For mid-level nonprofit leaders 1–3 levels below the C-suite
Built for your seat.
Built for the long haul.
A 9-month cohort for the leaders translating strategy into action through other people — with a clear baseline, a structured path through six leadership domains, and a peer community that makes growth stick.
- A clear starting line. The Confidare Leadership Self-Assessment maps where you are across 6 domains.
- A structured path. Six months, each focused on one domain, plus three months of integration and capstone.
- Proof you can point to. A capstone reassessment at Month 9 and a personalized development plan you keep.
You're in meetings all day, but decisions are still fuzzy, priorities keep shifting — and you feel like the glue holding everything together.
I’ve spent years coaching and facilitating leadership development across the nonprofit sector. I’ve worked with 100s of leaders, and what I kept hearing was the same thing:
“The training I get is either too basic or too executive. Nothing fits the job I actually do.”
You’re the connective tissue of your organization: not the CEO, not frontline, but the one turning priorities into real work through other people. You carry more responsibility than authority, and most leadership advice ignores that reality.
Grit may have gotten you this far. But sustainable leadership needs tools, practice, and people who get your seat.
Confidare is a 9-month, assessment-driven cohort that sharpens how you communicate, develop your team, manage performance, lead change, sustain your own resilience, and shape vision — with tools you can use the next week.
How Confidare Works
Step 1
Get your baseline.
You take a 36-question self-assessment across 6 leadership domains. Your results set the starting line — and shape the resources you’ll see throughout the cohort.
Step 2
Move through the path together.
One domain per month for six months. Then three months of integration and capstone. The tools you see are matched to your level — so the cohort moves together, but the work meets you where you are.
Step 3
Practice in real work, with people who get it.
Step 4
Measure your growth. Leave with a plan.
It’s proof — and a roadmap.
Join the list for cohort updates and early details.
Limited to 30 registrations.
Why Confidare?
Pronounced con-fee-DAR-ay, confidare comes from the Latin cōnfīdere — to have confidence in, to rely on, to trust. It’s built from con- (together) and fīdere (to trust), and it’s the root of words like confidence and confidant.
I picked Confidare as the name of this leadership cohort because that’s what I want every leader who does this work to walk away with — not just insights, but real trust in themselves. And the con- in confidare? It means together.
This work is stronger when leaders are building that trust together — challenging, supporting, and sharpening one another.
The 6 Leadership Domains We Cover
What you can expect
A structured path you don't have to design yourself.
No more wondering what to work on next. Each month focuses on one domain, in a deliberate sequence, with resources matched to where you actually are in that skill.
Tools you can use Monday morning.
Each month delivers leveled resources, scripts, and frameworks you can apply with your team and cross-functional partners — not theory you'll read once and forget.
A peer community that gets your seat.
A capped cohort of 30 leaders working the same material at the same time. You can ask the real questions, in a private community, with people carrying the same kind of weight.
Proof of growth — and a roadmap forward.
A capstone reassessment at Month 9 shows you exactly how far you've come. Your personalized post-cohort development plan tells you what to focus on next.
Be first to hear when enrollment opens.
“ When your long-term vision seems insurmountable, she helps you adjust your view. ”
Ashley Washington
Senior Director of Membership Experience & Leadership Growth
Lutheran Services in America
Meet your coach,
Sheila Weber
I’m Sheila. I’ve spent nearly 30 years in nonprofit and community-driven work — more than a decade of that in executive leadership, including two VP roles where I led statewide programs, managed multimillion-dollar budgets, and oversaw hundreds of staff.
I’ve done this work from the inside. I know what it feels like to sit in your seat — carrying more responsibility than authority, translating strategy into action through people, steady on the outside while things shift underneath you.
Sheila holds an MSW, an MBA, and is a Licensed Clinical Social Worker. She is certified in diversity coaching, positive psychology-based coaching, and emergent learning.
As a coach, facilitator, and consultant, I’ve partnered with the Annie E. Casey Foundation, StriveTogether, Lutheran Services in America, Future Farmers of America, and hundreds of individual leaders.
What I kept hearing from the people in the middle was the same thing: “The training I get is either too basic or too executive. Nothing fits the job I actually do.”
They were right. Most leadership programs skip the middle — the seat where your actual work happens. Confidare is what I built to fix that.
My conviction is simple: managers become better leaders when they learn to be steady, clear, and fair — especially when things get complicated. No leadership theater. No theory without follow-through. Just a 9-month cohort built for the job you actually do.
Enrollment is open. Limited to 30 max registrations.
Trusted by organizations like
Your investment in the Confidare Leadership Cohort
$1,997
Payment options available at checkout.
- Entry Leadership Skills Self-Assessment with scored results across all 6 domains
- 9-month structured cohort curriculum
- Monthly 90-minute live workshop with Sheila
- Monthly 60-minute live Q&A with Sheila
- Monthly 60-minute peer collaborative session
- Domain-leveled resource library matched to your proficiency in each skill
- Optional reassessments at Month 3 and Month 6 to track movement
- Required capstone reassessment at Month 9 with growth comparison
- Personalized post-cohort development plan generated from your capstone scores (PDF + persistent platform view)
- Active cohort community (private Facebook Group)
- Transition to the Confidare Alumni Community at graduation
Choose the Leadership
Cohort + Coaching Add-on
Get the structure, peers, and live group time of the Confidare Leadership Cohort – plus 9 private 60-minute coaching sessions with Sheila to navigate the situations that need more privacy, context, and personalized strategy to support your real work.
This is for you if:
- You’re navigating a high-stakes situation right now (a new role, a tough team dynamic, a board challenge, a reorg)
- You learn faster with personalized accountability
- You want a thought partner who knows your context, not just a coach you start over with each session
$4994
“ From apologizing for who I was, to leading with confidence. ”
Former Executive Director, Better Together Central Oregon;
Founder & Principal, Bravo Consulting
Common Questions
Who is this for?
I built the Confidare Leadership Cohort for mid-to-upper nonprofit managers and directors who sit 1–3 levels from the C-suite and are responsible for translating strategy into execution through other people. If you’re leading teams (or leading through influence across teams) and you’re trying to lead more strategically — not just keep everything afloat — this is for you.
Is this for managers and directors?
Yes — if you’re an established manager or director who’s leading through other people and helping translate strategy into execution. This is for leaders who are navigating complexity, making decisions, and building capacity in others — not for brand-new managers looking for entry-level supervision basics.
How much time per month does this take?
About 3.5 hours per month of live time — one 90-minute workshop, one 60-minute Q&A, and one 60-minute peer collaborative session. The rest is practice inside work you’re already doing — not on top of it.
What results should I expect?
Clarity on your strongest leadership domains and the one area that will make the greatest leverage opportunity right now – A practical development path you can actually follow – Stronger alignment and follow-through across your team and cross-functional partners – Less bottleneck leadership as you build capacity in others – More confidence and skill in performance conversations, change leadership, and strategic decisions – Concrete, measurable growth visible in your Month 9 reassessment
Can our organization send multiple leaders?
Yes — and it’s a strong move. When 2–3 leaders from the same organization go through Confidare together, they build shared language and reinforce each other’s development back at work.
You've been carrying a lot. You've been leading through grit, good instincts, and sheer willpower.
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