Strategic Planning launches 2026 — join the waitlist →

Leadership Assessment

Leadership development for the seat between strategy and execution.

I work with mid-level nonprofit leaders — and the organizations developing them — to build leadership that holds up under real conditions: limited resources, complex stakeholders, and the constant work of translating strategy into action through other people.

Illustration representing nonprofit leadership development
1,200+ Coaching & Facilitation Sessions
350+ Leaders Impacted Annually
Rebecca Keisow-Knudsen, President and CEO of LSS of South Dakota
Five star rating
“Working with HomeGrown Strategies has been a game-changer for our organization. Their strategic planning and coaching services have helped us foster systemic changes and make sustainable improvements.”
Rebecca Keisow-Knudsen President & CEO, LSS of South Dakota

The middle seat

The middle seat carries pressures no one wrote a playbook for:

  1. 01

    You're navigating priorities that shift faster than they're communicated.

  2. 02

    Translating strategy into action through people who don't all see it the same way.

  3. 03

    Holding standards while protecting trust.

  4. 04

    Trying to grow as a leader while everyone around you assumes you've already got it figured out.

Most leadership programs aren't built for that work. Executive content sits too high. Manager basics sit too low. The middle — where the actual translation happens — gets skipped.

That's the seat I build for.

How I work with nonprofits

Three offers, one focus: building leaders who can do the hardest middle work well.

Flagship

Confidare Leadership Cohort

A 9-month assessment-driven cohort for mid-level nonprofit leaders. Built around six leadership domains, structured around real practice with peer support, and measured at the end with proof of growth.

  • Self-Leadership
  • Communication
  • Strategy
  • People
  • Execution
  • Trust
See the program →

For Organizations

Send leaders to the open Confidare cohort, run a private cohort for your leadership bench (eight or more leaders), or build a custom workshop, retreat, or coaching engagement for your team.

See how it works →
Launching 2026

Strategic Planning

For nonprofits navigating a strategic inflection point, I facilitate planning processes built around real choice, real focus, and real follow-through. New offer launching in 2026.

Join the waitlist →

Growing organizations we've helped

  • LCFS of Illinois logo
  • Annie E. Casey Foundation logo
  • National FFA logo
  • Better Together Central Oregon logo
  • Creative Outreach Consulting logo
  • LSA logo
  • StriveTogether logo
  • Levitt at the Falls logo
  • LSS of South Dakota logo
  • The Jewish Board logo
Five star rating
“Sheila Weber is an exceptional partner who excels in simplifying complexities that other organizations often make daunting. She has consistently demonstrated her expertise by meeting clients where they are, understanding their unique needs, and collaboratively developing actionable plans that deliver tangible results.”
Corey D. Flournoy Principal, Creative Outreach Consulting
Corey D. Flournoy, Principal at Creative Outreach Consulting
For leaders

If you're a leader ready to grow: start with the Confidare Leadership Skills Self-Assessment.

Take The Free Leadership Assessment
For organizations

If you're developing leaders inside your organization: schedule a 20-minute partner call.

Schedule A 20-Minute Partner Call

Lead positive change and level up your leadership

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