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Smart Tips: Sales, Master Relationship-Driven Selling via AI

Name: Smart Tips: Sales, Master Relationship-Driven Selling via AI
Rating: 4.7 (569 reviews)

53 Sales micro-lessons to sell ideas, products, and yourself—using AI, trust, & strategy to connect, convert, and lead.

Role Play

Created byCherilynn Castleman

Last updated 3/2026

English

What you'll learn

The Modern Sales Mindset → Why sales is a gateway skill—and how to master it in today’s AI-driven world.
Proven Techniques to Build Trust & Close Deals → Rapport, open-ended questions, buyer alignment, urgency creation, and objection handling.
How to Sell with Confidence (Not Pressure) → From setting expectations to tailoring solutions that resonate deeply with each buyer.
Personalized Selling with AI → AI-Powered Activity & Prompt Handout includes 100+ targeted prompts & tips to help you apply each lesson to your specific goals.
Revenue-Driven Execution Skills → Sales planning, next-step setting, navigating complex buying committees, and driving real momentum.
Relationship-First Selling → From follow-up to retention strategies, learners master the skills to become trusted advisors—not just sellers.
How to Align Sales With Business Strategy → Learners gain tools to work cross-functionally, build influence, and deliver business value.

Course content

12 sections • 53 lectures • 2h 31m total length

Introduction to Cherilynn Castleman - Sales as a Gateway Skill1:48
Discover how mastering sales opens doors to influence, income, and leadership—no matter your role or title.
Maximizing the Value of This Course2:28
Learn how to use this course like a sales GPS—accessing smart tips when you need them most to stay sharp and close stronger. Always know the next step to keep deals moving forward and maintain control of the sales process.
Introduction to Sales Smart Tips – Navigating the Sales Landscape2:35
Gain a quick overview of how AI is reshaping modern sales—and how this course helps you stay ahead with practical, human-centered strategies.

Establishing Rapport: Building Genuine Connections2:36
Master the art of authentic rapport so buyers trust you faster—and engage more deeply from the first call.
Up-Front Contracts: Setting Clear Expectations2:22
Set the tone early with clear agreements that reduce misunderstandings and speed up the sales cycle.
Using Open-Ended Questions: Unlocking Client Insights2:32
Ask the right questions to uncover buyer needs that close more deals—and build stronger client relationships.
Matching Tone: Creating Comfort and Connection2:16
Use voice, pacing, and mirroring techniques to create comfort, build trust, and drive buyer connection.
Understanding Budget: Connecting ROI to Client Goals2:25
Understand how to align offers with real budgets so your value matches what buyers can actually invest.
Understanding Authority: Navigating Decision-Making2:10
Identify key decision-makers and learn how to navigate complex buying committees with clarity and confidence.
Understanding Buyer Needs: Probing for Specific Pain Points3:20
Learn how to probe deeper to reveal pain points that move buyers to take action.
Understanding Timing: Creating Urgency Without Pressure2:45
Unlock urgency by understanding buyer timing—and create momentum without being pushy.
Tailoring the Pitch to Buyer Needs: Personalizing the Solution2:35
Personalize your pitch to align perfectly with your buyer’s goals—making your solution the obvious choice.
Section 2: The Practical Side of Selling
Introductory Meeting — Workforce Optimization Solutions

How to Hit Your Sales Revenue Targets Every Time: 3 Strategies2:56
Use three proven strategies to consistently meet or exceed your sales revenue goals—no guesswork, just results.
Seal the Deal: Closing the Sale Without Pressure2:26
Uncover the core desires driving every buyer so you can connect your offer to what they truly want.
Section 3 Quiz: Achieving Revenue Targets
From Revenue Plan to Close: A Buyer-First Sales Conversation

Boosting Sales Productivity with Buyer-First Strategies2:52
Identify the three levers—time, talent, and budget—that determine your deal's chances of success.
Master Sales Skills Fast: The Learn, Pair, Share Method2:32
Master essential sales skills faster using a simple, proven approach to boost confidence, improve performance, and make learning stick by practicing with peers and teaching others.
Make It Easy: Streamlining the Buying Journey for B2B Success2:12
Learn how to simplify the B2B buying journey with practical strategies that remove friction, accelerate decisions, and boost close rates.
Stitching Motivation into Your Sales Journey2:42
Build lasting motivation in sales by aligning your vision, practicing gratitude, and creating daily habits—so you stay energized, focused, and consistently perform at your best.
Optimizing Sales Performance
Selling Smarter: A Buyer-First Approach to Discovery, Value, and Momentum

