This skill should be used when scheduling, drafting, planning, or recommending anything that lands on a calendar, OR when the user asks "what's my floor", "check my protected time", "family floor status", "is this protected", "am I free at X", "can I schedule X". Reads protected blocks from CLAUDE.md > Values >…
This skill should be used when the user asks for a "file sweep", "friday sweep", "clean up files", "organize my files", "inbox sort", "rotate backups", or "what's stale in my folders". Runs the weekly file management routine: sorts the 00-inbox/ folder, flags stale drafts (>14 days), rotates hot backups (>14 days)…
This skill should be used when the user asks "finance check", "monthly finance", "burn audit", "runway check", "income expense", "what am I spending", "am I making money", "kill any subscriptions", "monthly check-in", or when the calendar hits the last Friday of the month. Reads finance-log.csv (one row per…
This skill should be used when the user asks to "ship it friday", "close out the week", "friday wrap up", "end of week", "week recap", "friday close", or when the calendar hits Friday afternoon. Orchestrates the weekly close-out ritual: logs the week's decisions, runs file-sweep, recaps what shipped, queues next…
This skill should be used when the user runs "/weekly-brief", "/monday-brief", "/daily-brief", says "give me the weekly pulse", "what's my week looking like", "Monday brief", "weekly check-in", "pipeline check", or asks for a periodic business pulse. Adapts to the user's stack, uses HubSpot if connected, falls back to…
This skill should be used when the user asks "what should I use for X", "what tool for Y", "what's the best Z", asks to add or switch a tool in their stack, or proposes a new function (CRM, email, scheduling, website, finance, storage, analytics, design, comms, automation). It recommends the lowest rung on a 4-step…
This skill should be used when any other NightShiftOS skill is about to recommend a paid tool, paid course, paid contractor, or paid service. Also triggers when the user asks "should I use X" or "should I buy Y" and X or Y costs money. Blocks the paid recommendation until a 2-week free attempt has been documented as…
This skill should be used when the user describes activities, tasks, projects, or weekly plans, and any time the user asks "what should I work on", "what's my week looking like", "is this worth doing", "is this revenue-adjacent". It tags every activity with a money-impact label ($$$, $$, $, distraction) so the user…
This skill should be used when the user proposes an expansion move (new hire, paid ads, new offer, raise prices, quit day job, sign a lease, sign a long contract, buy a paid tool above their stated cap), or when business-coach surfaces an opportunity that requires spending money, time, or social capital they did not…
This skill should be used when the user asks to "define my ICP", "who buys from me", "ideal customer profile", "ideal client", "who should I sell to", "customer research", "who is my customer", "narrow my niche", "customer interview help", "I keep getting unfit leads", or has marked customer-clarity as a goal in the…
This skill should be used when the user asks to "design my offer", "package my service", "what should I sell", "offer design", "scope my engagement", "build my package", "structure my service", "design my product", "how do I price this engagement", "I keep saying yes to scope creep", or has marked first-offer creation…
This skill should be used when the user asks for "positioning", "position my offer", "how am I different", "positioning statement", "vs my competitors", "what makes me different", "my elevator pitch", "what do I tell people I do", "I sound like everyone else", or has marked positioning-clarity as a goal in the…
This skill should be used when the user asks "should I raise prices", "what should I charge", "price test", "tier design", "money-back guarantee", "how much should this cost", "am I underpriced", "premium pricing", "my prices feel low", "I am getting too many price objections", "is my pricing scaring buyers away", or…
This skill should be used when the user asks to "prep for X call", "call notes for X", "client call prep", "prep my call with [name]", "what should I ask [prospect]", "build a brief for tomorrow's call", or wants a one-page prep brief before any sales or client call. Pulls CRM history, prior email threads, LinkedIn…
This skill should be used when the user asks for help with "objection handling", "how to close", "they said X, how do I respond", "deal stalled at proposal", "they want a discount", "they need to think about it", "what do I say to [specific objection]", "they're ghosting after [stage]", or wants tactical…
This skill should be used when the user asks to "build a cold email sequence", "write a cold email", "outbound sequence", "email sequence to prospects", "draft a 4-touch sequence", "set up cold outreach", "warm up inboxes", or wants any multi-touch outbound email play. Covers angle development, touch cadence, CTA…
This skill should be used when the user asks to "prep my discovery call", "discovery prep for [name]", "research [prospect] before the call", "build a discovery brief", "I have a discovery call tomorrow", "first call with [prospect]", or wants the specific pre-discovery research workflow for a cold prospect's first…
This skill should be used when the user asks to "run follow-ups", "draft follow-ups", "check stale deals", "who needs a nudge", "find prospects gone cold", "weekly follow-up sweep", "stale pipeline", or wants a sweep across their CRM for prospects past stale-stage threshold. Drafts the next-touch email per stage in…
This skill should be used when the user asks to "draft outreach", "write a cold email", "LinkedIn DM to [name]", "write an intro message", "reach out to [prospect]", "draft a connection request", "what should I say to [contact]", or any first-touch sales outreach via LinkedIn or email. Applies voice-rules. Distinct…
This skill should be used when the user asks to "review my pipeline", "audit my deals", "pipeline check", "deals review", "weekly pipeline", "where am I bleeding deals", "pipeline health", or wants a deep stage-by-stage audit of their sales pipeline. Identifies stage drift, no-movement deals, missing next-action…
This skill should be used when the user asks to "write a proposal for X", "draft a proposal", "proposal for [prospect]", "send Y a proposal", "build a SOW", "scope of work", "write up the engagement for X", or wants a formal proposal for a high-ticket engagement. Template-driven but customized per prospect. Pricing…