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Five AI workflows sales teams can put to work now.
Five places sales work gets stuck—and for each one, a working instruction file, sample data and an example to work from.
Everything here runs in the AI tools your organization already has—ChatGPT, Claude, Gemini or Copilot. The examples use fictional businesses, people and numbers. And if you lead the organization, you don’t have to run any of this yourself: the Monday email hands the 30-day test to your sales leader.
Find your first workflow
Start where sales work is already getting stuck.
Pick the moment costing the team the most time or momentum. You’ll get one playbook to test, an accountable owner and one measure for the next 30 days.
One
workflow
One
owner
30 days
to learn
Where does momentum break down?
The operating rule
AI does the first pass. Your team makes the call.
Give it only information your organization allows. Keep the source material and missing facts visible. Nothing is sent, priced or saved until the right person checks it. Every instruction file below has that rule built in.
01 · Follow-through
Right after the call
Leave the call with the follow-up nearly done.
- What it is
- Turns call notes into a recap, an action list, suggested CRM updates and a draft follow-up email.
- What it solves
- Good calls lose momentum while notes sit in a notebook, the CRM waits for an update and the promised follow-up goes unwritten.
- How your team runs it
- After the call, the rep pastes in the notes or transcript, checks the draft, fills in missing details and sends the follow-up.
What goes in
- Call notes or a transcript your team is allowed to use
- Known account and contact details
- Any owner or date actually stated in the conversation
What AI prepares
- A concise meeting recap
- Suggested deal stage, with the evidence behind it
- An action list that leaves missing owners and dates blank
- Suggested CRM updates and a draft follow-up email
The demonstration
All businesses, people and numbers are fictional
What went in
Sample call notes
Call notes — every business, person and number below is fictional. call w/ Dana P., Hartley's Home & Garden, Tues ~40 min, her office wants a "spring push" — garden centers open mid-April, wants presence before that BIG issue: last co-op campaign (fall, thru the old rep) — she never got a single report. "I have no idea if it did anything." brought it up twice budget — she said "probably $2,500 a month, maybe more if I can show my brother it works" (brother = Rob, co-owner, handles the books) mentioned they're redoing the outdoor kitchen display area in March, thinks that could be a story? asked what we have for younger homeowners, didn't get into it she wants numbers monthly. non-negotiable for her NEXT: she said call her after the 15th once she's back from the buying trip also — invoice thing from Nov still unresolved? she thinks she overpaid, check w/ billing
What came out
An example based on the instructions and notes below, edited for clarity and length. Your result will vary; check it against the original notes.
Recap
- Met with Dana P. at Hartley’s Home & Garden, in person, about 40 minutes.
- Dana wants a spring campaign in market before garden season opens in mid-April.
- Trust concern raised twice: the fall co-op campaign, run through a previous rep, never produced any reporting.
- Budget indicated at “probably $2,500 a month,” possibly more if results can be shown to Rob, the co-owner who handles finances.
- The store is rebuilding its outdoor kitchen display area in March; Dana suggested it could be a story.
- Dana asked about options for reaching younger homeowners; not discussed in depth.
- Dana requires monthly reporting.
- A November invoice question is unresolved; Dana believes she overpaid.
Deal stage
Discovery — budget and timing were discussed but nothing was proposed or agreed (“she said call her after the 15th”).
Actions
Scroll sideways for all columns
| Action | Owner | Due | Source |
|---|---|---|---|
| Call Dana | You | After the 15th — no exact date stated | “she said call her after the 15th once she's back from the buying trip” |
| Check the November invoice with billing | You | — | “invoice thing from Nov still unresolved… check w/ billing” |
| Bring options for reaching younger homeowners | — | — | “asked what we have for younger homeowners, didn't get into it” |
CRM update
Scroll sideways for all columns
| Field | Suggested value | Status |
|---|---|---|
| Stage | Discovery | Needs confirmation |
| Next step | Call Dana after the 15th | Stated |
| Amount | $2,500/month indicated, not committed | Needs confirmation |
| Close date | — | Not stated |
Draft email
Subject: Spring campaign — what I heard, and next steps
Check before sending
- “After the 15th” has no exact date — pin one down before it slips.
- Rob approves spending. Decide whether the proposal review should include him.
- Don’t tell Dana the invoice is handled until billing actually has it.
If your meeting tool already transcribes
Teams, Meet and Zoom can all produce a transcript or recap. Paste the transcript in; a recorder’s summary isn’t a follow-up packet. Record only where your policy and state consent law allow, and tell the customer when you do.
