Prompts • Skills • Connectors • Agents • Sales workflows • Tools
AI Playbook for Sales Teams
A practical guide to using AI for prospecting, discovery, deal management, proposals, account planning, and forecasting, with clear limits on customer contact, pricing, and your system of record.
Start With Your Role
Sellers, managers and the teams around them start in different places. Begin with preparation and review work; the named owner keeps every customer commitment, price, and record change.
- Start with: discovery call prep brief
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved account notes, past emails, and meeting records
- First agent: meeting prep briefer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: account research brief and outbound draft
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved target-account list and licensed prospect data
- First agent: account research brief assistant
- Measure: completeness, exceptions found, and reviewer changes
- Start with: deal review and pipeline hygiene worklist
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved pipeline reports and call summaries
- First agent: pipeline hygiene reviewer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: forecast call preparation brief
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved forecast, coverage, and segment reports
- First agent: forecast variance organizer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: technical requirements summary
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved discovery notes and security questionnaires
- First agent: requirements and questionnaire organizer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: CRM field completeness review
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved CRM exports and stage definitions
- First agent: CRM hygiene exception monitor
- Measure: completeness, exceptions found, and reviewer changes
- Start with: battlecard draft and call coaching outline
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved messaging, win/loss notes, and call summaries
- First agent: competitive mention collector
- Measure: completeness, exceptions found, and reviewer changes
- Start with: renewal risk checklist and QBR narrative
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved usage, support, and relationship information
- First agent: renewal watch organizer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: pricing approval packet
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved price book, policy, and approval thresholds
- First agent: proposal and approval checklist preparer
- Measure: completeness, exceptions found, and reviewer changes
- Start with: partner account plan outline
- Save as a skill: approved inputs, output format, and stop rules
- Connect: approved partner agreements and joint pipeline records
- First agent: partner pipeline review organizer
- Measure: completeness, exceptions found, and reviewer changes
100 AI Prompts for Sales Teams
Ready-to-use prompts for prospecting, discovery, deal management, proposals, account planning, forecasting, enablement, and sales operations. Copy one, add approved account context, and review the result before it reaches a customer or a record.
Use prospecting & research prompts with approved account information, and have the named owner review anything that reaches a customer or a CRM record.
12 Claude-Ready Sales Skills
Downloadable Claude Skill packages for repeatable sales work. Each defines inputs, output, limits, and a reviewer.
Connect Your Work
Start with the systems your team already uses. Some connect in minutes; others need an administrator or an implementation project. Begin with preparation and review, and keep customer contact, pricing, terms, and record changes with a named person.
Easy start
Start with a limited, low-risk connection your team can test quickly.
- Access: approved account notes, call summaries, price lists, and CRM exports you are permitted to use
- Useful for: research briefs, deal reviews, and proposal drafts without any system integration
- Setup & limit: work from controlled copies with a named reviewer; do not paste customer data your agreement does not allow
- Access: Gmail, Drive, and Calendar read and write for the signed-in user
- Useful for: pulling past threads, meeting context, and proposal files into a prep brief
- Setup & limit: attachment content is not read and images inside documents are skipped, so a scanned order form returns nothing; on a managed domain or a Claude Team plan an admin must enable it first
- Access: search and enrich company and contact data, plus intent and news signals
- Useful for: building and enriching a researched target list
- Setup & limit: enrichment and research calls consume credits and an agent will iterate faster than a credit budget expects; model training must be disabled in your AI account before connecting
- Access: search and enrich contacts and companies, plus create and update records and sequences
- Useful for: prospect research and list building
- Setup & limit: search results do not include email addresses or phone numbers, so getting them means enrichment calls that consume credits; free accounts on a personal email cannot use prospecting tools
- Access: search, read, create, and update pages and databases
- Useful for: battlecards, playbooks, and account notes
- Setup & limit: the connection inherits the full permissions of the person who signs in, so comp plans and internal pages in the same workspace are reachable too; restricting which AI clients may connect is an Enterprise-plan control
- Access: search, read, create, and update pages within the permissions the user already has
- Useful for: sales process documentation and enablement material
- Setup & limit: Cloud only, with no path for Data Center or Server, and rate limits apply at the site level, so several agents fanning out can exhaust the hourly budget for everyone
- Access: retrieve agreement status, metadata, and key dates, and trigger supported workflow actions
- Useful for: a contract status worklist and renewal date review
- Setup & limit: Beta - confirm before you rely on it; tool coverage is uneven across environments and production use needs a paid plan
- Access: read templates, create documents, manage recipients, and send for signature
- Useful for: preparing a proposal or quote for the owner to review
- Setup & limit: this connection can send a legally binding document, so treat send permission as a governance decision rather than a convenience; EU-hosted accounts are excluded from the packaged connector
- Access: search, read, and write files
- Useful for: retrieving collateral and past proposals
- Setup & limit: Beta - confirm before you rely on it; delete, move, and shareable-link creation ship in the same default tool set as read, with no documented read-only mode, so decide how tool approval is handled before turning it on for a team
Needs an administrator
These can be useful, but someone needs to set access and permissions first.
