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You can text or speak with the AI version of me here. My specialties are talking about AI and entrepreneurship.

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Jon Down is a recognized thought leader at the intersection of artificial intelligence, entrepreneurship, and strategic foresight. As a Professor of Entrepreneurship & AI at the University of Portland, he partners with companies and nonprofits to build internal AI competency and to deploy AI responsibly and effectively. Jon brings a rare blend of hands-on experience, academic rigor, and philosophical curiosity to his work—he’s both excited and uneasy about what lies ahead—and fully awake to what’s coming. His work focuses on helping humans thrive in a world where machines are rapidly becoming more capable, creative, and autonomous. A dedicated and highly regarded educator, Jon is known for his engaging teaching style and ability to make complex concepts accessible. He holds a PhD in Business Strategy from the University of Washington, an MBA from Harvard Business School, and an engineering degree from Oregon State University. If you’re looking for an experienced guide to help you or your team navigate the AI frontier, start a conversation. Jon is always open to collaboration. The real Jon can be reached at down@up.edu or 541-231-8390.

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Gemini Deep Research Report - AI Strategy for Nonprofits

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Gemini Deep Research Report - AI Strategy for Nonprofits

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I generated this report using Gemini while you were having your table discussions

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part 2/2

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Grant opportunities list for Oregon Adaptive Sports and similar orgs

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part 1/2

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Goal: Raise $1,000,000 between October 15 – December 31
Location: Central Oregon (Bend, Redmond, Sisters, Prineville, Madras region)
Purpose: Strengthen community impact and ensure sustainability for the upcoming year.

1. Fundraising Objectives and Breakdown

SourceTarget% of GoalStrategyMajor Gifts (>$10,000)$500,00050%One-on-one cultivation and year-end asksMid-Level Donors ($1,000–$9,999)$200,00020%Personalized outreach and recognitionAnnual Appeal (Mail + Email)$125,00012.5%Story-driven campaign with segmented appealsCorporate Sponsorships & Matching Gifts$75,0007.5%Local business partnerships and matchesEvents (Holiday Gala + Giving Tuesday)$50,0005%Hybrid fundraising eventsGrants (Foundation Year-End Requests)$50,0005%Regional foundations and donor-advised funds

2. Campaign Theme

“Together for Central Oregon”
A storytelling campaign focused on local impact, emphasizing that every donation stays in the region to strengthen families, nature, and community resilience.

Messaging pillars:

Local impact: “Your gift stays here.”

Urgency: “We’re $1 million closer to a stronger Central Oregon.”

Community pride: Highlight shared success stories from Bend, Redmond, and rural towns.

3. Timeline Overview

4. Key Strategies

A. Major Gifts & Leadership Giving

Identify 25–40 top prospects capable of $10k+ gifts.

Conduct personal visits in October–November.

Leverage board members and campaign ambassadors to make introductions.

Offer a $250,000 matching challenge to double mid-level gifts.

B. Annual Appeal

Segment list into current donors, lapsed donors, and prospects.

Mail appeal by mid-November; follow with 4–5 emails.

Use personal stories with high-quality photography from local programs.

Suggested giving levels: $100, $250, $500, $1,000+.

C. Digital & Social Campaign

Use the theme #TogetherForCentralOregon.

Run a coordinated Giving Tuesday campaign featuring video testimonials.

Partner with local influencers and media outlets (The Source Weekly, KTVZ, KBND Radio).

Paid social ads targeting Central Oregon zip codes.

D. Corporate Partnerships

Approach 10–15 local businesses for sponsorships ($2,500–$25,000 levels).

Offer co-branding opportunities, holiday giving drives, and staff volunteer events.

Promote matching gift challenges through employer programs (e.g., First Interstate Bank, St. Charles Health System, Hydro Flask).

E. Events

Holiday Impact Gala (early December) — 150–200 guests, hybrid option, silent auction, mission-centered program.

Giving Tuesday Virtual Rally — livestream with updates, testimonials, and real-time progress tracker.

F. Grants & Foundations

Submit proposals to regional funders (e.g., Oregon Community Foundation, Maybelle Clark Macdonald Fund, The Roundhouse Foundation).

Re-engage donor-advised fund holders before Dec 15.

G. Stewardship

Board members each thank 10 donors personally by phone.

Send handwritten cards to gifts over $500.

January “State of the Mission” digital event with donors.

5. Communications Plan

ChannelFrequencyKey MessageEmail1–2x per week“Your gift makes a local difference.”Social MediaDaily during Giving Tuesday, then 3x per week“Join your neighbors in supporting Central Oregon.”Direct Mail1 appeal + 1 reminder“End the year with impact.”WebsiteUpdated homepage + donation trackerHighlight stories, progress bar, and donor quotes.PR/Media2 press releases (Nov, Dec)Announce campaign and results.

6. Roles & Responsibilities

RolePerson/GroupResponsibilitiesExecutive DirectorLead major gift asks, donor stewardshipDevelopment DirectorManage campaign execution and reportingBoard MembersPeer outreach, thank-you callsCommunications ManagerDesign materials, social/digital strategyVolunteersAssist with mailings, events, and phone outreach