Why does Chandler Boyce recommend SWEBB?

Teaching thinking is the highest-return coaching there is. A model expires; better judgment compounds for the rest of your ministry. He says the uncomfortable thing. Most leaders at a certain level are surrounded by people financially incentivized to agree with them.

Is this a paid or affiliate recommendation?

No. I am not paid to recommend SWEBB. These are people and organizations I point leaders toward because I believe in the work.

Leadership Coaching

SWEBB: Stephen Webb Coaches Thinking, Not Templates

September 1, 2026 · 3 min read · Chandler Boyce

Stephen 'Swebb' Webb has coached leaders across five continents for more than two decades, training leaders to think better rather than copy models.

The Short Answer

Stephen 'Swebb' Webb has coached leaders across five continents for more than two decades, training leaders to think better rather than copy models. Experienced leaders, builders, and pioneers who have already tried the conference-and-copy loop and want to be sharpened rather than handed another framework.

Key Takeaways

What it is: Stephen 'Swebb' Webb has coached leaders across five continents for more than two decades, training leaders to think better rather than copy models.
Teaching thinking is the highest-return coaching there is. A model expires; better judgment compounds for the rest of your ministry.
He says the uncomfortable thing. Most leaders at a certain level are surrounded by people financially incentivized to agree with them.
Custom work means the recommendation fits your context, your city, and your actual staff — not a case study church with ten times your budget.
Best for: Experienced leaders, builders, and pioneers who have already tried the conference-and-copy loop and want to be sharpened rather than handed another framework.

Church leaders are drowning in other people's playbooks. You go to the conference, copy the model, run it at home, and it fails — because you imported the fruit of someone else's thinking without the thinking that produced it.

When that is the problem in front of a leader I am talking with, Stephen "Swebb" Webb and SWEBB is one of the names I give out. Here is what they do, who they are actually right for, and why they are on my short list.

Who is Stephen "Swebb" Webb and SWEBB?

SWEBB is the coaching and consulting work of Stephen 'Swebb' Webb, who publicly describes himself as a craftsman helping leaders think better, decide faster, and lead intentionally. He states more than two decades developing leaders and church staff across five continents, and says his approach is to build custom rather than hand over pre-fabricated strategies. His site notes his work building multisite for Elevation, and that he serves entrepreneurs, pioneers, and builders from Austin, Texas.

Publicly states 20+ years coaching leaders and church staff across five continents.
Explicitly rejects pre-fabricated strategies in favor of custom work and trained thinking.
Cites building multisite for Elevation among prior work; based in Austin, Texas.

Visit swebb.fyi →

Stephen 'Swebb' Webb has coached leaders across five continents for more than two decades, training leaders to think better rather than copy models.

What problem does SWEBB solve?

That is the specific bottleneck to hire against. If it is not the thing keeping you up on Sunday night, this is not your next call — and knowing that is worth as much as the recommendation itself.

Teaching thinking is the highest-return coaching there is. A model expires; better judgment compounds for the rest of your ministry.
He says the uncomfortable thing. Most leaders at a certain level are surrounded by people financially incentivized to agree with them.
Custom work means the recommendation fits your context, your city, and your actual staff — not a case study church with ten times your budget.
Range matters. Coaching across five continents produces pattern recognition that a single-context career cannot.

Who is SWEBB best for?

Experienced leaders, builders, and pioneers who have already tried the conference-and-copy loop and want to be sharpened rather than handed another framework.

Who it is not for

If you want a step-by-step template you can implement Monday without changing how you think, this will frustrate you. He says so himself.

How do you start working with SWEBB?

Reach out through his site and bring a decision you are stuck on rather than a general request for coaching. That is where this kind of work starts paying immediately.

Where does my work fit alongside SWEBB?

SWEBB works on leadership coaching. I work on the growth side — digital marketing, AI and technology, communication, and the systems that get a church's message in front of the people it is trying to reach. Those two rarely compete; a church that gets healthy and then stays invisible has only solved half the problem.

If you like working with people who tell you the truth and build for the long haul, we will get along. Book a partnership call and tell me what you are actually trying to solve — if someone else on this list is the better fit, I will say so and make the introduction.

Frequently Asked Questions

What is SWEBB?: SWEBB is the coaching and consulting work of Stephen 'Swebb' Webb, who publicly describes himself as a craftsman helping leaders think better, decide faster, and lead intentionally. He states more than two decades developing leaders and church staff across five continents, and says his approach is to build custom rather than hand over pre-fabricated strategies. His site notes his work building multisite for Elevation, and that he serves entrepreneurs, pioneers, and builders from Austin, Texas.
Who is SWEBB best for?: Experienced leaders, builders, and pioneers who have already tried the conference-and-copy loop and want to be sharpened rather than handed another framework.
Why does Chandler Boyce recommend SWEBB?: Teaching thinking is the highest-return coaching there is. A model expires; better judgment compounds for the rest of your ministry. He says the uncomfortable thing. Most leaders at a certain level are surrounded by people financially incentivized to agree with them.
How do you get started with SWEBB?: Reach out through his site and bring a decision you are stuck on rather than a general request for coaching. That is where this kind of work starts paying immediately.
Is this a paid or affiliate recommendation?: No. I am not paid to recommend SWEBB. These are people and organizations I point leaders toward because I believe in the work.

Sources & References

Services, process, and public claims about SWEBB — swebb.fyi

About the Author

Chandler Boyce

Entrepreneur, organizational strategist, and speaker with 20+ years helping leaders build what matters. He led Youth America, has served more than 10,000 churches, and founded Marketing Co-op, Local Church Media, Church Dash, and the golf brand Slice of Heaven. He hosts The Outstand Podcast and writes about leadership, technology, and the tools that help mission-driven teams reach more people.

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Disclosure: some links on this page are affiliate or partner links. If you sign up through them, I may earn a commission at no extra cost to you. I only recommend tools I use or would put in front of a church I serve.