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AiMentoring

AI mentor for every goal you set

Tell your mentor what you want to achieve. You get a roadmap, weekly tasks and honest feedback on your real work, from a mentor that remembers you.

Choose your mentor

We suggest a mentor from your goal. Pick another one any time. One demo roadmap, no account needed.

Sales rep preparing for a client call with a headset and notes in a modern office

Maya is reviewing your discovery notes

Your AI sales coach remembers every session

Person at a kitchen table in the morning messaging on the phone with a notebook open

Before and after

A vague wish becomes next week's work

Most goals live in your head as a sentence. Your mentor turns that sentence into a dated plan with tasks you can finish this week.

The goal as most people hold it

"I want to get better at sales and move into management at some point."

  • No date and no way to tell if you are on track
  • No honest view of where you stand today
  • No clear first step for Monday morning
  • Nobody notices when a week slips by

The same goal with your mentor

Goal: Head of Sales in 12 months Starting level: Some experience Maya and Grace

Skill radar after the assessment

  • Discovery3 of 5
  • Deal strategy3 of 5
  • Forecasting2 of 5
  • Coaching others1 of 5
  • Hiring1 of 5

Month 1 milestone

Run a repeatable discovery process.

Evidence to collect: two call transcripts reviewed against MEDDICC with no missing criteria.

  • Map your last 10 closed deals by source, cycle length and reason won or lost, due Tuesday
  • Rewrite your discovery questions with SPIN, eight questions at most, due Wednesday
  • Upload one call transcript for review, due Thursday
  • Ask your manager for one deal to forecast together, due Friday

Friday check-in: your mentor asks what got done, logs blockers and adjusts next week.

How the loop works

Nine steps that repeat every week until you arrive

Professional at a desk in the evening reviewing a presentation on a laptop with notes beside
See the full loop explained
  1. 01

    Goal

    Write what you want in your own words, choose a horizon of 3, 6 or 12 months and your current level.

  2. 02

    Assessment

    Answer 8 to 12 adaptive questions and get a skill radar that scores each skill from 0 to 5.

  3. 03

    Roadmap

    Receive monthly milestones, each with the skills it builds, the outcome it proves and the evidence to collect.

  4. 04

    Weekly tasks

    Get 3 to 5 concrete tasks with due dates, plus a Friday check-in email inside your business hours.

  5. 05

    Sessions

    Talk to your mentor in chat; every session saves facts, wins, blockers and preferences to memory.

  6. 06

    Material review

    Upload a deck, CV, call transcript, code snippet or essay and get inline comments against the mentor's rubric.

  7. 07

    Progress

    See your weekly score, streak, milestone completion and how your skill radar has moved.

  8. 08

    Accountability

    Missed tasks trigger a short check-in that asks what got in the way, without guilt.

  9. 09

    Plan correction

    Once a month your mentor rebuilds the next milestones from what actually happened.

    Back to weekly tasks, with the corrected plan

The mentors

Nine specialised mentors, each with its own method

Every mentor is an AI persona with a name, a way of speaking and a set of proven frameworks. None of them is a real person.

Meet all mentors
Theo, AI startup mentor, AI persona

Theo

AI startup mentor

AI mentor

Tests your idea with Mom Test interviews, then works through unit economics and a fundraising pipeline.

Lean StartupMom Test interviewsUnit economics
Maya, AI sales coach, AI persona

Maya

AI sales coach

AI mentor

Runs discovery to close with MEDDICC and SPIN, does pipeline math and drills your objections.

MEDDICCSPIN sellingDiscovery to close
Iris, AI marketing mentor, AI persona

Iris

AI marketing mentor

AI mentor

Sharpens positioning with a canvas, reads your funnel metrics and keeps a content calendar honest.

Positioning canvasFunnel metricsContent calendar
Ravi, AI coding mentor, AI persona

Ravi

AI coding mentor

AI mentor

Builds deliberate practice, reviews code against a rubric and climbs a system design ladder with you.

Deliberate practiceCode review rubricSystem design ladder
Grace, AI leadership coach, AI persona

Grace

AI leadership coach

AI mentor

Prepares your 1:1s, shapes SBI feedback and helps you decide what to delegate.

