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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?

I have a question about adding a new owner when a current owner gets married. If I know an owner got married, given that Texas is a community property state, should I add their spouse as an owner?

Should we hire two senior devs or four juniors with our $400K runway?