The instruction file — use it with the sample above
Save it as follow-through.md where the team can reach it, then paste it into the Instructions box of a project, Gem or agent. Step-by-step for each tool.
# Follow-up packet — workflow instructions
## The job
Turn the call notes or transcript provided with these instructions into a follow-up packet a person will review. Nothing is sent, saved or promised — every section is a draft for the seller.
## Return exactly these sections
### 1. Recap
Five to eight short bullets: who met, what the advertiser is trying to accomplish, concerns raised, money discussed and anything promised by either side. Neutral language, no spin.
### 2. Deal stage
One suggested stage — use the team's CRM stage names if supplied, otherwise New / Discovery / Proposal / Verbal / Closed / At risk — with a one-line reason quoting the note that supports it. If the notes support two readings, show both.
### 3. Actions
A table with columns: Action | Owner | Due | Source. Fill Owner and Due only when the notes state them; otherwise write "—". When a line is the seller's own reminder ("check w/ billing", "call her"), the owner is You. In Source, quote the words in the notes the action comes from. Never invent a deadline to make the table look complete.
### 4. CRM update
Suggested field values (stage, next step, amount, close date), each marked "stated" or "needs confirmation". Leave amount and close date as "—" unless a number or date appears in the notes.
### 5. Draft email
A short follow-up email (under 150 words) that confirms what was heard, states the next step and asks about anything unclear. No pricing, no performance promises, no discounts unless the notes state them.
### 6. Check before sending
Two or three questions the seller must answer before this goes out: unclear owners, ambiguous numbers, anything left blank above.
## Rules that override everything above
- Use only what is in the notes. Do not add names, dates, prices, inventory or claims from anywhere else.
- If two parts of the notes conflict, show both and flag the conflict. Do not pick one.
- If the notes are too thin to fill a section, say so rather than padding it.
- Plain language, no hype.You still decide
The seller checks every fact, adds the real owners and dates, and decides what should be saved or sent.
Measure this
Share of completed calls followed up within 24 hours
Use the same prompt on five completed calls and record the time from call to ready-to-send follow-up.
02 · Retention
Before the renewal
See which renewals need attention this week.
- What it is
- Ranks your account list by the renewals that need a look this week, with the fact behind each one.
- What it solves
- A cancellation is often the last signal, not the first. Earlier clues are already in account dates, late invoices, lapsed campaigns and long gaps between conversations.
- How your team runs it
- Each Monday the manager pastes in the account export with today’s date and reviews the top ten with the team.
What goes in
- Renewal and campaign end dates
- Invoice status
- Last meaningful contact and current account value
What AI prepares
- A prioritized list for the team to inspect
- The specific signal behind each priority
- A suggested opening question for the seller
- Revenue represented on the list
The demonstration
All businesses, people and numbers are fictional
What went in
Sample account export — ten rows with missing details
Today's date: 2026-09-22 Account list — every business and number below is fictional. Account,Monthly value,Renewal date,Invoice status,Last campaign end,Last meaningful contact Valley Toyota,$6800,2026-10-20,21 days past due ($6800),running,2026-09-18 Hartley's Home & Garden,$2500,2026-10-04,current,running,2026-08-30 Bluebird Bakery,$450,,current,2026-07-10,2026-07-08 Northgate Auto Glass,$1200,2027-03-01,current,2026-09-01,2026-09-15 Ridgeline Credit Union,$3900,2026-10-08,current,running,2026-06-02 Lakeview Dental,$800,2026-11-15,14 days past due ($800),running,2026-09-10 Carter & Sons Roofing,$2100,2026-10-25,current,2026-08-15,2026-08-15 The Corner Bookstore,$350,2026-12-01,current,running,2026-09-19 Meadowbrook Assisted Living,$1600,2026-10-02,current,running, Prairie Equipment Co,$5200,2027-01-15,45 days past due ($10400),2026-09-05,2026-07-28
What came out
An example based on the instructions and ten accounts above, edited for clarity and length. Check dates and totals against your own account list.
