#157 Enterprise Tech Sales Appointment Setting Playbook (live cold calling roleplay) episode artwork

EPISODE · Aug 1, 2026 · 1H

#157 Enterprise Tech Sales Appointment Setting Playbook (live cold calling roleplay)

from The Chris Bussing Podcast [ Sell More | Live More ] · host Chris Bussing

Chat with me about 1-1 coaching: 👉https://calendly.com/bussingventures/session🎯 Free Cold Calling System →https://techsalesaccelerator.framer.website/🏢 Book me for corporate sales training & speaking →https://calendly.com/bussingventures/bussing-sales-speaking-training-consultBrandon's LinkedIn →https://www.linkedin.com/in/mrbjacksIn this episode, I sit down with Brandon Jackson, SDR and outbound leader at Common Room, to break down what effective enterprise outbound looks like today.Brandon walks me through a live enterprise cold call and explains the preparation, research and psychology behind each part of the conversation. We also discuss how to qualify meetings properly, build quality pipeline, create effective multichannel cadences and develop stronger relationships between SDRs and account executives.You’ll learn:• How to open an enterprise cold call with relevance• Why preparation matters more than memorising a script• How Brandon qualifies opportunities using the CANT framework• What helped one of his SDRs achieve a 10 out of 10 meeting show rate• How to use calls, email and LinkedIn together• How SDRs can build their internal brand and progress into bigger rolesWhether you’re an SDR, account executive or sales leader, this conversation is packed with practical lessons you can apply to your outbound strategy.Timestamps00:00 - How to open an enterprise cold call02:45 - Enterprise sales vs commercial sales06:07 - Why enterprise selling is an art09:26 - The $1.8 million commission cheque12:15 - Preparing for a live enterprise cold call13:45 - Live enterprise cold call roleplay18:15 - Breaking down the cold call20:50 - Why preparation creates better conversations24:42 - The three outcomes of every cold call27:24 - How to build quality pipeline28:47 - The CANT qualification framework31:17 - Developing SDRs into future sales leaders35:21 - How an SDR achieved a 10 out of 10 show rate39:21 - Building strong SDR and AE relationships43:41 - Using Outreach and AI for prospecting45:00 - Building an effective multichannel cadence47:43 - Why the first six touches matter most50:40 - Personalisation and long-term follow-up55:26 - The mindset required for cold calling57:18 - How to 3X to 10X your sales career59:41 - How your life can change in six monthsABOUT ME:I help B2B tech companies build world-class outbound sales teams through training programs, workshops, and sales kickoffs. Former seller at Oracle, Google, & an AWS partner who has coached 100s of reps across the industry to hit quota & unlock their personal potential. »»» Subscribe for weekly tips to help you SELL more and LIVE more! «««#b2bsales #techsales #salestraining

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#157 Enterprise Tech Sales Appointment Setting Playbook (live cold calling roleplay)

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