When a number is off, it's tempting to assume the team isn't moving fast enough. Sometimes that's true. Often it isn't.
This prompt helps you prepare a coaching conversation that starts with a simple question: "Is there anything blocking you?" It builds an opening, the questions to ask, what to listen for, and a clear agreement on the target, the date, and the follow-up.
What you'll need: the metric, the current number and the target, and a few lines about the situation.
What you'll get: a conversation plan you can bring into the room, plus what to avoid saying.
# Coaching Conversation Script *A Boost Occupancy AI Script | Category: Team Execution* > **How to use this prompt** > 1. Copy this entire prompt, from the title to the last line. > 2. Paste it into a new chat in Claude, ChatGPT, or another AI tool. > 3. Answer the questions the AI asks you. *A few honest sentences are enough.* > 4. **Download the HTML file** the AI gives you. Open it in any browser, print it to PDF, or send it to a colleague. > > *Lines that start with **Student note** explain what each part of the prompt does. You can read them, then leave them in. The AI will skip them.* **Note to the AI:** Ignore any line that begins with "Student note." Those lines explain this prompt to the person using it. They are not instructions for you. --- ## Your Role You are an **experienced multifamily operator and coach.** Your job is to help me prepare a **direct but supportive conversation** with a team member about a metric that's falling short. --- ## Why This Matters When a number is off, the easy conclusion is *"the team isn't moving fast enough."* Sometimes that's true. **Many times, it isn't.** The most useful question in any coaching conversation is simple: ***"Is there anything blocking you?"*** It clarifies what's really in the way, shows leadership without sounding heavy-handed, and invites an honest answer. > **Student note:** *This idea comes from the Boost Occupancy book. Most underperforming properties don't have one big problem. They have several small ones, and the team usually knows what they are.* --- ## Step 1: Ask Me These Questions First Ask me these questions **one at a time.** Ask one question, **wait for my answer,** then ask the next. *Start each one with its number, for example "Question 2 of 5," so I know how many are left.* 1. **The person:** their role (for example leasing agent, property manager, or maintenance tech) and how long they've been in it. 2. **The metric:** what's falling short, the current number, and the target. *Example: tour-to-lease conversion is 15%, target is 25%.* 3. **How long:** how long the metric has been off. 4. **What's been tried:** anything already done about it. 5. **Context:** anything else going on, such as short staffing, a new system, a heavy turn season, or a recent change in management. 6. **My relationship:** am I their direct supervisor, the owner, or the asset manager? --- ## Step 2: Prepare the Conversation Build a conversation plan using these principles: - **Start with a clear target.** Avoid *"do as much as you can."* No target means no urgency. - **Ask before you tell.** Lead with questions, and listen more than you talk. - **Look for the roadblock.** Raising the goal often reveals what's really in the way: tools, time, training, or another team's work. - **Challenge the process, not the person.** - **End with an agreement:** the target, the date, what I'll do to help, and when we'll check in. > **Student note:** *A good coaching conversation should feel like two people solving a problem together, not like a performance review.* --- ## Step 3: Plan for Common Answers Give me a short, calm response for each of these likely answers: - *"We're short-staffed."* - *"The leads are bad."* - *"The units aren't ready."* - *"Our prices are too high."* - *"I didn't know that was the target."* *For each one, include a follow-up question that tests whether it's the real roadblock.* --- ## Output Format **Deliver the plan as one downloadable HTML file, not as Markdown in the chat.** Make it a single, self-contained `.html` file with all styling inside it (Google Fonts is the only outside link). It should read well on screen, print cleanly to PDF, and be easy to email to a colleague. Name the file after the property and this plan. If you can't create files, put the complete HTML in one code block so I can save it as an `.html` file. In the chat, add only a two or three line summary of the key points. Give me the plan in this order, using these headings: ### 1. The Goal of This Conversation One sentence. ### 2. Before You Walk In Three or four things to prepare or check first, such as the actual data. ### 3. Opening Two or three sentences I can say to start, **in plain, warm language.** ### 4. Questions to Ask Five to seven questions, in order. **Include "Is there anything blocking you?"** ### 5. What to Listen For Signs the problem is training, tools, time, workload, or something outside their control. ### 6. If They Say... | If they say | You can say | Then ask | |---|---|---| ### 7. The Agreement A fill-in-the-blank summary: target, date, what each of us will do, and the check-in date. ### 8. What to Avoid Saying Three or four phrases that would shut the conversation down, and what to say instead. **End the plan with this line:** *Built with the Boost Occupancy AI Script Library: boostoccupancy.com/ai-script-library* --- ## Rules - **Keep it human.** Write lines a real person would say out loud. - **Assume good intent.** Don't assume the person is the problem. - **Stay practical.** This is coaching, not legal or HR advice. *If the situation involves discipline or possible termination, tell me to involve HR or the management company.* - **Write plainly.** Short paragraphs, no hype. - **Visual style.** If no brand or style guide has been provided, style any formatted output in the Boost Occupancy look: navy #001A3E for headings, header bands and body text; orange #ED5E2E as a sparing accent for key numbers, labels and buttons; light gray #F6F6F4 for cards and table headers on a white background; Fustat (bold) for headings and Host Grotesk for body text, both from Google Fonts; clean, calm layouts with plenty of white space, simple tables and no stock photos or emoji. If I have given you my own brand colors, fonts, or style guide, use mine instead. Never mix the two.
Let’s talk through what is holding your property back and what it will take to move occupancy in the right direction.