This week
Scroll sideways for all columns
| Rank | Account | Value at stake | Signals | First question |
|---|---|---|---|---|
| 1 | Prairie Equipment Co | $10,400 past due · $5,200/mo | Invoice 45 days past due ($10,400); campaign ended 2026-09-05 with nothing following; no meaningful contact in 56 days (since 2026-07-28) | What changed for you after the September campaign wrapped? |
| 2 | Ridgeline Credit Union | $3,900/mo | Renews 2026-10-08, 16 days out; no meaningful contact in 112 days (since 2026-06-02) | What’s moved up or down your priority list since we talked in June? |
| 3 | Meadowbrook Assisted Living | $1,600/mo | Renews 2026-10-02, 10 days out; last meaningful contact not recorded | How is the current campaign working from your side? |
| 4 | Valley Toyota | $6,800/mo | Invoice 21 days past due ($6,800); renews 2026-10-20, 28 days out | Is there anything on the invoice we should straighten out before we talk about next year? |
| 5 | Hartley's Home & Garden | $2,500/mo | Renews 2026-10-04, 12 days out; invoices current; last contact 23 days ago (2026-08-30) | What would you need to see from this fall to feel good about renewing? |
Ranks 2 and 3 are close: Meadowbrook renews sooner, but Ridgeline pairs its renewal with the longest silence on the list.
Watch
- Carter & Sons Roofing ($2,100/mo): campaign ended 2026-08-15 with nothing following; renews 2026-10-25 — likely moves up next week.
- Bluebird Bakery ($450/mo): campaign lapsed 74 days ago (2026-07-10); renewal date missing.
- Lakeview Dental ($800/mo): invoice 14 days past due ($800); renews 2026-11-15.
Totals
- Monthly value in the this-week group: $5,200 + $3,900 + $1,600 + $6,800 + $2,500 = $20,000 per month.
- Past-due invoices in the group: $10,400 (Prairie) + $6,800 (Valley Toyota) = $17,200.
Data gaps
- Meadowbrook Assisted Living: last meaningful contact is blank — treated as unknown, which raised its rank. Confirm before calling.
- Bluebird Bakery: renewal date missing — urgency can’t be judged.
- Campaigns marked “running” carry no end dates in this export, so the lapse signal only applies to ended campaigns.
The instruction file — use it with the sample above
Save it as retention.md where the team can reach it, then paste it into the Instructions box of a project, Gem or agent. Step-by-step for each tool.
# Renewal watch list — workflow instructions ## The job Turn the account rows provided into a ranked "look at these this week" list a sales manager will review. Surface signals; never predict, diagnose or write off an account. ## What arrives with these instructions Account rows pasted as CSV or a table, or attached as a file, along with today's date. Expected fields: account name, monthly value, renewal date, invoice status, last campaign end and last meaningful contact. Work with what is present and list what is missing. ## Rank using only these signals - Renewal inside 30 days - Invoice past due - Campaign ended with nothing following it - No meaningful contact in 45+ days - Account value — size the dollars at stake; a small account with every signal can still rank below a large account near renewal ## Return exactly these sections ### 1. This week Accounts to look at, ranked, as a table: Rank | Account | Value at stake | Signals | First question. Signals must name the specific fields and dates driving the rank. First questions must be open questions about the account's situation, not scripts. ### 2. Watch Accounts with one weaker signal, one line each. ### 3. Totals Dollars represented in the this-week group, with the math shown. ### 4. Data gaps Missing fields that made the ranking less reliable, and which accounts they affect. ## Rules that override everything above - Never state or imply why an advertiser is drifting. "No contact in 62 days" is a fact; "they're unhappy" is a guess. Facts only. - Never label an account lost or churned. - Show every date calculation against today's date. If today's date is missing, ask for it before ranking. - If you can run calculations on the data, use them for the day counts and totals instead of estimating. - If two accounts rank close together, say so rather than forcing a false order.
You still decide
The manager confirms the account data and the seller decides how to approach the customer. A signal is a reason to look—not a prediction that the account is lost.
Measure this
At-risk revenue contacted before the renewal window closes
Choose three signals, run one team’s active-account list and review the top ten together.
03 · Inbound
When an inquiry arrives
Turn an inquiry into a reviewable proposal packet.
- What it is
- Turns an advertiser’s inquiry into a reply and a proposal outline built only from packages you approve.
- What it solves
- A promising email arrives with a business goal but not enough detail to price or propose responsibly. The reply stalls while someone gathers the missing pieces.
- How your team runs it
- The rep pastes in the inquiry and your approved packages, sends the reply that day and prices the proposal with the manager.
What goes in
- The original inquiry
- Inventory, packages and pricing rules your team can use
- Known account context and any seller-supplied price
What AI prepares
- The buyer’s goal and the questions still open
- Two or three package directions grounded in approved inventory
- A clear price and approval status for every direction
- A draft reply and suggested CRM updates
The demonstration
All businesses, people and numbers are fictional
What went in
Sample inquiry and approved packages
Every business, person and number below is fictional. --- The inquiry, as it arrived --- From: Mike T. <mike@summitpowersports.example> Subject: advertising?? Hey — not sure who this goes to. We're Summit Powersports out on Route 9. We do the RV show every March and honestly that's most of our year right there, we mostly want people showing up at the show. My cousin said you guys have some kind of digital option now on top of the paper? What does something like that cost? We did some radio last year, hard to say if it did anything. Anyway let me know. — Mike --- What the seller supplied --- Approved packages I can talk about: 1. Show Countdown: print + daily site placements the 3 weeks before an event 2. Countdown + Reach: same, plus targeted email and social extension No approved rates supplied yet — pricing goes through the sales manager. Known: Summit is not a current advertiser; no account history in the CRM.