SBI feedbackSituational leadership1:1 structure
Jonah, AI career coach, AI persona

Jonah

AI career coach

AI mentor

Maps the next rung of your career ladder, fills a skill gap matrix and drafts your promotion packet.

Career ladder mappingSkill gap matrixPromotion packet
Nora, AI interview coach, AI persona

Nora

AI interview coach

AI mentor

Builds a bank of STAR stories and runs scored mock interviews until your answers land.

STAR answersScored mock interviewsBehavioural story bank
Lucas, AI language mentor, AI persona

Lucas

AI language mentor

AI mentor

Places you on a CEFR level, schedules spaced repetition and holds real conversation drills.

CEFR levelsSpaced repetitionConversation drills
Sol, AI productivity coach, AI persona

Sol

AI productivity coach

AI mentor

Leads your weekly review, blocks your calendar and sets personal OKRs you actually check.

Weekly reviewTime blockingPersonal OKRs

Compared

A mentor that remembers last week

A good mentor knows what you did last Tuesday and what you promised for this Friday. Here is how the three options compare on the things that move a goal forward.

Older mentor pointing at a page in a younger professional's notebook at a library table

A human mentor session: real experience, but weeks apart.

CriterionAI mentor (AiMentoring)Human mentorGeneric chatbot
Remembers your history Yes, structured memory after every session Yes, within what they can recall between meetings Usually forgets once the chat ends
Dated roadmap with milestones Built from your assessment, corrected monthly Depends on the mentor, often informal Only if you ask, never followed up
Weekly tasks and check-ins 3 to 5 tasks, Friday check-in Between sessions, if agreed None
Review of your real work Inline comments against a rubric Yes, as time allows Generic comments without a framework
Availability Any hour, in any modern browser Booked sessions, often weeks apart Any hour
Typical cost From 24 USD a month billed yearly 150 to 500 USD per hour at typical market rates Low, but no plan behind it
Response when you miss a week Asks what happened and adjusts the plan Notices at the next meeting Nothing happens
Lived experience and personal network Not available, it is guidance software The real strength of a human mentor Not available

Read the detailed comparison in AI mentor vs human mentor and in our article on AI mentors, human mentors and chatbots.

Use cases

Bring the goal and your mentor brings the playbook

Get promoted with a case your manager can sign off

You want the next level, but nobody has written down what it takes. Jonah maps the expectations of the next rung against what you do today, and Grace builds the leadership behaviours the role demands. By the review cycle you hold a promotion packet with evidence, not a feeling.

Jonah, AI mentor Jonah, AI career coach Grace, AI mentor Grace, AI leadership coach

Month 1 milestone

A skill gap matrix for the next level, filled in and agreed with your manager, with three gaps chosen to close first.

Bearded man around forty in a navy sweater smiling across the table in a career conversation

Ramp faster or recover a quarter that slipped

Maya qualifies every open deal with MEDDICC, rebuilds your pipeline math and runs objection drills before the calls that matter. You upload call transcripts and she marks exactly where discovery went thin.

Maya, AI mentor Maya, AI sales coach

Month 1 milestone

Pipeline coverage rebuilt to three times the quota you still need this quarter, with every open deal scored on all MEDDICC criteria.

Portrait of a woman in her mid thirties in a blazer with a warm, direct look

Go from an idea to the first 10 paying customers

Theo makes you test the problem before you build, with interviews that do not lead the witness, and checks your unit economics early. Iris turns what you hear into a positioning canvas and a first message that names the pain.

Theo, AI mentor Theo, AI startup mentor Iris, AI mentor Iris, AI marketing mentor

Month 1 milestone

15 problem interviews done with the Mom Test, notes uploaded and summarised, and a first positioning canvas drafted from them.

Portrait of a man in his early thirties wearing a casual overshirt, energetic founder look

Prepare for a senior role and the interviews that decide it

Ravi sets deliberate practice on the skills that separate senior from mid level and reviews real snippets against a code review rubric. Nora turns your projects into STAR stories and scores mock interviews until the answers hold up.

Ravi, AI mentor Ravi, AI coding mentor Nora, AI mentor Nora, AI interview coach

Month 1 milestone

Ten STAR stories in your behavioural bank, two system design exercises reviewed, and one scored mock interview with a clear list of fixes.

