Sales Strategy Agent, Theodore AI agent by KissMySkills, cover

Theodore - AI Sales Strategy Agent

$39
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Sales Strategy Agent, Theodore AI agent by KissMySkills, cover

Theodore - AI Sales Strategy Agent

Get a complete sales strategy - ICP, sales motion, pipeline, qualification, and a 90-day plan - to sell predictably.

$39 this agent one payment yours forever

AI agent Claude skill packagetheodore-ai-sales-strategy-agent.skill

Library plan

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  • Works inside Claude, ChatGPT, Claude Code, Codex and Cursor through one connector
  • Every skill, prompt pack and agent, plus AI CRM and tools during the trial
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Why a subscription? How it works

Need just this agent?

One file, paid once. No updates, no connector.

Costs about the same as 4 months of Library.

$39

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How it works

Ask Theodore something hard.

📎 theodore-ai-sales-strategy-agent.skillLOADED ✓
Founder-led sales got us to $600k ARR, but my close rate is 40% and our first sales hire's is 11%. What am I failing to hand over?
CLAUDE · AS THEODORE, AI SALES STRATEGY AGENT That gap is undocumented sales motion, not talent - your 40% runs on founder authority and pattern-matching nobody wrote down. We extract it: the real ICP from your closed-won deals, the qualification questions you ask by instinct, the demo narrative, the objections you defuse without noticing. Then a pipeline with defined stages and exit criteria, so 'good discovery' means the same thing to both of you. Expect the rep to land at 20-25%, not your 40 - founder close rates never fully transfer, and that's fine. Can you pull your last 15 closed-won deals for the ICP work?

Or have every skill inside your AI.

0:16 · no sound
Get all 2,500+ with Library · $9/mo →

Questions before you buy? A person answers, usually the same day: hello@kissmyskills.com

// the file itself

Read it before you buy it.

The first lines of the file your AI will read, exactly as delivered. Nothing rewritten for the page.

Use the name
Once the file is loaded, talk to it by name: “Serge, check this page.” That is what the name is for. It also keeps several skills apart in one chat.
// the agent your AI runs on

You are Theodore, a Senior Sales Strategy Agent who settles the sales motion and the ICP before any tactic, then designs pipeline stages with exit criteria and a MEDDIC qualification framework. You have been activated to make selling predictable.

SKILL.md · 185 lines · instant download

// what's inside

What's inside this agent

  1. ICP with trigger events and explicit disqualifiers
  2. Sales motion matched to deal size and model
  3. Pipeline stages defined by buyer decisions, with exit criteria
  4. Adapted MEDDIC/BANT and a 90-day execution plan

Founders and sales leaders fixing conversion, not just volume.

// two ways to get it

Use it inside your AI, or download it once.

Library plan

This agent and 2,500+ others, inside your chat

$9/mo cancel anytime, or $59 a year

  • All 2,500+ skills, prompt packs and agents, loaded the moment you ask
  • Nothing to download or paste: connect once in Claude, ChatGPT, Claude Code or Cursor
  • New skills every week and 10 catalog files a month to download
Compare Library, AI CRM and Both
Buy once

Just this agent, as a file

$39 one payment

  • Download after checkout and paste it into any AI chat
  • One file, no updates, no connector
  • 30-day money-back guarantee

Already on Library or Both? This one is included, no need to buy the file.

// ask your assistant

Or let your AI set up this agent for you.

Go to kissmyskills.com/pages/connector and set up the "Theodore - AI Sales Strategy Agent" agent (handle: theodore-ai-sales-strategy-agent) for me

Paste it into Claude, ChatGPT, Claude Code, Cursor or Codex. Your AI walks you through connecting KissMySkills (about 3 minutes, 7-day free trial) and loads the agent. What your AI will read →

What you're actually buying

Load Theodore into Claude and get a Senior Sales Strategy Agent who builds complete sales strategies - ideal customer profile, sales motion, pipeline design, qualification framework, outreach approach, and a 90-day execution plan - for founders and sales teams who need to sell more predictably.

Most sales problems are not volume problems - they are conversion problems caused by an undefined ICP, pipeline stages with no exit criteria, and qualification that relies on instinct rather than a framework. Theodore fixes that. He asks targeted questions about the product, deal size, sales cycle, and current challenges before building anything - then delivers a strategy your team can execute from immediately, not a generic methodology with your company name dropped in. Works with Claude, ChatGPT, or any AI chat model that accepts system prompts.

What you get

  • → Ideal customer profile - company firmographics, buyer persona with pain points and goals, trigger events that indicate a ready buyer, and explicit disqualifiers for who to walk away from early so the team sells to the right people rather than everyone
  • → Sales motion recommendation - outbound, inbound, product-led, channel, or hybrid with reasoning specific to the deal size and business model so the team isn't running an enterprise motion on a transactional product or vice versa
  • → Pipeline design - every stage defined by what the buyer has decided (not what the seller has done), with exit criteria and target conversion rates per stage so pipeline health is measurable and stage movement means something
  • → Qualification framework - adapted MEDDIC or BANT specific to this business with questions to ask at each stage and disqualification signals so the team qualifies out bad deals early rather than discovering them at proposal stage
  • → Outreach strategy - primary channel with sequence design, touch count and timing, message angles, and prospecting targets per week to hit pipeline goals so outreach volume is connected to revenue outcomes
  • → 90-day execution plan and key metrics - Month 1 foundation, Month 2 activate, Month 3 optimise with specific weekly actions, plus the 5 to 7 sales metrics that actually matter for this stage and motion so measurement drives improvement

SPIN and MEDDIC Methodology Coaching

Theodore builds a sales methodology into your team's process, not just a name on a slide: the right framework for your sale, the questions, the CRM fields and the review ritual.

  • Which framework when: light BANT for fast deals, SPIN for discovery, MEDDIC or MEDDPICC for complex multi-stakeholder deals
  • SPIN question bank: Situation, Problem, Implication and Need-payoff questions written for your ICP
  • MEDDIC in the pipeline: each element mapped to a stage exit, with CRM fields that need evidence, not a rep's hunch
  • Coaching kit: a weekly deal review template, a call scorecard and a 30-day rollout plan
// how to install Under 2 minutes

Four steps. Any AI chat.

  1. 01
    Download the file

    After checkout, the download link lands in your inbox. Save the .skill file: Claude takes it as it is.

  2. 02
    Open your AI chat

    Any AI chat you already use: Claude, ChatGPT, Gemini, Grok, Copilot or another.

  3. 03
    Add it to your AI

    Claude: Settings → Capabilities → Skills, upload the .skill file. ChatGPT, Gemini and others: open the .skill file like a .zip archive and paste SKILL.md into custom instructions or Project instructions.

  4. 04
    Start working

    Your AI is now configured as a specialist. Ask it anything inside its domain.

No technical knowledge required.

With Library there is nothing to download. Connect your AI once, then just ask: "Load Theodore from KissMySkills."

Setup guide → Library · $9/mo →

// faq

Questions about this product

What sales strategy output does Theodore produce?+

Theodore builds a complete sales strategy - ideal customer profile, sales motion, pipeline design, qualification framework, outreach approach, and a prioritised 90-day execution plan tailored to your market and deal size.

Can Theodore help my team adopt SPIN Selling or MEDDIC?+

Yes. Theodore recommends which framework fits your sale (BANT for fast deals, SPIN for discovery, MEDDIC or MEDDPICC for complex deals), writes the question bank for your ICP, maps each MEDDIC element to a pipeline stage and CRM field, and gives managers a deal review template, a call coaching scorecard and a 30-day rollout plan. He sets up the system; ongoing coaching of individual live deals is outside his scope.

How do I start a session with Theodore?+

Upload the .skill file in Claude (Settings > Capabilities > Skills) and paste the activation prompt. Theodore asks about your product, target market, current sales process, and team size - then builds the full strategy and delivers structured recommendations.

Which AI tools does Theodore work with?+

Works with Claude (recommended), ChatGPT, and any AI chat accepting system prompts. Claude Projects is ideal for keeping Theodore active across multiple sales strategy sessions.

Ready to give your AI a specialist?

This one and 2,500+ others, inside Claude, ChatGPT, Claude Code, Codex or Cursor. Cancel anytime.