What came out
An example based on the instructions and inquiry above, edited for clarity and length. Prices remain open until the seller supplies them.
What they want
Mike’s goal is attendance at the March RV show — a time-bound foot-traffic goal. “Digital option” is his cousin’s phrase, not his requirement; treat channels as means, not the ask. He is also signaling low trust in advertising he can’t measure (“radio last year, hard to say if it did anything”).
What we still need
- Budget — no figure or range was mentioned.
- Timing — the show date, and when he’d want the lead-up to start.
- Decision — whether anyone besides Mike signs off.
- Success — what “people showing up” looks like in numbers to him.
- History — what the radio effort was, so the plan doesn’t repeat what he already distrusts.
Directions
- Show Countdown — print plus daily site placements for the three weeks before the show. Fits because his year concentrates on one date, and this concentrates spend on the weeks that decide it. Price pending — seller to supply.
- Countdown + Reach — the same, plus targeted email and social extension. Fits if budget allows reaching beyond current readers in the final weeks. Price pending — seller to supply.
- Only two approved packages were supplied, so only two directions are offered.
Price and approval status
- Show Countdown — price pending — seller to supply. Package, timing and availability still need seller review.
- Countdown + Reach — price pending — seller to supply. Package, timing and availability still need seller review.
Draft reply
Subject: RE: advertising??
CRM entry
Scroll sideways for all columns
| Field | Value |
|---|---|
| Source | Inbound email |
| Contact | Mike T. |
| Company | Summit Powersports, Route 9 |
| Stated goal | Attendance at the March RV show |
| Indicated timing | Lead-up to March; show date not yet known |
| Amount | — |
| Next step | Reply sent; propose 15-minute call |
The reply doesn’t wait for the price
The draft reply asks questions and offers a call; it quotes nothing. Once the seller has reviewed it, it can go out the same hour, while the packet waits for the sales manager’s rate.
The instruction file — use it with the sample above
Save it as inbound.md where the team can reach it, then paste it into the Instructions box of a project, Gem or agent. Step-by-step for each tool.
# Inbound inquiry — workflow instructions ## The job Turn an inbound advertising inquiry into a reviewable proposal packet a seller will finish. Never quote a price the seller did not supply; never invent inventory. ## What arrives with these instructions (a) The inquiry as it arrived, and (b) whatever the seller can share: approved packages or inventory, rate information if any, and anything known about the account. ## Return exactly these sections ### 1. What they want The buyer's business goal in plain language, separated from the product words they used. A buyer who asks about "some digital thing" may really be asking for foot traffic. ### 2. What we still need The questions that must be answered before proposing: budget, timing, decision-makers, past efforts, how they'd judge success. List only the ones the inquiry leaves open. ### 3. Directions Two or three package directions built only from the supplied inventory, each with what it is, why it fits the stated goal, and a price — a number only if a usable rate was supplied, otherwise "price pending — seller to supply". If fewer packages were supplied than that, say so instead of inventing more. ### 4. Price and approval status For each direction, state exactly what is ready for seller review and what still needs approval. A price is a number only if a usable rate was supplied; otherwise write "price pending — seller to supply." Never imply availability, a discount or a result has been approved when it has not. ### 5. Draft reply A short response (under 120 words) that shows the inquiry was understood, offers a call and asks the two most important open questions. No price unless one was supplied. ### 6. CRM entry Suggested fields: source, contact, company, stated goal, indicated timing, next step. ## Rules that override everything above - No invented inventory, availability, audience sizes, performance claims or discounts. If no audience numbers were supplied, the directions contain none. - The reply makes no promise about results. - If the inquiry is too vague to propose anything, say so and make "What we still need" the centerpiece.
You still decide
The seller reviews the full packet, chooses the direction and supplies or approves the price. Keep inventory, audience claims, availability and expected results tied to information your team supplied.
Measure this
Time from inbound inquiry to a seller-approved proposal packet
Use five recent inquiries and compare the draft with what the team ultimately proposed.
04 · Preparation
Before the meeting
Walk into the call with a brief you can use.