Developer in a grey hoodie and glasses concentrating on a code review at his desk

Onboard new hires and develop managers across the company

Teams gives every employee the mentors plus company tracks for onboarding and manager development. New managers work through 1:1 structure and feedback with Grace, while HR follows adoption and skill gaps in an anonymous panel.

Grace, AI mentor Grace, AI leadership coach Onboarding and manager development tracks

Month 1 milestone

Every new hire has finished the first four weeks of onboarding tasks, and every new manager has run four structured 1:1s.

Portrait of an elegant Black woman around fifty with a composed expression

For companies

A mentor for every employee costs less than one hour of coaching

Human coaching usually stops at the executive floor because of its price. AiMentoring gives the same structure of goal, plan, weekly work and review to every person on the team, at a seat price that fits a normal training budget.

  • HR panel with anonymous, aggregated data only: adoption, active goals, progress and skill gaps by team. No number appears for a group smaller than 5 people.
  • HR never sees conversations, uploaded files or individual scores.
  • Company tracks for onboarding, manager development, sales coaching, leadership, upskilling and internal mobility.
  • Enterprise adds SSO (SAML), SCIM provisioning, an audit log, a DPA, a choice of EU or US data region and priority support.
  • Buy online with a card. Annual Enterprise can also be paid by invoice with payment terms, through the same self-serve checkout.
See AiMentoring for companies

What your team pays

50 seats

10500
Human coaching, 250 to 400 USD per person a month
150,000 to 240,000 USD a year
Teams, monthly, 25 USD per seat
1,250 USD a month
Teams, billed yearly, 144 USD per seat a year
7,200 USD a year
Enterprise, billed yearly, 100 seats included
USD a year

Yearly saving against human coaching

142,800 USD or more

Mentoring for all 50 people on the yearly Teams plan costs as much as human coaching for 2.4 of them at the low end of typical rates.

Coaching range is a typical market rate, not our measurement. Seats are bought at checkout and can be added later.

Three colleagues sketching a development plan on a large sheet at a high table in the office kitchen

Privacy and security

Your conversations stay between you and your mentor

Man with earbuds reading his mentor's notes on his phone on a quiet street
Read how we protect your data
  • Data encrypted in transit and at rest
  • HR and admins see aggregated numbers only, for groups of 5 or more
  • Your AI model provider processes content only to deliver the service
  • Delete any goal or your whole account from the panel
  • Single sign-on, SCIM and audit log on Enterprise
  • EU or US data region and a DPA on Enterprise

Pricing

Every plan includes the full loop and yearly billing saves 50%

Personal

For one focused goal.

$24 /month

Billed $288 a year.

$49 monthly price

$49 /month

Billed monthly.

  • 2 mentors of your choice and 1 active goal
  • 300 mentor messages a month, 15 a day
  • 10 material reviews a month, files up to 20 pages or 10 MB
  • Long term memory, weekly tasks and check-ins
  • Progress dashboard and skill radar

Pro

Most complete for individuals

For several goals at once.

$49 /month

Billed $588 a year.

$99 monthly price

$99 /month

Billed monthly.

  • All 9 mentors and up to 5 active goals
  • 900 mentor messages a month, 40 a day
  • 30 material reviews a month, files up to 60 pages or 25 MB
  • Scored mock interview and sales role-play drills
  • Monthly progress report and plan export

Teams

For teams of 10 to 100.

$12 /month per seat

Billed $144 per seat a year, minimum 10 seats ($1,440 a year).

$25 monthly price

$25 /month per seat

Minimum 10 seats ($250 a month).

  • All 9 mentors plus company tracks for every seat
  • 2 active goals, 200 messages and 4 reviews per seat a month, files up to 20 pages or 10 MB
  • Anonymous HR panel, minimum group of 5
  • Invites by link or email domain, roles for owner, admin and member
  • Add seats yourself, with the difference charged immediately

Enterprise

For companies with 100 people or more.

$1,950 /month

Up to 100 seats, billed $23,400 a year. Extra seat $19 a month.

$3,900 monthly price

$3,900 /month

Up to 100 seats. Extra seat $39 a month.

