A new Vendor Spending page, under Budget, indexes a decade-plus of district checks: search any vendor, see year-by-year totals, browse by category. And it answers the obvious question — did we really triple our spending? Mostly no: the big swings are bond construction and pass-through, not baseline operating.
David E. Weekly
Founder, Network Weather & Medcorder
Founder, Board Member, Advisor, and R&D Leader
Serial founder, technologist, product executive, and board director with 30 years of Silicon Valley experience. Extensive zero-to-one experience in startup & corporate R&D.
Roles & Affiliations
Co-Chair
W3C AI Content Disclosure CG
Co-chairing the W3C Community Group developing standards for transparent AI content disclosure in HTML.
Board President
Redwood City School District
Elected trustee overseeing $150M/year budget serving 6,500+ TK-8 students.
Contract Pilot
Angel Flight West
Volunteering as a commercial pilot flying patients to medical care across the western US.
Founder & CEO
Network Weather
AI-powered network monitoring helping enterprises understand remote & hybrid connectivity.
Open Source
Sparkle Validator
Web app and CLI for validating Sparkle appcast XML feeds used by macOS auto-updaters.
Lawn Lapse
Automated daily snapshot capture and time-lapse creation from UniFi Protect cameras.
Quicken Mac MCP
MCP server providing read-only access to Quicken for Mac financial data via Claude.
Advisory & Consulting
I've founded four companies and three nonprofits, and led R&D teams at Facebook, Google, and Capital One. I bring deep product thinking and a bias for innovation to every engagement —helping organizations of all sizes sharpen their product strategy, de-risk technical bets, and move faster from idea to impact.
The mix of real stories, clear frameworks, and practical tools landed well. The focus on AI as a genuine thinking partner strongly resonated with our direction for Enterprise Technology. We will double-down on design engineering as a core part of how we build our products.
David has been in our corner from the day we started in my garage. As both an advisor and board member, he's always available to jump on a call on short notice, whether we need a quick gut-check or a deeper strategic conversation. What makes David special is his ability to help us clarify our own goals and then weigh every business, product, and strategy decision up against them. He's a rare mentor who empowers you to make better decisions instead of just telling you what to do.
David is the uber-PM. He trained countless excellent PMs at Google to actually be good — focused on users, real value creation, and product–market fit. I've worked with hundreds of PMs. David stood out, and is one of the few I've kept in touch with. I could continue to learn from him, and would work for and with him again in a hot minute.
David has been instrumental in shaping everything I do in Venture Capital, from helping us see the opportunity to create the first pre-seed/seed fund in Mexico, building that first fund together, to now over a decade giving me ideas, feedback and advice as part of 500 Global's over a decade investing in the region.
Work With Me
Whether you need a technical advisor, board member, or strategic sounding board, I'd love to hear what you're working on.
Recent Writing
View all →The board's 619 policies now have searchable Spanish titles. Every school page shows who teaches there. The site behaves on a phone. And two bugs in our own data — doubled English Learner counts and 22 broken Spanish transcripts — that we found and fixed.
There's a search box now. Type a school, a topic, a dollar figure — it searches six years of public record in English or Spanish, and links straight to the document, not just the meeting that mentioned it.
I want to chat with my family finances without handing the data to anyone, and without abandoning a decade of Quicken history. Here is how, plus why Agent Skills are beating MCP servers as the shape of these integrations.
Three RCSD-authorized charters were a 404 on the site for months because a branch never merged. Tonight they're live, the /schools/ index has three sections instead of one, and the MCP tool can finally see what each board item actually proposes.