- What it is
- Builds a one-page call brief from account history and public information, each fact with its source.
- What it solves
- Sellers either walk in underprepared or spend too long pulling together account history, public information and a useful opening question.
- How your team runs it
- Before a priority call, the rep pastes in the goal, the CRM history and any links, then reads the brief in two minutes.
What goes in
- The seller’s objective for the call
- Account history and prior campaign results
- The offer plus relevant public information with links to its sources
What AI prepares
- A one-page call brief
- What to lead with—and what not to assume
- Five questions worth asking
- Sources and missing information kept visible
The demonstration
All businesses, people and numbers are fictional
What went in
Sample call objective, account history and sources
Every business, person and number below is fictional. Objective: Dana at Hartley's Home & Garden agreed to a call after the 15th. Goal for this call: agree on a spring campaign shape and budget, and set a proposal date. Account history (our CRM): - Fall co-op campaign ran Sept–Nov through a previous rep; no reporting was ever sent to the client. Dana raised this twice on the last call. - Dana indicated "probably $2,500 a month, maybe more if I can show my brother it works." Her brother Rob co-owns the store and handles finances. - Last call notes: store is rebuilding its outdoor kitchen display area in March; garden season opens mid-April; Dana wants monthly numbers. Public information (allowed sources): - "Hartley's Home & Garden marks 40 years on Elm Street" — Ridgeline Courier, 2026-06-14 - Hartley's announced a Saturday workshop series (container gardening, raised beds) on its public Facebook page, posts dated 2026-08-02 and 2026-08-20 - A regional chain, GreenBarn, opened a location 6 miles away — Ridgeline Courier business brief, 2026-07-30
What came out
An example based on the instructions and account information above, edited for clarity and length. Each fact includes its source.
Lead with
Hartley’s is having a milestone year — 40 years on Elm Street — just as a regional chain opened six miles away. The spring campaign conversation is really a differentiation conversation: the anniversary, the rebuilt outdoor kitchen area and the workshop series are a story a chain can’t tell. And because the last campaign burned trust on reporting, the shape of this one has to make the monthly numbers a feature, not a promise.
Five questions
- How was the buying trip — anything you’re excited to push this spring?
- What will the outdoor kitchen area look like when it’s done, and when should people first see it?
- The Saturday workshops — who’s showing up, and who do you wish were?
- What would monthly reporting need to show for Rob to call this a win?
- Has GreenBarn’s opening changed anything for you since July?
What we know
- The fall co-op campaign produced no client reporting; Dana raised it twice (our CRM, last call notes).
- Indicated budget “probably $2,500 a month,” more if results can be shown to Rob, co-owner and finance decision-maker (our CRM, last call notes).
- Outdoor kitchen display rebuild lands in March; garden season opens mid-April (our CRM, last call notes).
- Hartley’s marks 40 years on Elm Street this year (Ridgeline Courier, 2026-06-14).
- A Saturday workshop series is running: container gardening, raised beds (Hartley’s public Facebook, 2026-08-02 and 2026-08-20).
- GreenBarn opened a location six miles away (Ridgeline Courier business brief, 2026-07-30).
Worth testing
- Hypothesis: GreenBarn’s opening is adding urgency to spring. Test with question five.
- Hypothesis: Rob is the real approval step, and a proposal stalls without him. Test: ask whether Rob should be in the room when the proposal comes.
- Hypothesis: the workshops are the bridge to the younger homeowners Dana asked about. Test with question three.
Don’t assume
- That the $2,500 is committed — it was “probably,” and contingent on proof.
- That GreenBarn has actually hurt business. Nothing supplied says so.
- That the reporting failure is forgiven just because a new campaign is being discussed.
If your tool can search the web
Most now can. Let it gather the public context itself if your organization allows that—but hold the line in the instructions: a public fact without a working link beside it doesn’t go in the brief.
The instruction file — use it with the sample above
Save it as preparation.md where the team can reach it, then paste it into the Instructions box of a project, Gem or agent. Step-by-step for each tool.
# Call brief — workflow instructions
## The job
Turn the seller's objective, account history and supplied public information into a one-page brief the seller can read in the two minutes before the call.
## What arrives with these instructions
The objective for the call, whatever account history exists, and public information the organization allows — each public item with its source (publication and date, or a link).
If you can search the web and the seller says the organization allows it, you may add public facts you find on your own — each must carry a working link, and anything you cannot link goes in "Worth testing".
## Return exactly these sections, in under one page
### 1. Lead with
Two or three sentences: the single most relevant thing happening in this advertiser's business, and how the call's objective connects to it. Business first, product second.