  • Everything in Teams, with 300 messages and 8 reviews per seat a month, files up to 60 pages or 25 MB
  • SSO (SAML), SCIM provisioning, role based access and audit log
  • Your playbooks and competency model inside the mentors
  • DPA, EU or US data region, priority support
  • Card, or invoice with payment terms on the yearly plan

Limits are monthly usage counters shown in your panel. Payments are final, and you can cancel any time with access until the end of the paid period.

Compare plans in detail

FAQ

Questions people ask before they start

What is an AI mentor?

How is this different from asking a chatbot?

Can I try it before paying?

Which mentor should I pick?

What can I upload for review?

What happens when I reach a limit?

Does my mentor remember everything I say?

Can my employer read my conversations?

Is this professional advice?

Can I cancel?

Guide What an AI mentor is and how to get the most from one Nine mentors, how the plan and memory work, what it costs and when a human mentor is the better choice.

An AI mentor is a plan with a memory, not a chat window

An AI mentor is software that stays with you for the length of a goal. You tell it what you want to achieve, it measures where you stand, builds a plan with dated milestones, gives you a few tasks each week, reviews the work you produce and adjusts the plan when reality differs from the forecast. The difference from other AI tools is time. A mentor relationship lasts months, and everything useful about it comes from continuity: knowing what you tried, what worked and what you keep avoiding.

The word mentor has always meant a more experienced guide who helps someone grow over a long period. Classic mentoring gives you three things: perspective on where you are going, structure for getting there and someone who notices whether you are doing the work. An AI mentor reproduces the second and third very well and offers a useful version of the first, built on established frameworks rather than one person's career story.

On AiMentoring there are nine mentors, each focused on one domain and each with its own method. Maya, the AI sales coach, works with MEDDICC and SPIN. Grace, the AI leadership coach, uses SBI feedback and a delegation matrix. Nora, the AI interview coach, builds STAR answers and scores mock interviews. Every mentor runs the same loop: goal, assessment, roadmap, weekly tasks, sessions, material review, progress, accountability and plan correction.

What an AI mentor does in a typical month

In the first week you set the goal and complete the assessment, 8 to 12 adaptive questions that adjust to your answers. The result is a skill radar that scores each relevant skill from 0 to 5, so you can see in one picture where the gap is widest. The mentor then drafts a roadmap: for a 12 month goal that is twelve monthly milestones, each describing the skills it builds, the outcome that proves it and the evidence you should collect along the way.

From then on the rhythm is weekly. Each week brings 3 to 5 tasks with due dates. You hold sessions in chat whenever you need to think something through, prepare for a meeting or debrief one. You upload real material, such as a call transcript or a draft deck, and get comments tied to the framework. On Friday, inside your business hours, you get a check-in email that asks what got done. At the end of the month the mentor looks at completion, scores and blockers and rewrites the next milestones if needed.

A chatbot answers questions while a mentor follows through

General purpose chatbots are good at answering a question well in the moment. Ask for ten discovery questions and you get ten reasonable ones. What you do not get is the follow-up. Next week the chatbot has no idea you asked, which questions you used, how the call went or that you froze when the buyer mentioned budget. Each conversation starts from zero, and the work of connecting them sits with you.

An AI mentor is built around the goal rather than the conversation. Four things make the difference in practice.

  • Memory with structure. After every session your mentor stores facts (your role, your market, your manager's priorities), wins, blockers and preferences. The next session starts from there instead of from a blank page.
  • A plan with dates. The roadmap turns a goal into milestones and weekly tasks, so there is always a clear next step and a way to tell whether you are on track.
  • Review against a rubric. Comments on your material follow a stated framework. A sales call is checked for each MEDDICC element; an interview answer is checked for situation, task, action and result.
  • Accountability. Missed tasks do not vanish. The mentor asks what got in the way and either shrinks the task, moves it or changes the plan.

None of this makes the underlying language model smarter. It makes the experience useful over months, which is where goals are actually won. A promotion, a sales quota or a new language never depends on one brilliant answer. It depends on forty ordinary weeks that each moved the needle a little.

There is also a difference in what gets measured. A chatbot has no baseline, so it cannot tell you whether your discovery calls are better than they were in June. A mentor keeps the skill radar from your first assessment and compares every later score with it, which turns a feeling of progress into a number you can show your manager. The same structure helps when progress stalls. If a skill score has not moved for a month, that is a signal to change the approach: more drills, a different kind of task or a smaller milestone. Without the record, a stall usually goes unnoticed until the goal quietly disappears from your week.