- Access: SharePoint, OneDrive, Outlook, and Teams content the signed-in user can already open; Teams is read-only
- Useful for: call transcripts, proposal files, and thread history for deal reviews
- Setup & limit: a Microsoft Entra Global Administrator must grant tenant-wide consent before anyone connects, so plan an IT request; a transcript only exists if transcription was on for that meeting
- Access: search across channels, direct messages, and shared files
- Useful for: pulling deal chatter and internal answers into a review packet
- Setup & limit: Beta - confirm before you rely on it; the Slack app was replaced by a beta successor on Aug. 3, 2026, and an Owner must enable it
- Access: read and write across contacts, companies, deals, tickets, and activities
- Useful for: research, summarizing deal history, and preparing record updates for review
- Setup & limit: bulk writes are capped at 10 records at a time, and custom validation rules including pipeline stage validations are not applied to records written this way, so route changes through a reviewer
- Access: read-only answers about one account or one deal, plus a structured brief
- Useful for: a per-deal summary before a review or a call
- Setup & limit: raw transcripts are not returned and there is no search across calls; each request consumes Gong credits, including a repeat of a question already asked
- Access: read, create, and delete across prospects, sequences, tasks, and meeting data
- Useful for: preparing sequence and task work for a reviewer
- Setup & limit: editing an existing record is not supported, so this cannot correct or clean data; requires a paid add-on package and an org admin toggle
- Access: strictly read-only search across accounts, people, opportunities, and conversations
- Useful for: pulling engagement and opportunity context into a deal review
- Setup & limit: Beta - confirm before you rely on it; cadences cannot be searched or retrieved, and access requires an Agentic package plus an admin toggle
- Access: read and search past meetings, recordings, transcripts, and AI summaries
- Useful for: call follow-up organizers and coaching preparation
- Setup & limit: the connection retrieves meeting AI output but does not create it, so calls recorded before those features were switched on return nothing, and a rep cannot query a call never shared with them
- Access: search, read, and write files, with metadata and collaboration tools
- Useful for: proposal and collateral retrieval
- Setup & limit: the document question-and-answer and extraction tools are licensed separately, so the connection can be live while the useful answers stay blocked; writes are restricted on items with external collaborators or shared links
Integration project
Plan the use case, source data, permissions, and owner before connecting.
- Access: read, and optionally write, on permitted Salesforce objects through hosted MCP servers that respect field-level security and sharing rules
- Useful for: one governed, review-only reporting or research workflow
- Setup & limit: Beta - confirm before you rely on it; there is no click-to-connect Salesforce connector, an administrator must create an External Client App and configure OAuth, and the ChatGPT path is English-only and needs paid add-ons on Enterprise editions
- Access: conversation data from the Copilot product only
- Useful for: call context, not forecast analysis
- Setup & limit: forecast rollups, pipeline inspection, and deal risk scoring are not exposed, so an AI assistant cannot answer a forecast-gap question through this path; requires an admin toggle
- Access: governed, role-based read against curated data models, with optional write
- Useful for: pipeline and bookings questions answered from a governed source
- Setup & limit: the connection is the easy part and the data model is the project - useful answers depend on a maintained semantic model, without which a seller gets raw query access rather than a sales tool
- Access: exactly the tools you choose to expose, bound by OAuth scope and your own permission model
- Useful for: one narrow, review-only recurring job before anything is allowed to write
- Setup & limit: the protocol cannot enforce approval on its own, so the real controls are which tools exist at all and how narrowly the token is scoped; ship read and search tools first and gate every write behind a named approver
Good to know
Useful limits and honest gaps to keep in mind before you connect anything.
- Access: do not begin with broad CRM write access, customer contact records, contract repositories, or anything that can send on a rep behalf
- Useful for: choosing a small, reversible first connection
- Setup & limit: never let AI send an email or sequence, commit pricing, discounts, or terms, alter a quote or contract, or change a CRM record without the named owner approving it
No official path
- Access: none - there is no official Sales Navigator connector for any AI assistant
- Useful for: knowing where the boundary is before someone crosses it
- Setup & limit: the API terms prohibit scraping and prohibit caching or storing content, so a searchable Sales Navigator knowledge base is not achievable compliantly; tools that promise it work by browser automation and put the rep account at risk - use a licensed data provider instead and keep LinkedIn a human step
Tools
Products a sales team may choose for the work. Evaluate each through your own security, privacy, and procurement process. A tool alone does not define safe access or action permissions.
