Most AI assistants just generate text. ChiefDesk actually does the work.
While others hand you a draft, ChiefDesk delivers complete proposals, operating systems, and funded strategies — ready to implement.
Free for 14 days — get back 10 hours/week.
What ChiefDesk Does
Your AI-powered chief of staff, executive assistant & business development partner
Built for leaders who are great at their mission but need structured backend support to document, fund, and scale it. ChiefDesk turns your priorities into polished, actionable documents — without adding headcount.
Who It's For
Leaders who need world-class backend support
ChiefDesk is built for executives and founders who are brilliant at their craft but need structured help with the documents, systems, and communications that keep a business running.
Built by an operator, not just engineers.
ChiefDesk's founder scaled a multi-million-dollar reentry and housing nonprofit — and knows exactly what a board update, a funder narrative, or a compliance audit actually needs to look like.
Learn more about Yusef →Why operators trust ChiefDesk
- Saving nonprofit leaders 10+ hrs/wk
- Scaled operations from $4M to $9.5M
- Built by a 501(c)(3)-adjacent operator
Case Study
In Their Words
“My executive coach, Yusef Wiley has been understanding and willing to guide and impart important leadership knowledge and tools.”— Joseph Huddleston, Antelope Valley Community Training Center
“The executive coaching program has been extremely valuable. I look forward to a continued relationship with your organization.”— Joseph Huddleston, Antelope Valley Community Training Center
“The executive coaching experience has been extremely beneficial. With experience-based guidance, I am evolving as a CBO leader.”— Joseph Huddleston, Antelope Valley Community Training Center
Pricing
Invest in your operations — from $49/month, or $99/month for nonprofits
No seat limits, no per-document fees. Pick the tier that matches where you are and scale as you grow. Lower tiers are self-serve; higher tiers include done-for-you support.
- Everything in Growth
- Unlimited grant proposals (all 3 formats)
- AI grant & proposal generator
- Unlimited PDF exports
- Strategic plans & OKR templates
- Board reports & donor communications
Or if you want to confirm eligibility before subscribing
Add-on availableAdd the Team Training tracks →
- Unlimited document drafts
- Email composition support
- Strategic planning templates
- Basic workflow templates
- 10 exports per month
- Everything in Starter
- Advanced document creation
- Grant & proposal support
- SOP & HR admin templates
- Strategy support
- Unlimited exports
- Everything in Growth
- Priority AI response time
- Customized workflows
- Implementation guidance
- Limited done-for-you support
- Quarterly strategy check-ins
Add-on availableAdd the Team Training tracks →
Nonprofit Pro — Mission Pricing
Apply for nonprofit pricing
For registered 501(c)(3) organizations (or equivalent) with annual budgets under $5M. Fill out the short form below — we review applications within 2 business days and send your subscription link directly.
✓ US 501(c)(3), Canadian CRA-registered, UK Charity Commission, or equivalent
✓ Annual operating budget ≤ $5M
✓ Account used for the nonprofit's own operations (not a consulting agency)
How It Works
From task to deliverable in three steps
Answer guided questions
Describe what you are working on — a grant proposal, a hiring policy, a quarterly report. The more context you give, the better the output.
AI generates your documents
ChiefDesk produces complete, tailored drafts — not generic templates. Every document matches your context, your audience, and your voice.
Review, refine, implement
Edit, regenerate, or approve until it is right. Then export as a PDF, send directly, or plug it into your existing workflow.
The ChiefDesk Approach
Self-serve, done-with-you, or done-for-you
Not every leader needs the same level of support. Our tiers are designed to scale with you — from independent document generation in Starter/Growth, to guided implementation in Executive, all the way to full backend ownership with Enterprise.
Not sure which tier is right for you?
Book a free 30-minute discovery call. We will learn about your operations, identify the highest-leverage opportunities, and recommend the right fit — no pressure, no pitch.
Book a Discovery Call
Request your free 30-minute call
Tell us about your operations and what you need most. We will follow up within 24 hours to schedule a time that works for you.
Get Early Access
Join the ChiefDesk waitlist
Be the first to know when Starter and Growth tiers open. Early access members get priority onboarding and special launch pricing.
FREQUENTLY ASKED
Questions worth answering before you sign up.
The seven objections we hear most from executive directors, founders, and chiefs of staff.
Want the detailed version?
Read the full FAQ.
Direct answers to the five objections nonprofit leaders raise most often — setup, data, cancellation, and how ChiefDesk compares to a hired EA.
Limited Spots
Get early access to ChiefDesk — join the queue.
Share your name and email to secure your spot. Early adopters get hands-on onboarding and locked-in launch pricing before we open to the public.