From Top Seller to Trusted Partner – A Journey to Building Lasting Customer Rela3:01
Transform from a transactional seller to a trusted advisor by building authentic relationships, personalizing your approach, and leading with empathy to drive lasting sales success.
Beyond Transactions: Building Lasting Customer Relationships2:25
Learn how to move beyond transactional selling by tracking engagement, personalizing outreach, and building trust to create lasting, value-driven client relationships.
The Feedback Loop: Leveraging Customer Input for Success2:40
Transform customer feedback into your secret growth strategy—learn how to analyze, act on, and communicate insights that boost performance and trust.
Customer Churn is a Challenge Every Business Faces2:48
Learn how to identify early warning signs of churn and take proactive steps that turn frustrated users into loyal, long-term customers.
Personalized Service: Using Data Driven Insights to Delight Customers2:53
Discover how to use data-driven insights to personalize outreach, build deeper connections, and dramatically improve sales results.
The Heart of Sales: Embracing Customer-Centric Strategies3:09
Discover how to drive more sales by leading with empathy, tailoring solutions, and putting your customer’s needs first.
Section 5 Quiz: Customer Satisfaction and Retention
Winning Back Trust: A Customer-Centric Approach to Retention and Loyalty

The Most Important Document Most Sales Professionals Never Read3:44
Discover how to read your client's Form 10-K and 10-Q reports to uncover financial pain points and position yourself as a strategic sales partner.
Crafting Your POV: Triangulating Research for Sales Success3:21
Discover how to craft a compelling sales point of view by triangulating customer interviews, financial research, and benchmarking data to lead strategic conversations with confidence.
Mastering the Modern Buying Committee3:04
Learn how to navigate complex B2B buying committees by mapping key stakeholders, personalizing messaging, and building consensus to accelerate deal velocity in today’s post-pandemic sales landscape.
Mastering Multithreading: Your Key to Success in Today’s B2B Sales2:42
Stop relying on a single contact—learn how to multithread across departments, build strategic relationships with multiple stakeholders, and keep your deals moving even when one contact goes dark.
Perfect Timing: How to Strategically Time Your Outreach for Maximum Response3:11
Discover how to use AI and buying signals to time your outreach perfectly—so you connect with prospects at the moment they’re most likely to respond, not when it's convenient for you.
Using Value Line to Position Yourself as a Trusted Advisor2:34
Learn how to use Value Line to lead with insights, not features—position yourself as a trusted advisor by connecting industry trends to your client’s top business priorities.
Crafting High-Impact Email and InMails – Capture Attention and Drive Engagement3:03
Learn how to write concise, high-impact LinkedIn InMails and emails that capture attention, build trust, and drive responses—without the hard sell.

Empathetic Listening in Sales: 3 Essential Tips for Impactful Conversations4:08
Unlock the #1 skill top sellers use to win trust and close deals—empathetic listening. In this course, you’ll learn how to move beyond surface conversations, uncover hidden client concerns, and build meaningful connections that drive real results.
Always Secure the Next Meeting – Keeping Sales Momentum Moving Forward2:38
Keep your deals alive and moving—learn how to confidently secure the next meeting, align decision-makers, and eliminate ghosting with simple, actionable tactics that drive sales momentum from call to close.
Building Trust Through High-Value Connections3:53
Discover how to build lasting sales relationships by asking High-Value Questions and applying four proven trust-building behaviors that go beyond the transaction and create real connection.

Why Me, Why Now: Mastering Value-Based Sales Techniques4:11
Learn how to position yourself and your solution with clarity and urgency by mastering the three essential value-based sales questions: Why Me, Why This, and Why Now.
Instant Connection: Building Rapport with the PEOPLE Method4:03
Build trust from the first hello with the PEOPLE Method—a proven approach to creating authentic rapport on video calls that turns virtual conversations into lasting connections.
The Art of Follow-Up: Crafting Emails that Get Responses3:14
Walk away with a proven 4-step formula to write follow-up emails that drive responses, build credibility, and reignite stalled deals.
The 4 Ds of Sales Success: Master Your Time3:00
Discover how top performers use the Urgent vs. Important "Eisenhower" Matrix to focus their energy, increase selling time, and close more deals. Walk away with a simple, powerful framework to regain control of your time, focus on high-impact activities, and accelerate your sales success.
Strategic Prioritization with the 6 Minutes, 6 Months, 6 Years Framework3:13
Master a powerful decision-making tool to help you balance immediate demands with long-term goals—without sacrificing what matters most.
Night Owl vs. Lark: Discovering Your Peak Performance Time1:22
Discover your natural productivity rhythm and learn how to schedule your day around your peak energy windows for better focus, faster work, and less burnout.

Unleash Your Superpower: Personal Branding for Sales Success2:37
Learn how to turn your LinkedIn presence into a powerful inbound sales engine by building a personal brand that earns trust, attracts buyers, and sets you apart.
Unlock Buyer Insights: Create Personas That Drive Success2:26
Learn how to build actionable buyer personas that help you tailor your messaging, target the right stakeholders, and increase your sales conversions with precision.
Sales Storytelling Mastery: Engage with the ABT Mode2:34
Discover how to transform your sales conversations using the ABT storytelling framework so you can capture attention, create emotional relevance, and move buyers to action faster.
Mastering the Sales Hook – How to Capture Attention Instantly2:15
Capture attention in seconds—master the art of powerful sales hooks that turn cold outreach into warm conversations and drive real results from the very first line.

