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Oct 24
Fri
12:00 pm
Live LinkedIn DM Reviews: Messaging Playbook for Sellers
Will Aitken
Mandy McEwen
About

Most sellers send LinkedIn DMs that read like recycled cold emails and buyers can tell. The result? Low response rates and missed opportunities.

In this interactive show, Mandy McEwen will review real LinkedIn DMs submitted by the audience, breaking down what works, what doesn’t, and how to fix them on the spot. From strong openers to thoughtful follow-ups, you’ll get practical advice and examples you can apply to your own outreach immediately.

Whether you struggle with writing the first line, keeping messages concise, or knowing when to follow up, this live review session will give you proven tactics to make your LinkedIn messages land with more prospects.

What You'll Learn:

  • How to craft LinkedIn DM openers that spark curiosity and feel personal
  • Live feedback on real DMs from the audience with fixes you can copy
  • Follow-up strategies that boost response rates without sounding pushy
Our partners
No items found.
Oct 27
Mon
12:00 pm
How to Turn Late-Stage Objections Into Wins
James Buckley
Jaime Diglio
About

Are late-stage objections costing you deals?

Join Jaime Diglio as she walks you through advanced strategies to handle objections in the final stages of the sales process.

You’ll learn how to identify common objections, uncover their root causes, and address the psychological factors that influence prospects’ decision-making. You’ll also discover strategies to maintain momentum, build confidence, drive urgency, and finalize agreements effectively.

By the end of the show, you’ll leave better prepared to handle late-stage objections and turn more opportunities into closed deals.

What You'll Learn:

  • Identify and address common late-stage objections
  • Advanced techniques such as reframing, empathy, active listening, trial closes, and collaborative problem solving
  • How to maintain momentum and drive urgency, with clear communication
Our partners
No items found.
Oct 28
Tue
12:00 pm
How to Drive Value-First Urgency That Closes More Deals
Will Aitken
Caspian Lewke
About

Many sellers fall back on discounts as their only way to create urgency but urgency built on price cuts isn’t urgency at all, it’s desperation.

In this show, Caspian Lewke will show you how to reframe urgency around what actually matters to buyers: their priorities, their timelines, and the cost of inaction. You’ll learn practical ways to keep deals moving forward without slashing price or pressuring prospects.

From anchoring conversations in business outcomes to using mutual action plans that clarify deadlines and next steps, this session is all about building forward momentum the right way.

What You'll Learn:

  • Why discounting as urgency signals weakness and how to shift to value-first urgency
  • How to tie urgency to buyer priorities like budget cycles, launches, and missed opportunities
  • Practical tools that move deals forward without pressure
Our partners
Oct 29
Wed
12:00 pm
AI for Sales 101 Series: Your Guide to Using AI Effectively
Jed Mahrle
Sam Mallikarjunan
About

AI is everywhere in sales right now, but many reps don’t actually know what it is, where it fits, or how to use it safely.

That’s why we’re kicking off a 3-part series on AI for sales. Each session goes deeper, starting with the basics and building toward advanced, real-world applications.

This first part breaks down AI in plain English. You’ll learn what AI is (and isn’t), which tools are actually useful, and how to use them without risk. You’ll also leave with one repeatable prompt recipe that saves time on daily sales tasks without adding complexity or compliance concerns.

Whether you’ve dabbled in AI tools or avoided them because they feel overwhelming, this show gives you the clarity, guardrails, and starter use cases to put AI to work right away.

What You'll Learn:

  • Clear, plain-English definitions of AI (and how it differs from automation + analytics)
  • Which AI tools to use for writing, research, meetings, CRM, and automation
  • A repeatable prompt recipe you can start using immediately for sales tasks
Our partners
No items found.
Oct 30
Thu
12:00 pm
Watch Live Cold Calls Get Broken Down
James Buckley
Jack Frimston
Zac Thompson
About

Cold calling is one of the hardest (and most nerve-wracking) parts of selling, but the fastest way to improve is to actually do it live.

In this interactive show, brave volunteers will jump on to make mock cold calls to James Buckley, playing the prospect. Then, Zac and Jack will break down what worked, what didn’t, and how to sharpen the call for better results.

Expect a mix of real-life pressure, expert coaching, and practical takeaways you can test on your very next dial. From openers to transitions to handling brush-offs, you’ll see the full spectrum of live calling in action  and walk away with tips to boost your own connect-to-convo success.

What You'll Learn:

  • Proven openers and first 7-second strategies that earn attention
  • How to transition smoothly from opener to value prop to the ask
  • Expert tips for handling brush-offs, injecting humor, and using silence to your advantage
Our partners
Oct 31
Fri
12:00 pm
The Four-Sentence Playbook for Cold Emails That Convert
Leslie Douglas
Florin Tatulea
About

Struggling to get replies from your cold emails? Most emails get opened but ignored. The key isn’t just writing, it’s writing with relevance.

Join Florin Tatulea as he breaks down his proven process for crafting cold emails that actually earn replies. You’ll see how to combine smart research, structured messaging, and tested frameworks into emails that stand out in crowded inboxes.

Learn how to identify the signals that make your outreach relevant, plug them into a four-sentence email framework, and iterate based on replies, not opens.

By the end of the show, you’ll have a practical playbook to research, write, and refine cold emails that turn prospects into conversations.

What You'll Learn:

  • Key signals to make emails timely and relevant
  • A four-sentence framework to turn research into concise, high-impact emails
  • How to test and iterate your outreach based on replies to improve results over time
Our partners
Nov 3
Mon
12:00 pm
5 Real-Time Tactics to Improve Sales Execution
James Buckley
Eldad Postan-Koren
About

Frontline sales teams are moving fast, but too often, critical steps get missed, coaching comes too late, and admin work eats into selling time.

In this episode, Eldad Postan-Koren and the WINN team will reveal five live tactics that help reps stay sharp in the moment.

We’ll break down how to reinforce processes without slowing people down, surface the right info at the right time, and use AI to eliminate productivity-killing admin tasks. You’ll also see how to coach in real-time and track execution so nothing slips through the cracks.

This is a tactical session designed for sales pros who want instant visibility, better performance, and a team that actually follows through.

What You'll Learn:

  • How to reinforce sales processes in real time
  • Ways to eliminate admin work with AI
  • How to track execution to improve performance
Our partners
Nov 4
Tue
12:00 pm
Cold Call Strategies That Boost Your Connect Rates
James Buckley
Lauren Bailey
About

Are your cold calls getting hung up on before you even get to the pitch? Breaking through in the first 10 seconds is harder than ever, but the right opener can earn you the time you need.

Join Lauren Bailey as she shares modern cold calling tactics that get reps talking to decision-makers. You’ll see live examples of openers that capture attention and learn how to pivot quickly when objections arise.

We’ll cover actionable strategies for handling objections in 10 seconds or less, crafting calls that balance personalization and curiosity, and prepping mentally to keep every call dynamic and engaging.

By the end of the show, you’ll leave ready to make your cold calls count, improve your objection-handling skills, and increase your conversations with prospects.

What You'll Learn:

  • How to craft openers that earn 10+ seconds of prospect attention
  • Ways to handle objections quickly using tactical, repeatable frameworks
  • How to prepare mentally and maintain energy, tone, and pace for engaging calls
Our partners
No items found.
Nov 5
Wed
12:00 pm
How to Turn Cold Emails Into Conversations
Leslie Douglas
Lauren Goodell
Jérémy Grandillon
About

Your subject line is the gatekeeper, get it wrong, and your email dies unopened. In this show, Jérémy Grandillon and Lauren Goodell are going to break down what actually makes cold emails get read and replied to.

We’re not talking theory. You’ll see live, real-time rewrites of audience-submitted cold emails, from subject line to first line, and learn exactly how to fix the mistakes that kill your open and reply rates.

Expect frameworks that are easy to use right away, like how to balance curiosity with clarity, personalize without overdoing it, and keep your message short, sharp, and human.

By the end, you’ll walk away knowing how to write subject lines that earn opens, intros that hook attention, and messages that actually get replies.

What You'll Learn:

  • How to write subject lines that earn opens
  • Ways to tighten your cold email copy for clarity, flow, and instant impact
  • How to balance personalization and scale so every message feels relevantles
Our partners
No items found.
Nov 10
Mon
12:00 pm
Post-Event Follow-Up That Books Meetings
James Buckley
Laura Erdem
About

Attending events is only half the battle. Without the right follow-up, even the hottest leads can go cold.

Join Laura Erdem as she shares strategies to turn post-event conversations into real pipeline. You’ll learn how to segment leads, spot buyer signals, and document key insights that make follow-up personalized and impactful.

We’ll cover crafting sequences that stand out in crowded inboxes, timing outreach for maximum response, and using multi-channel touchpoints like email, LinkedIn, and even voice or video messages.

You’ll also see how to leverage event content and shared takeaways to move prospects from “nice to meet you” to booked meetings.

What You'll Learn:

  • How to identify real buyer signals and prioritize leads from events
  • Techniques for multi-channel follow-up sequences that get replies
  • Ways to leverage event content to accelerate meetings and pipeline
Our partners
No items found.
Nov 12
Wed
12:00 pm
How to Keep Deals Moving and Close More
Nikki Lang
Eric Finch
About

Too many deals stall in the gray zone between “proof of value” and “proposal.” In this part-two session, Eric Finch is back to share a step-by-step framework for controlling your deal cycle, from kickoff to close, without losing momentum or margin.

You’ll learn how to run a tightly scoped POV that keeps both sides aligned, transition cleanly into commercial conversations, and protect deal value all the way through negotiation.

Eric will walk through real examples of how top sellers lead their buyers confidently, instead of reacting to delays, scope creep, or last-minute price pressure.

This is a practical playbook for structuring every stage of your deal so it moves forward with precision and purpose.

What You'll Learn:

  • How to run a focused POV that builds shared accountability and eliminates drift
  • Smart transitions from validation to proposal that keep deals on track
  • Proven negotiation tactics that help you hold your frame and protect deal value
Our partners
No items found.
Nov 13
Thu
12:00 pm
How to Identify and Engage Champions to Move Deals Forward
Will Aitken
Meghann Misiak
About

Struggling to get deals unstuck? The right people inside an account can help move things forward, but only if you identify and engage them correctly.

Join Meg Misiak as she shares hands-on strategies for spotting champions early, empowering them to advocate for your solution, and leveraging their influence to keep deals progressing.

You’ll see practical frameworks for mapping account roles, providing value without overloading, and building trust during discovery and demo conversations.

We will teach you how to unblock stalled deals, facilitate multi-threading, and keep your champions motivated throughout the sales cycle. By the end, you’ll leave with a repeatable approach to turn key stakeholders into active advocates who drive deals forward.

What You'll Learn:

  • How to identify genuine champions and map account influence
  • Techniques to engage and empower champions to advocate internally
  • Strategies to leverage champions to unblock deals and accelerate the sales cycle
Our partners
No items found.
Nov 14
Fri
12:00 pm
The Step-by-Step Playbook for Building Video into Your Sales Outreach
James Buckley
Chris Bogue
About

Most sellers agree video stands out but few actually use it.

In this show, Chris Bogue will break down how to make video prospecting simple, repeatable, and effective.

You’ll learn how to script videos that feel human (not rehearsed), structure your message for maximum impact, and use the right tools to scale your outreach without losing the personal touch.

Chris will also share how to craft subject lines that drive opens, choose the best platform for your outreach, and weave video into your multi-channel sequences naturally.

What You'll Learn:

  • How to script short, engaging videos that earn replies
  • Simple setup tips to record, send, and scale video outreach
  • Smart ways to use video across email, LinkedIn, and sequences
Our partners
No items found.
Nov 17
Mon
12:00 pm
Multi-Channel End-of-Year Tactics That Deliver Real Conversations
James Buckley
Shannon J. Gregg
About

Think December is dead for sales? Think again. While most sellers slow down, decision-makers are planning budgets, reviewing tools, and setting priorities for the new year.

Join us as we share creative strategies to turn the end of the year into a launchpad for a strong January. You’ll see practical plays for email, phone, LinkedIn, gifting, and even leveraging end-of-year events to get meetings on the calendar.

We’ll cover messaging that captures attention, frameworks for timely campaigns, and techniques to maintain momentum when your pipeline feels frozen.

We will also share how to lean into budget resets, reflection prompts, and Q1 planning to drive early wins to set yourself up for January success, and start the new year ahead of your competition.

What You'll Learn:

  • Creative end-of-year strategies to earn meetings and set up Q1
  • How to combine channels like email, phone, LinkedIn, and gifting for maximum impact
  • Campaign frameworks and messaging that leverage timing, budgets, and priorities
Our partners
Nov 18
Tue
12:00 pm
Hidden Sales Navigator AI Hacks Every Seller Should Know
Leslie Douglas
Veronica Rivero
About

AI isn’t here to replace salespeople, it’s here to make them sharper, faster, and more effective.

In this show, Veronica Rivero from LinkedIn will show you how to unlock the full potential of Sales Navigator’s newest AI features: Account IQ, Message Assist, and the brand-new Sales Assistant.

You’ll see how these tools can help you identify opportunities faster, tailor your outreach to what buyers actually care about, and remove time-consuming admin work from your day.

Whether you’re prospecting for new logos or growing existing accounts, you’ll learn how to use AI to keep your pipeline full and your deals moving forward.

What You'll Learn:

  • How to use AI inside Sales Navigator to uncover insights that guide smarter outreach
  • Ways to personalize your messaging with Message Assist for better response rates
  • Proven workflows to boost productivity and accelerate deal cycles
Our partners
No items found.
Nov 19
Wed
12:00 pm
AI for Sales 101 Series: How to Write Prompts That Deliver Quality Outputs
Jed Mahrle
About

Most sellers dabble with AI prompts, but the results often come back generic, off-brand, or flat-out wrong. That’s because effective prompts aren’t about luck , they follow a recipe.

In Part 2 of our 3-part AI for Sales series, we’ll take you beyond definitions and into practical frameworks.

You’ll learn how to structure prompts step by step, spot the difference between weak and strong instructions, and apply proven prompt patterns that generate reliable outputs every time.

This is a hands-on and tactical session, with good vs. bad examples, a starter prompt library, and troubleshooting tips you can apply instantly. By the end, you’ll know how to turn everyday sales tasks into plug-and-play workflows anyone on your team can run.

What You'll Learn:

  • The proven recipe for writing prompts that generate high-quality outputs
  • Good vs. bad examples of prompts for emails, recaps, and research
  • A starter library of plug-and-play prompts sellers can use immediately
Our partners
No items found.
Nov 20
Thu
12:00 pm
How to Reframe Objections and Keep the Conversation Going
Will Aitken
Mafalda Johannsen
About

Most sellers see objections as rejection,  but the best reps know they’re a sign of interest.

In this show, Mafalda Johannsen will break down how to turn resistance into real conversation. You’ll learn how to ditch canned rebuttals and respond with curiosity, empathy, and control.

Mafalda will share real call examples and live roleplays that show how a simple tone shift or reframe can flip “not interested” into a productive next step.

This isn’t another “memorize your lines” session, it’s a modern playbook for objection handling.

What You'll Learn:

  • How to reframe objections as valuable buying signals
  • Practical ways to replace scripts with curiosity-driven responses
  • Real examples of tone, phrasing, and timing that turn “no” into conversation
Our partners
Nov 21
Fri
12:00 pm
Pricing Conversations That Build Trust and Close Deals
James Buckley
Donald Kelly
About

Price conversations are often stressful, but they don’t have to be.

Donald Kelly will share actionable strategies to discuss price clearly, transparently, and confidently, turning a tricky moment into an opportunity to build trust and move deals forward.

You’ll learn how to frame solutions as investments, align value with business outcomes, and set expectations at the right time without derailing conversations.

Donald will also provide real examples and phrases for responding to pushback, normalizing pricing discussions, and keeping momentum in the deal cycle.

What You'll Learn:

  • How to frame price as an investment that resonates with buyers
  • When and how to bring up price without awkwardness
  • Real phrases and plays to confidently respond to hesitation and pushback
Our partners
No items found.
Nov 24
Mon
12:00 pm
Top Strategies for Winning Back Lost Opportunities
James Buckley
Julia Carter
About

Most sellers write off closed-lost deals as gone forever, but the best reps know a “no” often just means “not now.”

Julia Carter will share her proven FIRE framework for reigniting lost opportunities and turning them back into revenue. You’ll learn how to segment past deals, identify which ones are worth chasing again, and craft re-engagement messages that actually land.

She’ll show real examples of how she brings old deals back to life, plus timing and systemization tips to make it a repeatable part of your outbound motion.

If your pipeline feels stale, this session will give you the structure, messaging, and mindset to spark new conversations from the opportunities you already have.

What You'll Learn:

  • How to spot and segment closed-lost deals worth revisiting
  • Ways to craft re-engagement sequences that feel relevant
  • How to build a simple, repeatable process to revive and requalify lost opportunities
Our partners
No items found.
Nov 25
Tue
12:00 pm
The Modern Playbook for Signal-Based Prospecting
Will Aitken
Alex Vacca
About

When pipeline feels quiet, the best reps don’t send more cold emails, they start paying attention to buying signals.

Alex Vacca will pull back the curtain on how his team rebuilt outbound by spotting and acting on warm intent, things like website visits, profile views, content engagement, and trigger-based campaigns.

You’ll see real examples of the five plays Alex runs to turn passive interest into active pipeline, complete with live walkthroughs inside the tools he uses.

Whether you have access to premium intent platforms or just rely on native signals from LinkedIn and your CRM, this session will show you how to prioritize the right activity, personalize fast, and automate without losing your human touch.

What You'll Learn:

  • The 5 signal-based plays that consistently drive new conversations
  • How to build campaigns around website visits, engagement, and triggers
  • How to automate and personalize outreach for every signal type
Our partners
Dec 1
Mon
12:00 pm
How to Uncover Real Decision-Makers During Discovery
Will Aitken
Jonathan Attar
About

Great discovery doesn’t just uncover pain, it uncovers power.

Jonathan Attar will share how to stop running “comfortable” calls that go nowhere and start connecting with the people who can actually say yes.

With insights from leading over 1,000 intro calls, Jonathan will break down how to identify true decision-makers, ask smarter questions to reveal power dynamics, and earn credibility with senior authority without coming off as pushy.

You’ll learn how to spot influence cues during discovery, respectfully ask for access when you’re stuck below power, and position yourself as a trusted advisor instead of just another seller pitching a demo.

What You'll Learn:

  • The cues that reveal who truly holds decision-making power
  • Smart, natural questions to uncover influence in discovery
  • Credibility plays that earn you access to senior authority
Our partners
No items found.
Dec 2
Tue
12:00 pm
5 Proven Plays to Win Back Ghosted Prospects
Leslie Douglas
Mandy McEwen
Shari Levitin
About

End-of-year is peak ghosting season,  prospects go quiet, priorities shift, and sellers start chasing silence. But great reps know how to re-engage without sounding desperate.

Shari Levitin and Mandy McEwen will share five proven reactivation plays that bring dormant deals back to life.

You’ll learn how to read the signals behind ghosting, use empathy and timing to re-spark conversations, and re-enter inboxes with messages that actually get replies.

Expect a tactical session full of real examples, emotional intelligence insights, and creative outreach ideas you can use immediately to close the year strong.

What You'll Learn:

  • Why ghosting happens (and how to prevent it before it starts)
  • Five reactivation plays that restart conversations without pressure
  • Smart ways to turn silence into next steps and keep your pipeline moving
Our partners
Dec 5
Fri
12:00 pm
The Playbook for Cold Emails That Drive Responses
James Buckley
Aaron Reeves
About

Most cold emails get opened but ignored. Aaron Reeves will break down the exact strategies he’s used to craft emails that actually earn responses.

You’ll learn how to structure subject lines, openings, and body copy for clarity and impact, personalize without overcomplicating, and build follow-up sequences that convert without annoying prospects.

Real examples and actionable frameworks will give you a repeatable process you can use immediately.

Aaron will also share creative touches like video, voice notes, and content snippets to boost engagement and pivot your messaging when prospects go silent.

What You'll Learn:

  • How to structure cold emails for maximum response
  • Personalization techniques that don’t eat up hours of research
  • Follow-up strategies that re-engage and convert
Our partners
Dec 9
Tue
12:00 pm
Cold Calling Strategies for Year-End Success
Leslie Douglas
Sara Uy
Colin Mokhtary
About

Most sellers check out in December, but top performers double down.

Colin Mokhtary and Sara Uy will share tactical strategies to use cold calls to close deals, re-engage lost opportunities, and set up January wins.

You’ll learn how to shift your mindset to see opportunity when others slow down, craft openers that resonate with the holiday season, and create urgency without discounting. Real examples and actionable scripts show exactly what works in the final weeks of the year.

We will also cover timing, cadence, and multi-touch approaches to maximize impact. You’ll leave with a clear playbook for turning December calls into momentum for Q1.

What You'll Learn:

  • Mindset shifts to find opportunity when others slow down
  • Openers and messaging that connect during the holiday season
  • How to drive urgency and pivot calls to fuel January results
Our partners
Dec 12
Fri
12:00 pm
From Reflection to Results: Build Momentum for the New Year
Will Aitken
Lindsay Rios
About

As the year comes to a close, it’s time to pause, reflect, and prepare for what’s next.

In this final Sell Better session of the year, Lindsay Rios joins us to help sales professionals reset mentally, celebrate growth, and build the resilience needed to hit the ground running in the new year.

You’ll learn how to look back on the past year without getting stuck in self-critique, identify the habits that drive peak performance, and turn reflection into focused action.

Lindsay will share mindset frameworks and daily practices that top performers use to stay confident, clear, and consistent, even when goals feel out of reach.

What You'll Learn:

  • Reflect on wins, losses, and lessons from the year and turn them into fuel for next year
  • Build daily and weekly mindset habits that boost focus, energy, and resilience
  • Create an intentional plan to start the new year strong with clarity and confidence
Our partners

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