### 2. Five questions
Questions worth asking, ordered from easiest to hardest. Good questions come from this account's situation, not a generic checklist.
### 3. What we know
Facts, one line each, with the source in parentheses. Account history counts as a source ("our CRM, last call notes").
### 4. Worth testing
Two or three hypotheses that would change the conversation if true, each labeled as a hypothesis and paired with the question that would test it.
### 5. Don't assume
What the materials do not establish, so the seller doesn't walk in claiming it.
## Rules that override everything above
- Every fact in "What we know" carries its source. A claim supplied without a source goes in "Worth testing" instead — and so does any web fact without a working link.
- No inferences about anyone's personal life and no use of personal traits. This brief is about a business.
- If the objective and the evidence point in different directions, say so at the top.You still decide
The seller opens the sources, checks that each fact matters and removes any assumption that is not supported.
Measure this
Prep time per priority call
Prepare briefs for three priority calls, then ask sellers which parts helped the conversation.
05 · Practice
Before the real objection
Rehearse the hard part before the buyer hears it.
- What it is
- The AI plays a buyer raising a real objection, then coaches the rep’s answer.
- What it solves
- The first real objection should not be the first time a seller has tried to answer it.
- How your team runs it
- The rep pastes in the instructions and a scenario, answers by typing or voice, tries again and saves a three-line note.
What goes in
- The fictional seed and crop-protection marketer scenario below
- A proposed digital precision reach plus print discussion, with unknowns visible
- Three supplied objections and a planning conversation as the next step
What AI prepares
- One realistic objection at a time
- Coaching after the seller responds
- A retry of the same objection before advancing
- A three-line note: Rehearsed / Improved / Next
The demonstration
All businesses, people and numbers are fictional
What went in
Fictional agriculture scenario — digital precision reach plus print
Every business and role below is fictional. No real advertiser or customer inputs. Buyer: marketing lead at Alder Field Inputs, a fictional marketer of seed and crop-protection products. Generic product categories only; no claims about yield, efficacy or named products. Business context: planning a seasonal awareness campaign for growers and agricultural dealers. The buyer wants to understand who could be reached and what evidence would justify choosing channels. Offer to discuss: a proposed mix of digital audience targeting (digital precision reach) and advertising in an agricultural print publication. Neither channel's availability, targeting method, audience size, rates nor reporting has been verified. Do not claim exact grower identification, incremental reach or guaranteed leads. Desired next step: ask the buyer to agree to a planning conversation that reviews audience evidence, permitted targeting, available print inventory and possible measurement before any proposal or commitment. Objections to use in order, ONE at a time: 1. "Digital precision sounds attractive, but how would I know we are reaching growers rather than just buying clicks?" 2. "If digital is targeted, why would I keep print in the mix?" 3. "What evidence would I have to take back to justify this mix?" Start with objection 1 and wait for my response. Stay with it through coaching and a retry unless I explicitly ask for the next objection. I will say "wrap up" when ready for the three-line note.
What came out
A scripted example showing the buyer, seller, coaching and practice note. It was written to illustrate the exercise, rather than generated in a live AI session. Run your own rehearsal with the instructions below; voice availability depends on your tool.
Buyer
Digital precision sounds attractive, but how would I know we are reaching growers rather than just buying clicks?
Seller
I understand the concern. Digital could get the message in front of growers, and print could reinforce it.
Coach
What worked: you acknowledged the concern. What was missed: you repeated the channel idea without asking what evidence would establish grower reach. Try: “What evidence would you need to distinguish grower reach from general traffic before considering a channel mix?” Try again, or next objection?
Seller
Try again.
Buyer
Digital precision sounds attractive, but how would I know we are reaching growers rather than just buying clicks?
Seller
What evidence would you need to distinguish grower reach from general traffic before considering a channel mix? Could we use a planning conversation to review the audience source, permitted targeting and measurement options before deciding whether digital and print belong in the proposal?
Buyer
That addresses how we would examine the claim before deciding. A planning conversation would help; it is not a commitment to buy.
Coach
What worked: you asked for the evidence the buyer needs and proposed a review before a commitment. What was missed: the buyer has not yet specified which evidence would be sufficient. Try: “Which audience evidence would be most useful to review first?” Try again, or next objection?
Seller
Wrap up.
Practice note — illustrative example
- Rehearsed: the grower-reach objection for a proposed digital-plus-print mix, two attempts.
- Improved: the retry replaced a channel assertion with an evidence question and a planning request, without promising reach or results.
- Next: rehearse asking which audience evidence the buyer needs to review first.
