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.

Brave volunteers jumped on to make mock cold calls to James Buckley, playing the prospect. Then, Zac and Jack broke 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, see the full spectrum of live calling in action and walk away with tips to boost your own connect-to-convo success.

1. Proven openers and first 7-second strategies that earn attention
2. How to transition smoothly from opener to value prop to the ask
3. Expert tips for handling brush-offs, injecting humor, and using silence to your advantage

The Speakers:

James Buckley, Jack Frimston and Zac Thompson

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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. Watch and learn what AI is (and isn’t), which tools are actually useful, and how to use them without risk. 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.

1. Clear, plain-English definitions of AI (and how it differs from automation + analytics)
2. Which AI tools to use for writing, research, meetings, CRM, and automation
3. A repeatable prompt recipe you can start using immediately for sales tasks

The Speakers:

Jed Mahrle and Sam Mallikarjunan

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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.

Caspian Lewke showed you how to reframe urgency around what actually matters to buyers: their priorities, their timelines, and the cost of inaction. Watch and 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.

1. Why discounting as urgency signals weakness and how to shift to value-first urgency
2. How to tie urgency to buyer priorities like budget cycles, launches, and missed opportunities
3. Practical tools that move deals forward without pressure

The Speakers:

Will Aitken and Caspian Lewke

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Thank you to our sponsors: Aligned and People.ai

Are late-stage objections costing you deals?

Jaime Diglio walked 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.

1. Identify and address common late-stage objections
2. Advanced techniques such as reframing, empathy, active listening, trial closes, and collaborative problem solving
3. How to maintain momentum and drive urgency, with clear communication

The Speakers:

James Buckley and Jaime Diglio

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Thank you to our sponsors: People.ai

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 reviewed 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.

1. How to craft LinkedIn DM openers that spark curiosity and feel personal
2. Live feedback on real DMs from the audience with fixes you can copy
3. Follow-up strategies that boost response rates without sounding pushy

The Speakers:

Will Aitken and Mandy McEwen

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A strong list isn’t just a starting point, it’s the foundation of every successful outbound motion.

Richard Illingworth shared the exact frameworks he’s used to build prospecting lists that closed over $20M in pipeline. Watch and learn how to prioritize accounts by strategic fit, layer in the right data signals, and trim lists down to the highest-potential subset worth your time.

Richard also walked through the research steps that transform a generic list into one that fuels relevant, high-converting outreach.

Whether you’re building lists from scratch or trying to clean up messy data, this session gives you a repeatable system to turn raw names into real revenue opportunities.

1. Proven list-building frameworks that help identify your true ideal buyers
2. How to prioritize accounts with firmographics, technographics, and buying signals
3. Research tactics that make outreach stick and convert lists into pipeline

The Speakers:

James Buckley and Richard Illingworth

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Most AI talk is theory. This show is practice.

Brandon Guerrero showed you exactly how to build AI-powered workflows that save time without making your outreach feel robotic. From structuring prompt-driven follow-ups to automating reminders and personalization, Brandon shared live examples you can plug straight into your process.

Listen to his proven frameworks, ready-to-use prompts, and the tools he combines to make account research, outreach, and follow-ups faster and smarter.

The focus is simple: workflows you can copy today that make your day-to-day sales tasks easier, so you can spend more time in real conversations.

1. How to structure prompt-driven follow-up sequences that balance speed and authenticity
2. The exact prompt templates and frameworks Brandon uses for sales research, outreach, and follow-ups
3. Step-by-step workflows that combine AI with your CRM or automation tools

The Speakers:

Leslie Douglas and Brandon Guerrero

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Thank you to our sponsors: ZoomInfo

Are you struggling to get responses from prospects despite trying multiple outreach methods? Multi-channel cold outreach can feel overwhelming if you don’t know how to combine email, LinkedIn, cold calling, and other channels effectively.

Listen as we break down how to craft campaigns that engage prospects across multiple channels without feeling spammy or repetitive.

Learn how to choose the right channels, structure sequences that keep prospects engaged, and personalize messages to resonate with each contact.

Walk away with actionable strategies to boost response rates, increase visibility, and turn your outreach into a results-driven engine.

1. How to plan and execute a multi-channel outreach strategy that drives responses
2. Ways to personalize messaging and sequence touches to engage prospects effectively
3. Tools, CRM integrations, and analytics to scale and optimize campaigns

The Speakers:

Will Aitken, Leslie Douglas, Jed Mahrle and James Buckley

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The best cold calls don’t start when the phone rings, they start before you ever dial. A little prep work can mean the difference between getting brushed off and getting into a real conversation.

Nia Secker shared her proven framework for pre-call warm-ups that make cold calls feel less… cold. Watch and learn how to use quick, thoughtful touches like LinkedIn interactions, short value-drop emails, or teaser videos to build familiarity and trust before your prospect ever picks up.

This is about creating momentum and opening energy, not extra work. Nia showed you how to weave these touches into your cadence so they’re seamless, repeatable, and consistently boost your connect rates.

1. Why the best cold calls start before the dial tone
2. Practical pre-call touch strategies you can plug into your sequence today
3. How to build a repeatable warm-up framework that makes connects more likely

The Speakers:

Leslie Douglas and Nia Secker

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Thank you to our sponsors: ZoomInfo

Prospect research doesn’t have to eat half your day.

Most reps spend hours scrolling through LinkedIn profiles, company websites, and review sites just to find a couple of usable insights and by the time they start writing, they’re already behind.

Eric Nowoslawski shows you how to skip the grind and let AI do the heavy lifting. Watch and learn the exact prompts he uses to surface buying signals, uncover real customer pain points, and turn research into personalized messaging that actually gets responses.

Whether you’re new to using AI or already experimenting with prompts, you’ll leave with a set of ready-to-use research prompts you can plug in today to save hours and book more meetings.

1. Why AI-powered prompts uncover insights faster than manual research
2. How to structure prompts to surface pain points and buying signals
3. A step-by-step workflow for turning prompts into personalized outreach

The Speakers:

Leslie Douglas and Eric Nowoslawski

If you want to catch The Daily Sales Show live, join here

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Thank you to our sponsors: ZoomInfo