Where a chatbot is still the right tool

If you need a quick draft, a definition or a one-off translation, a chatbot is fine and cheaper. Use a mentor when the goal takes longer than a month, when you need someone to check your real work and when you know from experience that you drop plans once the week gets busy.

How to choose an AI mentor without wasting a quarter

The market for AI coaching tools is crowded and the products differ more than their landing pages suggest. Some are general chat assistants with a coaching prompt. Some focus on a single skill, such as roleplaying sales calls or practising interview answers. Some are human coaching platforms with an AI layer added on top, usually sold only to large companies. Before you commit three months to one, test it against what a mentor is supposed to do.

A checklist you can use on any product

  • Does it start from your goal and your level? A real assessment produces a measurable baseline. If the tool only asks what you want to talk about today, it is a chat, not a mentor.
  • Does it give you a dated plan? Look for milestones by month and tasks by week, with outcomes and evidence attached to each milestone.
  • Does it remember the last session without you repeating it? Mention a detail in one session and check whether it appears, unprompted, in the next one.
  • Does it check your real work? Upload a real document. Good feedback points to specific lines and refers to a named framework, not just "make it more concise".
  • Does it follow up when you miss a week? Skip a task on purpose and see what happens.
  • Is the method visible? You should know which framework the mentor uses, so you can judge its advice and read further on your own.
  • Are the limits honest? Usage should be shown as clear monthly numbers, not vague promises.
  • Can you leave with your data? You should be able to delete goals and your account, and see what the tool keeps about you.
  • If your employer pays, what does HR see? The answer should be aggregates for groups large enough to stay anonymous, never your conversations.

Match the mentor to the outcome

Pick by the result you want, not by the topic you find interesting. If the outcome is a promotion, the main work usually sits in career planning and leadership behaviours, so the AI career coach and the leadership coach together make sense. If the outcome is a funded startup or first revenue, start with the AI startup mentor and add the AI marketing mentor once you have interview notes to position. Engineers moving to a senior role tend to pair the AI coding mentor with interview practice. Language goals and personal productivity have their own specialists in the AI language mentor and the AI productivity coach.

A useful rule is one main goal and at most two mentors at the start. Personal covers exactly that. When you are juggling several goals, for example a job search alongside a side project, Pro opens all nine mentors and up to five active goals. The full list of mentors and what each one does sits on the mentors page, and plan details are on pricing.

Mentor memory works like good meeting notes, and you can read them

Memory is what turns a series of chats into a mentoring relationship, so it is worth knowing exactly how it works. When a session goes quiet, your mentor writes a short structured summary in four kinds of notes.

Kind of note Example How it is used
Fact Team of 6 account executives, average deal 18,000 USD, manager cares most about forecast accuracy Grounds advice in your real situation
Win First discovery call with all MEDDICC criteria covered Shows progress and sets the next bar
Blocker Avoids asking about budget in the first call Becomes a target for drills and tasks
Preference Prefers short tasks on Mondays, longer ones midweek Shapes how tasks are scheduled

These notes are not a transcript replay. They are the few lines a thoughtful mentor would jot down after a meeting, weighted so that recent and repeated points matter more than a passing comment from three months ago. When you start the next session, the mentor reads its notes and picks up where you left off.

What you control

  • You can read the notes. The panel shows what your mentor has stored about each goal, so nothing works behind your back.
  • You can remove a note. If something is wrong or no longer true, delete it, and the mentor stops using it.
  • You decide what to share. You never have to upload anything. Material review is optional and you choose each file.
  • You can delete a goal or your account. Deleting the account removes your goals, sessions, notes and uploads.
  • On a company plan, memory stays yours. HR and admins see only anonymous totals for groups of 5 or more. They never see notes, sessions, files or your individual scores.

One more practical point: a mentor is only as good as what it knows. Tell it about your context early, such as your role, your constraints and how many hours a week you can actually spend. A plan that assumes ten free hours when you have three is a plan you will abandon.