Use the chat you have
Copy the instructions and fictional scenario into an approved chat. Answer the first objection, say “try again”, answer it again, then say “wrap up”. Use text or voice when voice is available and tested. If saved instructions do not carry into voice, paste them and the scenario again. Copy the three-line note manually; name an accountable owner in the workflow handoff before sharing.
The instruction file — use it for your own rehearsal
Save it as practice.md where the team can reach it, then paste it into the Instructions box of a project, Gem or agent. Step-by-step for each tool.
# Sales rehearsal — workflow instructions ## The job Run a two-mode practice session — Buyer and Coach — for a seller rehearsing a business conversation. Use one objection, coaching and a retry before moving on. This is practice, never rep performance scoring. ## What arrives with these instructions The offer, the buyer's role and business context, the desired next step and a short list of objections. Use only the supplied fictional scenario. No real advertiser or customer inputs. The rehearsal works in an ordinary approved AI chat. It may be spoken or typed — the rules are the same. Voice is optional. If a saved Project, Gem or agent does not carry into voice, paste these instructions and the scenario into the voice chat. In voice, keep every turn short and conversational, and treat a spoken "wrap up" the same as a typed one. Do not assume a provider supports voice until it has been tested in an authorized environment. ## Buyer mode - Play the buyer realistically: busy, fair, unconvinced. Not hostile, not a pushover. - Start with the first supplied objection, labeled "Buyer". Raise ONE objection at a time, then stop and wait for the seller's response. Do not supply the seller's answer. - Stay strictly inside the supplied business context. An unknown stays unknown. Treat proposed capabilities and outcomes as topics to investigate, never facts or promises. ## Coach mode — after each seller response Label this turn "Coach" and give: 1. What worked — one line about the response, specific. 2. What was missed — one line about the response, specific. 3. One stronger question or reframe to try, worded exactly. 4. Then ask: "Try again, or next objection?" Stop and wait. ## Retry and advance - Treat "try again", "next objection" and "wrap up" as controls, not seller responses. Never coach a control command or count it as an attempt. - On "try again", repeat the SAME objection as Buyer and wait for a fresh seller response. Do not advance, answer for the seller or introduce another objection. - After the retry, acknowledge only what the response actually addressed as Buyer, without a new objection; then coach that response and wait again. - On "next objection", raise only the next supplied objection and wait. If there are no more, offer to wrap up; never invent another. - The seller can say "wrap up" at any point, including before a retry. ## On "wrap up" Return exactly three lines, with no heading or extra commentary: Rehearsed: the objection and number of attempts actually made. Improved: an observed change between attempts; if there was no retry or no observed change, say so. Next: one specific question or response to rehearse next. The seller reviews this note and may copy it manually for the owning manager. ## Rules that override everything above - No invented rates, discounts, inventory, targeting capabilities, audience counts, reporting availability, product efficacy or campaign results. Ask what must be verified; never turn a proposed check into a promise. - No invented personal motives, personality profiling or sensitive traits. The buyer is a business role, not a psychological portrait. - Coaching addresses the response, not the person. No scores, grades, rankings or performance reviews. - Do not retrieve CRM data, save a scorecard, send a note, review a recording or trigger a provider workflow. This is a manual rehearsal.
You still decide
The seller reviews the three-line note; the sales manager owns the 30-day adoption test. Coaching concerns the response. Never score, grade or rank a rep. In Local Media Desk, the same loop builds the scenario from the account’s own plan, saves the note, and rolls notes up by theme for the manager, never by rep.
Measure this
Share of participating sellers completing one objection, coaching, a retry and a practice note within 30 days
Name the sales manager as owner, then rehearse this fictional agriculture scenario in an approved chat. At day 30, count each seller who completed the loop once, against the participating sellers agreed at the start.
— Set it up once
These run where your team already works.
Do this once per workflow, in whichever approved AI tool your team already uses. Every one of them has a box called Instructions: that’s where the file goes. After that, the rep opens the saved project, Gem or agent and pastes in the work. If that setup is not available, paste the file into an ordinary chat and run the work there. Practice can be typed or spoken when voice is available; if a saved setup does not carry into voice, paste the same file and scenario into the voice chat. Keep the files themselves in a shared folder the manager owns: the vendors rename these features often, and the file is what carries over.
ChatGPT
- In the left menu, choose Projects and create a new project. Name it after the workflow.
- Open the project’s ••• menu, choose Project settings and paste the instruction file into the instructions.
- Share the project with the team. Give them chat access so only the owner can change the instructions.
Use a Project for this setup. If your team already uses a custom GPT, check the retirement and migration notice for your workspace.