AI Assistants & LLMs 8 Tools
8CRM & Sales Platforms 8 Tools
8AI SDR & Agents 6 Tools
6Conversation Intelligence 6 Tools
6Forecasting & Revenue Intel 6 Tools
6CPQ, Proposals & Contracts 7 Tools
7ABM & Account Intelligence 5 Tools
512 AI Agents for Sales Teams
An agent prepares one recurring job from approved information for a named reviewer. It never contacts a customer or commits anything.
A good first agent handles one task your team already does. Give it the information it needs, tell it when to stop, and have a person check the work.
# Account research brief assistant ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Inbound lead context preparer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Meeting prep briefer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Call follow-up organizer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Pipeline hygiene reviewer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Deal risk flagger ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Renewal watch organizer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Proposal and approval checklist preparer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Forecast variance organizer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Competitive mention collector ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Onboarding and enablement digest ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
# Territory coverage reviewer ## Job to be done Prepare recurring accounting work for qualified human review. ## When it runs On an approved schedule or trigger. ## Approved context Only the approved systems, files, and records named by the workflow owner. ## Operating loop Gather context, apply the approved skill, prepare a work packet, and route exceptions. ## What it delivers A review-ready work packet with evidence, questions, and next steps. ## Human owner A named accounting owner reviews and approves the output. ## What it must never do Never take a consequential action without explicit human approval. ## How to measure it Measure accuracy, cycle time, exception resolution, and human override rate. ## Operating rules 1. Use only approved sources and follow the linked accounting skill. 2. Cite source records and separate facts from hypotheses. 3. Route missing evidence, threshold breaches, and material exceptions to the human owner. 4. Keep an auditable record of trigger, inputs, output, reviewer, decision, and override. 5. Stop and ask for human review when the policy, evidence, or approval authority is unclear.
Prospecting & Outbound
Prepare research, target lists, and outbound drafts from approved and licensed sources. The seller decides who to contact and what to say.
- Organize buying signals you are licensed to use - job changes, funding, technology installs, content engagement - into a prioritized account worklist
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Assemble an account and prospect profile from public and licensed sources, with the source noted against each fact
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Draft outreach variants from approved account research, leaving the final wording and the send decision with the seller
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Outline a multi-touch sequence across email, phone, and social for the seller to review, edit, and enroll
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Prepare the research, drafts, and follow-up list an SDR works from. Sending without a person in the loop is a policy decision, not a default
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Rank inbound leads against your own written fit and intent criteria, showing which criterion drove each rank
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Prospecting Implementation Checklist
WorkflowPre-Implementation
- Select 1-2 highest-volume outbound motions (cold email or LinkedIn)
- Map current prospecting process & tools in use
- Establish baseline KPIs (emails sent, reply rate, meetings booked)
- Define brand voice & approval process for AI-generated messages
- Train team on new tools + prompt templates
Post-Implementation
- Monitor reply rates weekly; A/B test AI vs. manual outreach
- Log all AI-generated messages for compliance review
- Review bounce/complaint rates daily
- Measure meetings booked & pipeline generated vs. baseline
- Refine prompts based on rep feedback & results
Pipeline & Deal Management
Turn recorded deal activity into review packets and exception lists. The manager and seller judge what a deal is worth.
- Summarize the engagement evidence on a deal - meeting frequency, thread depth, stalled steps - so the manager can judge it against their own criteria
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- List the open items and gaps on a deal with the evidence behind each one, so the seller chooses the next step
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Assemble touchpoints from approved activity records into a single timeline, marking where the record is incomplete
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Produce an exception list of stale deals, missing fields, and close dates that no longer match the recorded activity
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Map known stakeholders and their last contact date from approved records, and flag where a single thread is the only relationship
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Group closed-won and closed-lost reasons from recorded notes into themes, keeping every theme traceable to the deals behind it
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Pipeline Management Checklist
WorkflowPlanning
- Map current deal stages & time in stage per rep
- Define "stale deal" threshold (e.g., no touch in 14 days)
- Establish baseline close rate, sales cycle length, deal velocity
- Identify required CRM fields for deal scoring
- Create playbook for required next actions by stage
Execution
- Monitor AI deal scores weekly; spot-check accuracy
- Review stale deal alerts daily; escalate or archive
- Verify multi-threading recommendations against org research
- Conduct win/loss analysis monthly
- Measure close rate & sales cycle vs. baseline
Account Planning & Expansion
Seller-side account work: planning, multi-threading, renewals, and expansion. Campaign-side account-based marketing belongs to the Marketing playbook.
