership question and get a practical answer, often connected to a relevant resource, framework, or next step. Ask up to three questions each week.
Ask Todd Now →Todd's books
The Still Leading books.
Book One
Still Leading: The Mid-Career Leader's Guide to Clarity, Rhythm, and Purpose
For leaders still carrying real responsibility who want rhythm and clarity, not another push.
Book Two
Still Leading: The Second Start
For leaders weighing a reset and what continued contribution could look like from here.
Resources
Practical tools for the work in front of you.
Free Resources
Open tools, no sign-in.
ExploreOriginal Tools & Diagnostics
Todd's own worksheets and frameworks.
ExploreSprints & Guided Experiences
Sequenced work with a defined finish line.
ExploreBook Summaries
The best leadership books, distilled.
ExploreBuy Once, Keep Forever
Focused guides you purchase once.
ExploreInside Track (Paid Membership)
100+ included resources, book summaries, and tools. $15/month or $150/year, plus one monthly group session with Todd.
Explore
From the Blog
New notes from the field.
September 28, 2026
Leadership Alignment and the Cost of Old Commitments
Leadership alignment can break while you are still keeping every commitment. Use the Alignment Recheck to test whether an old commitment still matches the reality underneath it.
September 21, 2026
Leadership Focus in the Age of AI
Leadership focus in the age of AI is starting to look different. You may finish more work before lunch than you could have finished in a day two years ago.
September 17, 2026
How Experienced Leaders Know When a Good Opportunity Should Close
Learn when to close an opportunity by testing its current value, hidden cost, and fit with the contribution your next season requires.
September 14, 2026
Leadership Clarity Requires Closing Good Doors
Explore the concept of leadership clarity and how it becomes challenging when faced with many good options to choose from.
Stay in the work
One honest email a week. Free.
Tuesday's free teaching helps you see what is happening. Inside Track is a separate paid membership: $15/month or $150/year, with 100+ included resources, book summaries, and one group session with Todd each month. Thursday teaching helps you apply the insight. Individual coaching is separate. Choose your plan on Substack.
What you get
- Tuesday's free teaching
- The Leadership Alignment Compass
- Selected free tools and resources
- First word on new books and sprints
About Todd
35+ years of leading people, not theory.
Turn hard-earned leadership experience into practical wisdom that strengthens people and keeps serving beyond any one title or season.
Read Todd's storyStay in the work
Join Free
Join free for Tuesday teaching that helps you see what is happening, selected free resources, and the Leadership Alignment Compass. Public writing remains open without an email.