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Our new customer-facing AI assistant was just found to be vulnerable to prompt-injection that can leak data between tenants. I need the board to run a red-team threat model of the assistant — attack surfaces, data-exfiltration paths, and the security controls + incident-response plan we need before we notify customers.

We need to publish our first ESG report to satisfy an enterprise customer's procurement requirement. Walk me through building a credible carbon-accounting baseline (Scope 1/2/3), which disclosure framework to align to, and where we're most exposed to greenwashing claims.

We have 11 items competing for Q3 roadmap slots and capacity for roughly 4 meaningful features. Candidates: (1) AI task summarization, (2) Slack integration, (3) mobile offline mode, (4) bulk task import via CSV, (5) recurring task templates, (6) client portal (view-only sharing), (7) time tracking, (8) dependency mapping, (9) custom status workflows, (10) SSO/SAML, (11) advanced search. Our top customer segment is agencies managing client work. Our churn data shows users leave primarily when they can't show clients status updates. How should we prioritize?

We are ready for launch. Do we need to add more features while we don't have users?

We received three contractor bids for pool deck replacement ranging from $85k to $142k. The low bidder has mixed reviews and no HOA references. The mid bidder has strong HOA references but a 14-week timeline that runs through summer. The high bidder is highly rated with a 9-week timeline. What framework should we use to evaluate these bids, what contract protections should we require, and how should we communicate the project timeline and assessment impact to homeowners?

The board has voted to approve a $1,200 per-unit special assessment payable over 6 months to cover an emergency boiler replacement. This is the second special assessment in 3 years. Homeowner trust is low after the previous special assessment was mishandled in communications. How do we communicate this in a way that rebuilds trust, preempts the most common objections, and minimizes escalation to board meetings?