- Organize approved account history, relationships, and open opportunities into a plan outline for the owner to complete
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Compare approved product usage and account records against the catalog to list unexplored areas as questions, not recommendations
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Assemble a map of known contacts, roles, and last contact date from approved records, and mark where coverage is thin
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Collect approved usage, support, and engagement signals into a checklist with the evidence for each item and the owner for each follow-up
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Draft a business review narrative from approved outcome and activity data, separating confirmed results from claims that need a source
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Organize approved customer outcomes into a reference request draft for the account owner to approve before any customer is contacted
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Deal Desk, Pricing & Proposals
Proposal, quote, and approval preparation. Pricing, discounting, and contractual language stay with the people authorised to commit them.
- Assemble an approved-template proposal outline from discovery notes, marking every place that needs a number or a commitment the seller must supply
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Check a draft against the approved template, required sections, and the questions the customer asked
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Organize the deal facts, requested terms, and policy thresholds into a packet the approver can decide from - the packet does not set the price
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Summarize differences between a returned document and the standard template as questions for legal, never as a recommendation to accept
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Match questionnaire items to approved existing answers and list the ones that need a named subject-matter expert
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Structure the customer stated goals and constraints into a business case outline, marking every figure that needs the customer own numbers
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Sales Enablement & Content
Draft and assemble sales content from approved material. A reviewer approves anything a customer will see.
- Draft emails, one-pagers, and summaries from approved messaging and case material for review before use
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Assemble a battlecard draft from approved competitive material, marking every claim that still needs a source
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Build a pre-call brief from approved CRM history and research, separating confirmed facts from assumptions
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Populate an approved template from deal records, flagging each field that needs a human number or commitment
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Run practice scenarios from documented objections and personas, so reps rehearse without touching a live account
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Summarize which approved content was used on which deals, keeping any attribution tied to recorded activity
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Enablement Implementation Checklist
WorkflowPlanning
- Audit existing content library (emails, decks, one-pagers)
- Map content by buyer personas & deal stages
- Identify content gaps (e.g., missing vertical-specific materials)
- Define approval process for AI-generated content
- Create master brand voice guide for AI content generation
Execution
- Build prompt templates for each content type (email, proposal, etc)
- Train reps on using content AI tools & best practices
- Review AI-generated content before first use
- Track content usage & engagement metrics monthly
- Update battlecards weekly; share wins/losses by competitor
Forecasting & Revenue Intelligence
Organize forecast evidence and surface unresolved questions before the call. People still make the call.
- Summarize recorded calls your team is permitted to use, keeping each summary traceable to the call it came from
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Organize the deal-level evidence behind a forecast number so the reviewer can test each assumption
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Flag deals whose recorded activity has changed - a slipped date, a departed champion, a new competitor named - as questions for the review
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- List process gaps visible in the record: missed follow-ups, proposals with no recorded response, approvals never closed out
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Compare past commits with recorded outcomes to prepare a coaching conversation, not a scorecard
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
- Draft the deal review packet from approved records so the meeting starts from evidence rather than recall
- What to review: Confirm the source of each fact, what the customer said in their own words, and what is still an assumption
- Control: The account owner approves any customer contact, price, term, or record change
Forecasting Implementation Checklist
WorkflowPlanning
- Assess current forecast accuracy (actual vs. committed)
- Map data sources (CRM, email, calls, notes)
- Define forecast tiers by probability (Commit, Best Case, Pipeline)
- Establish baseline rep forecast bias vs. actual
- Design AI forecast rollout (start with historical data)
Monitoring
- Compare AI forecast vs. rep forecast weekly
- Track at-risk deal alerts; log manager interventions
- Measure forecast accuracy by week of quarter
- Identify revenue leaks monthly; fix & close
- Review rep commit accuracy vs. actuals
Set Up & Get Running
Begin with one low-risk preparation workflow. Add a connection only after security, privacy, and sales leadership have reviewed access and approval rules.
