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In 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 roles
Whether you’re an SDR, account executive or sales leader, this conversation is packed with practical lessons you can apply to your outbound strategy.
Timestamps
00:00 - How to open an enterprise cold call
02:45 - Enterprise sales vs commercial sales
06:07 - Why enterprise selling is an art
09:26 - The $1.8 million commission cheque
12:15 - Preparing for a live enterprise cold call
13:45 - Live enterprise cold call roleplay
18:15 - Breaking down the cold call
20:50 - Why preparation creates better conversations
24:42 - The three outcomes of every cold call
27:24 - How to build quality pipeline
28:47 - The CANT qualification framework
31:17 - Developing SDRs into future sales leaders
35:21 - How an SDR achieved a 10 out of 10 show rate
39:21 - Building strong SDR and AE relationships
43:41 - Using Outreach and AI for prospecting
45:00 - Building an effective multichannel cadence
47:43 - Why the first six touches matter most
50:40 - Personalisation and long-term follow-up
55:26 - The mindset required for cold calling
57:18 - How to 3X to 10X your sales career
59:41 - How your life can change in six months
ABOUT 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.
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