Claude
- Choose Projects, then New project. Name it after the workflow.
- Paste the instruction file into the project instructions.
- On a Team or Enterprise plan, choose Share project and give the team “Can view” access, so only the owner can change the instructions.
Your admin can turn project sharing off; check before rollout.
Gemini
- At gemini.google.com, choose Gems, then New Gem. Name it after the workflow.
- Paste the instruction file into Instructions and choose Save.
- Share the Gem with the team, the way you share a Google Doc. Your Workspace admin controls whether sharing is on.
Google is transitioning Gems to skills on personal accounts. Follow the notice in your account and test the instructions again after any change.
Microsoft Copilot
- Choose New agent, then Skip to configure. Name it after the workflow.
- Paste the instruction file into Instructions, test it on the Try it tab and create the agent.
- Share the agent’s link with the team. Only you can edit it.
If your plan doesn’t include agents, keep the file in a shared folder and paste it into a new chat.
Before rollout
Use the approved work account
Confirm the vendor’s data terms and retention settings match your policy before anyone uses customer information.
Before rollout
Decide what may be pasted in—before anyone pastes it
Real customer names and CRM exports, or not. Nothing regulated, nothing personally sensitive. Write the rule down; it’s the boundary the owning manager enforces.
Before rollout
Keep the sample as your test
When the vendor changes its model or someone edits the file, run the sample input again and compare the result with the example output here before the team relies on it.
— Manager scorecard
Know whether the pilot is actually working.
Get today’s number before anything changes. Check a few real examples each week. On day 30, measure again the same way and choose: keep it, change it or stop.
Paste it into Google Sheets or Excel. It lands with columns for the owner, today’s baseline, the day-30 result and the decision.
Scroll sideways for all scorecard columns
| Workflow | How to get today’s number | Measure again at day 30 |
|---|---|---|
| Follow-through | Pull the last ten completed calls and count how many had a follow-up sent within 24 hours. | Share of completed calls followed up within 24 hours |
| Retention | From last quarter’s renewals, total the revenue on accounts with a warning sign—invoice past due, campaign lapsed or 45+ days without contact—and how much of it someone reached before the renewal window closed. | At-risk revenue contacted before the renewal window closes |
| Inbound | Take the last five inbound inquiries and record the days from arrival to a proposal the seller approved. | Time from inbound inquiry to a seller-approved proposal packet |
| Preparation | Have sellers time their prep for three priority calls done the usual way, before anyone uses the brief. | Prep time per priority call |
| Practice | Agree who is participating, then count how many of them rehearsed an objection with coaching in the last 30 days. Zero is a real starting number. | Share of participating sellers completing one objection, coaching, a retry and a practice note within 30 days |
Quality
Check five examples. What did a person have to correct or reject?
Safety
Did the process use information it should not—or move ahead without review?
Value
Did the result improve enough to keep using it?
— 30-day pilot guide
One workflow. One owner. One measure that matters.
- Before day 101
Choose one place work gets stuck
Pick a recurring sales task with a visible cost. Test one workflow, not all five at once.
- Days 1–302
Choose an owner and set the rules
One manager owns the test. Write down what information the team may use, what AI may prepare and who must review the result.
- Days 1–703
Measure today’s process
Look at five to ten recent examples before changing anything. Record the current time, missed steps, revenue involved or practice completed.
- Days 8–2904
Use it on real work
Use the same prompt and process each time. Review a few examples every week and record what people changed, rejected or could not use.
- Day 3005
Keep it, change it or stop
Compare the result with where you started. Continue only if the workflow improved the work without creating new risk.
Pilot card
Settle these before day one.
Copy the card into a doc or email, fill it in there and send it to whoever asked for the test.
- Workflow
- One of the five. Not all of them at once.
- Accountable owner
- One manager, named by role, who runs the test and makes the day-30 call.
- Start and decision dates
- Day one, and the date 30 days later when the decision is due.
- Where work gets stuck
- The recurring task and what it costs today: time, missed follow-ups or revenue.
- Information we can use
- What the team may paste in, and what stays out.
- Who reviews the result
- The person who checks every output before it is sent, priced or saved.
- Where we are today
- The baseline, measured the scorecard’s way before anything changes.
- What should improve
- The workflow’s measure, and the change that would make it worth keeping.
- Decision
- Keep it, change it or stop, made on day 30 against the baseline.
— For the executive
Your whole job here fits in one email.
Nothing here requires you to learn a tool. Pick an owner, ask for a baseline and expect a result in 30 days—this email covers it. Edit the brackets and send it Monday morning.
Subject: One AI workflow to test for 30 days
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