Choose one reviewable job
- Pick a recurring sales task where a seller or manager can verify every result
- Name the owner, reviewer, approved source, and the decision the work supports
- Write the prompt and define what must be labeled as confirmed, assumed, or missing
Make the useful version repeatable
- Test the prompt on real, approved examples and record material corrections
- Save the reviewed version as a skill with inputs, output format, and stop rules
- Keep customer contact, pricing, terms, and record changes outside the workflow
Expand only when controls are clear
- Add one narrow source only after its data owner approves the access scope
- Review usefulness, factual gaps, and owner changes before adding another workflow
- Keep a decision log and update the guidance when the team finds a failure mode
Pilot review checklist
GoalsBefore launch
- Name the seller or manager who owns the result
- Confirm approved data, permission scope, and prohibited actions
- Choose a job that does not require the AI to contact a customer or change a record
During and after
- Verify outputs against source material and track material corrections
- Record owner feedback and unresolved risks
- Expand only when the owner can explain the benefit and the controls
How the Pieces Fit Together
Choose the smallest useful layer for the job. Each layer adds repeatability or context without moving customer commitments out of human hands.
- A one-time draft or review using approved material
- Useful for call prep, deal review, or a proposal outline
- A seller or manager checks the result
- A repeatable task with defined inputs and output
- Names a reviewer and clear stop rules
- Useful when the same review recurs
- One approved file, report, folder, or narrow connection
- Least-privilege access for a stated job
- The data owner approves the scope
- A recurring work packet for a named owner
- Prepares work; does not contact customers or change records
- Requires a clear escalation path
- A documented process around selling, pricing, or customer information
- Existing approvals and systems stay in place
- Review the workflow before it expands
- Clear owners, permissions, data rules, and an audit trail
- A person approves customer commitments and consequential actions
- Review the scope whenever tools or access change
Where AI Can Help a Sales Team
AI can prepare, organize, and review sales work. It does not talk to customers, set prices, agree terms, or change your system of record.
- Assemble approved account, contact, and deal history into a brief
- Surface what is missing or contradictory before a call
- The seller confirms the facts and decides the approach
- Draft outreach, proposals, and summaries from approved material
- Check a draft against the template and the questions the customer asked
- The account owner approves anything that reaches a customer
- Organize pipeline, activity, and forecast evidence into a review packet
- List exceptions, stalled deals, and unanswered questions
- The manager and seller decide what the deal is worth
- Customer contact, discovery judgement, and relationship decisions
- Pricing, discounts, terms, and anything contractual
- Any change to a CRM, quote, or contract record
Controls, Privacy & Guardrails
Sales AI touches customer data, outbound communication, and your revenue system of record. These are the controls to set before the first pilot, not after.
- Opt-out in every email, honor unsubscribes within 10 days
- No misleading subject lines
- Include physical address
- AI-generated emails still subject to all rules
- Consent required for EU prospects
- Right to erasure applies to AI-enriched data
- Data processing agreements with AI vendors
- Document lawful basis for outreach
- Some jurisdictions require disclosure of AI-generated content
- Transparent about AI use in customer communications
- Don't impersonate humans with AI agents
- Label AI-generated content internally
- AI output must match company tone & positioning
- Review templates before mass deployment
- No competitor disparagement in AI drafts
- Legal review for claims about product capabilities
- AI output quality = CRM data quality
- Regular data hygiene (deduplication, enrichment)
- Define ownership for data accuracy
- Archive vs. delete stale records
- Pricing negotiations (humans own)
- Customer escalations & complaints
- Legal/contractual commitments
- Executive relationship management
- No AI-generated voice or video impersonation
- Voice cloning for voicemail requires explicit policy
- Video prospecting must use real footage
- Define acceptable use for AI avatar tools
- AI sending messages to opted-out contacts → investigate immediately
- Lead scoring systematically excludes demographics → check for bias
- AI drafts contain factually incorrect claims → pause & retrain
- Rep relying on AI output with no review → coaching needed
Governance Checklist
StrategyStrategy
- Draft AI usage policy & get leadership sign-off
- Conduct data privacy audit (what data is used by AI tools)
- Create AI approval process for templates & content
- Define what must be human-reviewed vs. automated
- Establish audit trail requirements for all AI outputs
Execution
- Train sales team on compliance & responsible AI use
- Monitor AI-generated content for brand voice & accuracy
- Track CAN-SPAM violations & unsubscribe rates
- Audit CRM for stale/incorrect data quarterly
- Log all AI prompts & outputs for 12+ months
- Approved tools: ChatGPT, Claude, Salesforce Einstein, Gong. All others require VP approval.
- PII handling: Never paste customer names, emails, phone numbers, account info in public tools.
- Data retention: Delete all prompts & AI outputs from local devices after 30 days.
- Content review: All AI-drafted emails & proposals reviewed by rep before send. Competitive claims reviewed by product team.
- Outreach compliance: AI cannot send to opted-out contacts. Weekly suppression list sync required.
- Audit trail: Log tool, prompt, output date/time, user for all AI-assisted decisions in CRM.
- Training requirement: Annual AI compliance & responsible use training for all reps.