Weekly reviews are where the goal is won

The weekly review is the smallest unit of progress in mentoring and the easiest one to skip. It takes fifteen minutes, and it does three jobs: it records what happened, it surfaces the blocker before it becomes a habit and it sets the next week to a realistic size. The Friday check-in email exists to make sure it happens.

To get the most out of it, answer honestly and briefly. "Did two of four tasks, the transcript upload slipped because the call was moved" is far more useful than a polished paragraph. Bring evidence where you can. A finished task with a document attached gives the mentor something to review, which is how skill scores move. Say what was hard. Your mentor cannot see your calendar or your mood; it only knows what you tell it.

An example week with an AI sales coach

Here is what one week in month two looks like for an account executive working toward Head of Sales with Maya.

Day What happens
Monday Week starts with four tasks: requalify the three largest open deals on MEDDICC, prepare an objection drill on pricing, upload Thursday's call transcript, draft a one page forecast for the team lead.
Tuesday Short session before a call with a new buyer. Maya recalls the budget blocker from last month and suggests two opening questions that reach budget without forcing it.
Wednesday Ten minute pricing objection drill in chat with a scored result and two phrases to change.
Thursday Transcript uploaded. Inline comments mark the minute where the decision process stayed vague and the one place a strong implication question worked.
Friday Check-in email at 3 pm local time. Three of four tasks done; the forecast draft slipped. Maya halves its scope and moves it to Monday.
End of month Discovery score rises from 3 to 4 on the skill radar; forecasting stays at 2. Next month's milestone shifts toward forecasting, with a weekly pipeline review task.

Notice the rhythm: small tasks, real evidence, a check-in that changes something and a monthly correction based on data rather than mood. The month by month version of this plan is in our article on becoming Head of Sales in 12 months.

Three habits that make reviews work

  • Keep the week small. Three finished tasks beat five started ones. If the mentor's plan is too heavy, say so and it will adjust.
  • Upload one real thing each week. Review against a rubric is where most of the learning happens, and reviews are counted per month, so spread them out.
  • Read the monthly correction. When the plan changes, check that the new milestone still serves the goal you care about, and say so if it does not.

Mentoring for teams works when it is private and practical

Most companies agree that mentoring helps people ramp, grow into management and stay longer, and most only offer it to a handful of senior people because human coaching is expensive. At typical market rates of 250 to 400 USD per employee per month, coaching a team of 50 costs 150,000 to 240,000 USD a year. On AiMentoring Teams billed yearly, at 12 USD per seat per month, the same team costs 7,200 USD a year. The point is not that software replaces every human coach, but that the structure of goal, plan, weekly work and review can now reach everyone.

Teams adds company tracks on top of the nine mentors: onboarding, manager development, sales coaching, leadership, upskilling and internal mobility. A new hire gets an onboarding track with weekly tasks for the first months. A new manager gets 1:1 structure, feedback practice and delegation with Grace; our weekly plan for a new manager's first 90 days shows the shape of it. Sales teams get pipeline reviews and scored role-play drills, which is why many sales leaders look at it as sales coaching software.

Privacy is the condition for adoption

People will not tell a mentor what they are struggling with if they think their manager is reading along. That is why the HR panel shows only anonymous, aggregated data: adoption, active goals, progress and skill gaps by team, and only once a group has 5 or more people. Conversations, uploaded files and individual scores never appear to HR. Our guide to rolling out AI coaching for employees covers how to explain this to the team on day one.

A rollout that fits in a month

  • Week 1. Choose the tracks that match this year's priorities, for example onboarding and manager development, and buy seats at checkout.
  • Week 2. Invite people by link or by email domain and explain what HR can and cannot see.
  • Week 3. Ask each person to set one goal and finish the assessment; the HR panel starts showing adoption once teams reach 5 active people.
  • Week 4. Review skill gaps by team and decide where to point the next quarter's training budget.

Companies with 100 people or more usually need more control, which Enterprise provides: SSO through your identity provider with SAML, SCIM provisioning, role based access, an audit log, your own playbooks and competency model inside the mentors, a DPA, a choice of EU or US data region and priority support. Everything is bought through self-serve checkout, and annual Enterprise can be paid by invoice with payment terms. Details are on AiMentoring for companies and security, and you can compare the wider options on AI coaching for employees.

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