Learn AI Sales with Phoebe

Two tracks into selling that still sounds human

AI made sending free, so replying got expensive. Platform-average cold reply rates fell from about 5.1% to about 3.4% in two years while volume went vertical - and over the same period Gartner found that sellers who genuinely partner with AI are 3.7x more likely to hit quota, that AI hands each seller back nearly five hours a week, and that 72% of sales organisations reinvest none of it. The tool is not the intervention. The habit is. A leader track gives VPs and CROs the evidence, the forecast rebuild, the enablement model and the compliance rails. A rep track runs one real deal end to end - eight named accounts at Cadence, anchor account Northwind Logistics - with a live outreach simulator on the key pages where you watch one email climb from 2.8% to 19.2% predicted reply, and find out for yourself why the sixth toggle never helps.

2tracks
16sessions
5levers per email
45min per session

The leader track 🤝 · for VPs of Sales, CROs & founders with a team · 6 x 45 min · decisions first

Judgment mode: what AI genuinely changes in a sales org, what the research supports versus what the vendor deck claims, how to rebuild a forecast people believe, how coaching changes when every call is recorded and transcribed, the compliance rails that decide whether your team may send at all, and a rollout that survives comp season.

📉 Leader 1 · easy

What AI actually changes in a sales org

Five hours back per seller, 72% reinvested in nothing, 3.7x quota for the ones who partner well - and the three places AI quietly destroys buyer trust.

▶ Leaders start here ⚖️ Leader 2 · easy

The evidence, in plain English

What actually lifts pipeline versus what merely lifts activity - benchmark reply rates, next-best-action research, and the 2030 buyer prediction nobody puts on a slide.

Signal versus vendor claim 🔮 Leader 3 · medium

A forecast people actually believe

AI signals versus rep judgment, sandbagging, the override log, and the Goodhart trap waiting for any team that manages the forecast instead of the deals.

The override discipline 🎧 Leader 4 · medium

Enablement, coaching and ramp

Coaching from recorded calls without turning it into surveillance, consent that holds up, and cutting new-rep ramp with a searchable record instead of shadowing.

Consent before insight 🛡️ Leader 5 · deciding

The compliance rails

PDPA and DNC, CAN-SPAM, CASL, GDPR legitimate interest, call-recording consent and AI disclosure - the org-level version of what every rep needs by default.

Written policy exercise 🧭 Leader 6 · deciding

Rollout, adoption and comp

Stack choices you can undo, adoption that is not mandated, metrics that do not get gamed, and where the five saved hours per rep are supposed to go.

Strategy session
easy - orientation medium - real decisions deciding - commit to a position hardest - assemble everything

The rep track 📞 · for AEs, SDRs & founders who sell · 10 x 45 min · one running deal

Hands-on mode: you are an AE at Cadence with eight named accounts and one anchor - Northwind Logistics, five weeks into a new Jurong DC. Ten sessions take that account from a row in a list to a closed-won record someone else can read. Every session ships something you use on Monday.

🔁 Rep 1 · easy

The rep's AI loop

The five-stage deal loop, the trust line AI must not cross, and the five levers of an email that earns a reply - with the simulator you will use all term.

▶ Start here▶ Live sim 🔎 Rep 2 · easy

Research and prospecting

ICP that excludes people, trigger-event hunting in six minutes flat, account briefs that fit on one screen, and killing the rows that will never buy.

Build the list ✉️ Rep 3 · medium

Outreach that does not read as generated

2.8% to 19.2% on the lever ladder, the eight tells buyers clock in two seconds, the token anti-lever, and the rails that decide whether you may send.

▶ Signature session▶ Live sim 📋 Rep 4 · medium

Call prep and discovery questions

A 15-minute prep that beats an hour of browsing, question banks that are not interrogations, and the hypothesis you bring in and let them break.

Prep pack 🎙️ Rep 5 · medium

The live call and what you capture

Consent first, notes that do not steal your attention, recaps sent within the hour, and the difference between a transcript and an understanding.

Recap template 🥊 Rep 6 · deciding

Objections and competitive positioning

Rehearsing against a simulated buyer without learning to bluff, honest competitor comparisons, and the objections that are really a missing stakeholder.

Roleplay drill 📄 Rep 7 · deciding

Proposal, pricing and follow-up

What AI may draft and what it may never touch, the follow-up cadence that captures most replies by day 10, and the promise you sign your name to.

The trust line, applied 🗃️ Rep 8 · deciding

CRM hygiene AI can actually keep

Fields that earn their existence, auto-captured next steps, dedupe and decay, and writing records for the person who inherits your territory.

Record standard 📊 Rep 9 · hardest

Pipeline review from the rep side

Stage definitions that mean something, the deals you should kill, honest commit calls, and surviving an AI forecast that disagrees with you.

Your own number 🏁 Rep 10 · hardest

Capstone: one deal, end to end

Northwind from cold row to closed record - list, email, call, objection, proposal, CRM, forecast - scored against every lever and rail in the track.

Assemble everything

Choose your path 🧭

Everyone starts at session 1 of their track. These are the shortcuts if you only have a few evenings.

👔 Sales leader (decide and rollout) a1→ a2→ a3→ a4→ a5→ a6
📞 Rep (the full deal) b1→ b2→ b3→ b4→ b5→ b6→ b7→ b8→ b9→ b10
⚡ SDR fast lane (outbound only) b1→ b2→ b3→ b7→ b8
🧑‍💼 Founder who sells (both hats) b1→ b3→ b5→ a5→ a3
🚀 Full journey (lead AND sell) a1-a6→ b1-b10

The knowledge map 🧠

Both tracks at a glance - hover a session to spotlight its concepts, click any node to jump in.