Requirements

No experience? No problem. This course is for anyone who needs to sell—products, ideas, or themselves. You’ll need: A curious mindset. A willingness to learn and apply. Access to a computer or phone with internet. Optional: A notepad or journal to track your growth. No prior sales experience or fancy tech required. Just show up, press play, and start building the skills that open doors.

Description

Sales isn’t just a skill—it’s your gateway to greater income, influence, and impact.

Whether you're selling a product, pitching an idea, negotiating your next role, or leading a team—your success hinges on one thing: your ability to connect, communicate, and convert.

This course delivers timeless, high-impact sales tips designed to boost performance across any industry or role. Each focused video provides a concise, evergreen skill you can immediately apply to real sales situations—whether you're building trust, closing deals, or expanding key accounts.

To help you get the most out of each lesson, every module includes two companion handouts:

Sales Smart Tips Handout– A one-page action guide to help you apply the core idea right away.
AI-Powered Activity & Prompt Handout – A set of curated AI-powered prompts and insights to help you personalize, practice, and optimize each technique using AI powered tools.

These evolving resources ensure you're not just learning timeless sales strategies—you’re also building the AI fluency needed to compete in today’s fast-changing market.

That’s why I created Smart Tips: Sales, Master Relationship-Driven Selling via AI—a course designed for busy, high-achieving professionals who need practical, real-world strategies that work now, not later.

Inside, you’ll find 53 actionable, bite-sized lessons built around three clear goals:

Close bigger, better deals
Build authentic buyer trust
Leverage AI to sell smarter—not harder

This is not your typical sales training. There’s no fluff, no theory-heavy modules, and no wasted time. Just fast, focused strategies that match the pace of your day and the pressure of your role.

What Makes This Course Different?

Every video is under 10 minutes—and each one comes with two powerful tools:

Smart Tip Handout
A one-page guide with action steps, conversation starters, and real-world applications so you can implement what you learn immediately—on the job, in meetings, or on the move.
AI-Powered Handout
More than 115 tailored AI prompts plus case studies and examples to help you:
o Personalize outreach at scale
o Prep for sales calls in minutes
o Write compelling follow-ups fast
o Leverage your unique voice while using AI as your co-pilot

AI isn’t about skipping effort—it’s about amplifying your value.

It gives you time back. It sharpens your message. It helps you show up smarter, stronger, and more prepared.

You won’t just learn what works—you’ll do what works.

Whether you’re navigating complex deal cycles, building your brand, or leading a team, this course is your on-demand, in-the-moment sales coach.

If you're ready to sharpen your edge, boost your confidence, and blend human connection with AI-powered execution—this course was built for you.

Let’s make smart selling your new superpower.

Why This Course:

Choose this course if you want to:

• Close bigger deals faster by blending relationship-driven strategies with AI-powered insights

• Break into sales, client success, or account management—with confidence

• Lead teams, pitch ideas, and influence decisions that drive real impact

• Grow your business with practical strategies that convert

• Ace interviews and land roles by selling your value with clarity

• Use AI-powered prompts to personalize your pitch, fast

• Earn your seat at the table—not just be invited to it

With 50+ focused videos and Quick Code AI guides, this course isn’t theory—it’s your competitive edge. If you're ready to close the gap between potential and performance—this is your course.

No fluff. No filler. Just what works. Sales is a gateway skill. These lessons aren’t just for salespeople—they’re for anyone ready to lead, influence, and make an impact.

Who this course is for:

Sales professionals who want to close bigger deals faster
Account Managers & SDRs seeking deeper buyer trust
Entrepreneurs who need to pitch, partner, and grow
Job seekers who must sell their value with clarity
High-achievers ready to sell smarter, lead stronger, and stand out with confidence—powered by AI.
Sales Managers who want to harness AI to coach smarter, adapt faster, and drive consistent results.

Smart Tips: Sales, Master Relationship-Driven Selling via AI

What you'll learn

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Course content

Introduction3 lectures • 7min

The Practical Side of Selling10 lectures • 23min

Achieving Revenue Targets3 lectures • 5min

Optimizing Sales Performance5 lectures • 10min

Customer Satisfaction and Retention7 lectures • 17min

Strategic Alignment2 lectures • 7min

Research and Prospecting7 lectures • 22min

Relationship Building3 lectures • 11min

Sales Techniques and Skills6 lectures • 19min

Personal and Professional Development4 lectures • 10min

Requirements

Description

Who this course is for: