The AE Operating System | Sales Introverts

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$279/ year

(or $29/month)

~~$348~~

Sales Introvert Insiders

The complete sales development system for AEs — get real-time guidance from an active VP at every step of your deal so you can promote faster without working insane hours.

Battle-Tested at:

NEW: For AEs and Leaders

Introducing the AE Operating System: Built for AEs Who Are Ready to Promote Faster Without Working Insane Hours.

Join Sales Introvert Insiders →

The complete sales development system for AEs — get real-time guidance from an active VP at every step of your deal so you can promote faster without working insane hours.

$279/ year

(or $29/month)

~~$348~~

Ready to Transform Your Sales Career?

Confidently working your territory with a proven system

Running discovery calls that prospects actually enjoy

Delivering demos that stand out from competitors

Building real momentum in your pipeline

On track for the best quarter of your career

The decision you make today could be the turning point in your sales career.

Just imagine where you could be 30 days from now:

Join 6,962+ sales professionals who have transformed their careers with these frameworks

Join SI Insiders for $279 AnnuallyBuy AE OS for $147 →

Get Instant Access to the AE OS

"Going so far over quota that it didn't even show up on the leaderboard is crazy man! To anyone reading this, I'm not trying to give Kyle any hype, but I do have to say, his frameworks are the best I've ever purchased, and IMO the price is a steal!"

Sebastian Obadia

LinkedIn Comment

The AE Operating System

Module 1:
Territory Management

"The territory planning portion of your AE framework helped me land my current role."

- Verified Customer

LinkedIn Message

AI-powered account scoring that identifies winners
Territory planning templates that eliminate guesswork
Customer expansion strategies that maximize deal size

The Big Win:

Stop wasting time on dead-end accounts and focus 80% of your energy on opportunities you'll actually win.

"Your AI Framework is a game changer! I learnt about a totally different industry/ICP and what gets their attention. All this that usually take 30-60 days is now done within the first week!"

- Aaron Tan

LinkedIn Messsage

Module 2:
Persona Mastery

Deep-dive buyer psychology frameworks
Point-of-view building templates
Real-world messaging examples that convert

The Big Win:

Craft messages that make prospects think "This person actually gets me" instead of "Just another sales pitch.”

"Took the whole class Tuesday night and generated the two largest cold opps of my career in two days"

- Verified Customer

LinkedIn Message

Module 3:
Cold Calling Excellence

Opening scripts that spark real conversations
Gold-mining techniques for gathering intel
Problem-focused talk tracks that convert

The Big Win:

Transform cold calling from your most dreaded task into your highest-performing channel.

Module 4:
Email & LinkedIn Mastery

High-converting message templates
Multi-channel sequence strategies
Pattern interrupts that grab attention

The Big Win:

Stand out in crowded inboxes and consistently get responses from senior executives.

"Your Good Day Framework has resulted in a 2x increase in pipeline generation from January. And we are looking to positively increase our Q1 forecast by almost 25%"

- Aaron Tan

LinkedIn Message

Module 5:
Pipeline Generation Operating Rhythm

10-touch, 11-day “burst” sequence framework
"Good Day" metrics tracking system
Strategic PG Plans with weekly goals

The Big Win:

Take control of your quota by building predictable pipeline, regardless of marketing or SDR support.

"Just purchased 2.0 yesterday and implemented your discovery/solution presentation into a demo today...what a night and day difference from what I was doing previously...helped me uncover a whale of a project"

- Verified Customer

LinkedIn Message

Module 6:
Discovery Excellence

Point-of-view validation framework
Problem-Impact-Vision question sequence
Discovery Capture Sheet template

The Big Win:

Run discovery calls that uncover whale opportunities by focusing on "THE" problem, not just "A" problem.

Module 7:
Demo Excellence

"Save the Best for First" presentation strategy
Group demo management techniques
80/20 rule for highlighting differentiator

The Big Win:

Transform demos from feature dumps into compelling conversations that influence buying criteria.

Module 8:
Business Case Building

The "Three Whys" framework
One-page business case template
Champion enablement strategies

The Big Win:

Create business cases so compelling they sell for you even when you're not in the room.

Module 9:
Career Development

Company evaluation framework (Growth vs. Efficiency
Sales leadership assessment guide
Interview response templates

The Big Win:

Make strategic career moves that maximize your earning potential and accelerate your growth.

"Using that framework, I took over a team that was roughly at 59% attainment the previous year — to the top team in our company's global commercial organization."

- Verified Customer

LinkedIn Message

Module 10:
Leadership Transition

Five key areas to earn leadership trust
Promotion readiness checklist
Cross-functional influence strategies

The Big Win:

Position yourself as the obvious choice for promotion by being trusted, not just talented.

Module 11:
AI in Sales

Strategic prompt library for key sales activities
AI workflow automation templates
Human vs AI task evaluation framework

The Big Win:

Use AI to eliminate hours of manual work while keeping the human touch that wins complex deals.

Module 12:
Advanced Deal Management

Multi-threading strategy playbook
Stakeholder mapping framework
Advanced negotiation tactics

The Big Win:

Navigate and close complex, multi-stakeholder deals with confidence and precision.

Is Sales Introvert Insiders Right For You?

If any of these sound familiar, you're in the right place.

Do you watch top performers on your team and wonder what they're doing differently?

Are you unsure of how to use AI in your role and avoid sounding robotic?

Have you tried following "proven" sales methodologies that just don't feel natural?

Are you closing deals without knowing WHY you win some, and lose others?

The Story Behind The System That Changed Everything

"You don't seem like a salesperson."

That single comment changed my entire career.

But Here's The Truth

For my first two years, I was painfully struggling:

Missing quota quarter after quarter

Nearly getting fired for poor performance

Watching others get invited to "high potential" programs while I was left behind

Following rigid playbooks that felt completely unnatural

Result: Miserable experience, low attainment, high stress

The Results Spoke For Themselves

Bottom Performer → #1 AE (out of 200+)

5 Promotions in 7 Years at Qualtrics

Built & Scaled Teams at MongoDB

VP Global Growth at LaunchDarkly

Frameworks Led to 100+ AE Promotions

Frequently Asked Questions

Will this work for my industry?

These frameworks have been successfully applied across dozens of industries. The testimonials include everyone from cybersecurity to ERP to financial services. The principles are industry-agnostic because they focus on buyer psychology and sales fundamentals.

What if I'm new to sales?

Perfect. You'll implement the right way from the beginning instead of developing bad habits you'll need to unlearn later. Several testimonials specifically mention using these frameworks to transition from SDR to AE roles.

What if I'm experienced?

Even better. One testimonial comes from a sales leader with 20+ years of experience who said "boy I wish I had found this 20 years ago!" The frameworks help identify gaps in approach that even seasoned professionals often miss.

How is this different from AE Frameworks?

AE OS represents everything I've learned since creating AE Frameworks, plus seven completely new programs. While AE Frameworks helped 5,222+ sales professionals transform their careers, AE OS is the complete operating system for sales excellence.

How much time will this take to implement?

The frameworks are designed to be implemented immediately into your existing sales motion. Most AEs see results within their first week of applying these systems.

Do you offer refunds?

We believe in committed students who take action. We feel comfortable with your decision not to purchase if you feel it's not a fit. We'd prefer you decide this isn't something to invest in instead of "happy-buying" and then asking for a refund because you don't apply the system.

Can I cancel my Sales Introvert Insiders membership and receive a refund?

You can cancel your Sales Introvert Insiders membership at any time through your membership portal in just a few clicks. However, refunds are not offered on monthly or annual memberships.

Trusted by 6,962 Sales Professionals

LinkedIn Comment

"Not gonna lie, I purchased it just to see if your frameworks were as good as the game you spit on LinkedIn.... and they are. Great work, Kyle Asay."

Braxton Carr - Sales Coaching Enablement @ Egnyte

Also Included In Your Member Portal

Mastering the Art of Buyer Psychology

Make buyers feel understood (so they move forward)

~~($147)~~ Included in Insiders

Join Now →

Leadership Frameworks 2.0

Become an indispensable leader and accelerate your career (and those around you)

~~($147)~~ Included in Insiders

Join Now →

AE Frameworks 2.0

Installable plays for territory, PG, discovery, demo, and late‑stage

~~($147)~~ Included in Insiders

Join Now →

What Others are Saying

Current Insider

“I must admit I like the fact that you are always adding value to Sales Introverts. I have subscribed to others and felt they take your subscription for granted and they regurgitate a lot of things I already know. With you I think it offers a living breathing resource that considers the ups and downs of sales and how to overcome them, which is rare.

Keep up the good work”

Justin Geyer

Director of Business Development and Strategy

"Have worked through a couple modules thus far and its pretty clear that Kyle has a phenomenal pulse on sales. I appreciate the real life examples and thorough explanations. I also really appreciate Kyle calling out what the course is not for. The course is not for manipulation by the account executive. Its real methodology that can help account executives that actually care about the outcomes their clients are trying to achieve. Looking forward to the rest of the course."

Joan

"Sales Introverts is the most relevant and to the point training I have ever invested in. BEST INVESTMENT EVER! AI prompts pre-tested and relevant for today's sellers. Easy to digest, read, and apply learnings. Thank you so much Kyle for your time in putting this training together. I have learned so much from you (you should replace my company's training department)"

Tyler

Appreciate the effort you have put into it.

Kyle, I have personally invested a lot in sales trainings (PClub, Gap Selling, MEDDPICC, Podcasts) but yours is the best by far.

Not only with deals, but your teachings landed me an offer with a 60% increase in OTE/base + big equity upside.

"Dude this is insane – honestly was expecting some pretty surface-level answers, but even with a quick prompt this gave me some awesome ideas"

Connor Grant

LinkedIn Message

Kyle GPT

Ask. Get the answer. Move the deal.

Every Insider now gets unlimited access to Kyle GPT – an AI coach trained on Kyle's entire "sales brain."

Imagine having Kyle as your AI coach that can build you custom account plans, create talk tracks for your discovery and demo calls, generate PoV’s proven to land with executives, suggest multi-threading strategies for your deals.

Custom AI Coach trained on Kyle's sales materials. No generic advice.

Available 24/7 when you need it most

Guidance in Kyle’s voice, drawing from his actual experience leading global sales teams.

Exclusive Monthly Trainings

You'll get private monthly trainings on what's actually working right now in enterprise sales. Kyle will record and upload the same exact training he’s giving to his internal sales teams so you can know what’s working now, and apply it immediately.

Recent Trainings Include:

Join Sales Introvert Insiders →

Short, tactical sessions you can implement the same day (under 45 minutes)

Steal the slides, prompts, talk tracks, and templates

Built from live enterprise deals — what’s working right now

Building Effective Weekly PG Plan

Breaking Through the Noise

Discovery: First Five Minutes

“Problems we should be solving” Framework

One membership. Infinite advantages.

"I'd guess my closed/won revenue has increased somewhere in the range of 330% since applying it.” — Enterprise AE

Verified Customer

LinkedIn Message

Join Sales Introvert Insiders →

When You Join Insiders You Will:

Know what to do next: You’ll get one focused training a month (<45 minutes) you can apply the same day. The same exact content Kyle’s training his internal teams on.

Remove guesswork across the deal: Unlock the complete AE OS for territory, prospecting, discovery, demo, business case, and negotiations.

Level up your career: Instant access to Kyle’s flagship AE and Leadership Frameworks PDFs that have directly driven 100+ promotions.

Get unstuck fast: Receive unlimited access to Kyle GPT, an AI model trained on all of Kyle’s content (both public and content he has never shared externally). Get a PoV, talk tracks, and next steps for your exact scenario — instantly.

Earn attention and conviction: Mastering the Art of Buyer Psychology breaks down the buyer bias faced during every stage of the sales cycle and teaches how to proactively overcome concerns to increase the win rate.

You don’t need more tips.

You need a reliable way to win.

When you know exactly what to say next (and why) everything changes:

Buyers reply to your messages (and say yes to meetings)

Discovery turns into a real conversation (not an interrogation)

Demos shift the criteria in your favor

Deals keep momentum through procurement without heavy discounting

"I've seen your frameworks, took your course, and also have seen your AE's results - definitely worth checking out for any sellers looking to Level Up."

Keith Weightman, RVP, Sales @ Bullhorn

LinkedIn Comment

These are the same systems we used to:

Increase outbound pipeline 142% in 90 days

Cut time‑to‑first‑sale from 65 → 33 days

Increase revenue/rep 45%

Double ASP

Directly promote 100+ AEs and leaders.

Choose Your Level of Development

Included in Your Purchase:

Sales Introvert Insiders

Available in both Annual and Monthly Membership

Just $279 / yr (or $29 / mo)

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