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AI-Powered Executive Support

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.

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.

Operations documentation & SOPs
Grant proposals & funder narratives
Strategic plans & OKRs
Board updates & presentations
Email composition & stakeholder updates
HR templates & employee handbooks
Business proposals & pitch decks
Workflow automation design
Research briefs & competitive analysis
Meeting prep & executive summaries

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.

Entrepreneurs & CEOs
Move faster with a virtual chief of staff handling your backend — from investor updates to operational systems.
Nonprofit Leaders
Free up mission time. Draft grant proposals, board reports, and donor communications without sacrificing program work.
Consultants
Deliver more value to clients. Generate project plans, status reports, and professional deliverables in a fraction of the time.
Social-Impact Founders
Build the infrastructure your mission deserves. Turn ideas into fundable proposals, scalable systems, and real documents.

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.

Mission Pricing
Nonprofit Pro
$99/month
Registered 501(c)(3) organizations with annual budgets under $5M.
  • Everything in Growth
  • Unlimited grant proposals (all 3 formats)
  • AI grant & proposal generator
  • Unlimited PDF exports
  • Strategic plans & OKR templates
  • Board reports & donor communications

Application reviewed within 2 business days

Starter
$49–$99/month
Solopreneurs and early-stage founders getting off the ground.
  • Unlimited document drafts
  • Email composition support
  • Strategic planning templates
  • Basic workflow templates
  • 10 exports per month
Most Popular
Growth
$199–$399/month
Small businesses and nonprofit leaders with active operations.
  • Everything in Starter
  • Advanced document creation
  • Grant & proposal support
  • SOP & HR admin templates
  • Strategy support
  • Unlimited exports
Executive
$750–$1,500/month
CEOs, agencies, and organizations ready for priority support.
  • Everything in Growth
  • Priority AI response time
  • Customized workflows
  • Implementation guidance
  • Limited done-for-you support
  • Quarterly strategy check-ins
Enterprise / DFY
Custom
Full backend system builds and dedicated executive support.
  • Everything in Executive
  • Full AI workflow builds
  • Operational document system
  • Dedicated chief of staff support
  • Ongoing strategy & execution

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

01

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.

02

AI generates your documents

ChiefDesk produces complete, tailored drafts — not generic templates. Every document matches your context, your audience, and your voice.

03

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.

vs. LindyNo surprise billing. ChiefDesk pricing is flat and predictable — no per-action charges that balloon as you scale.
vs. XemblyWe're not going anywhere. ChiefDesk is built for long-term operations, not an acquihire waiting to shut down.
vs. generic AI assistantsWe don't stop at text. ChiefDesk produces complete, ready-to-use deliverables — proposals, SOPs, plans — not just suggestions.

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.

ChiefDesk produces complete, tailored documents — proposals, briefs, follow-ups — grounded in your organization’s context, not a blank chat window. Think of it as a chief of staff that already knows the board, the donors, and the deadlines.

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.