#156 How She Broke Into Tech Sales At Cloudflare In 2.5 Months (& hit 905% of quota) episode artwork

EPISODE · Aug 1, 2026 · 48 MIN

#156 How She Broke Into Tech Sales At Cloudflare In 2.5 Months (& hit 905% of quota)

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-consultConnect With McKenna →https://www.linkedin.com/in/mckennamichelsIn this episode, I sit down with McKenna Michaels to break down how she went from being a full time singer songwriter with no sales experience to landing a role at Cloudflare in just two and a half months and later hitting 905% of quota. McKenna shares how she positioned her transferable skills, wrote a standout cover letter, prepared for Cloudflare’s seven stage interview process and spent 35 hours practising her mock discovery call. She also explains how she prioritises accounts, researches prospects, writes effective outbound messaging and built a strong reputation by consistently helping her team.Timestamps0:00 – How McKenna Broke Into Cloudflare in 2.5 Months0:58 – Her Career Before Tech Sales2:05 – Leaving a Full-Time Music Career4:14 – Why She Chose Tech Sales5:04 – How Music Prepared Her for Sales7:12 – Choosing the Right Tech Companies8:25 – Why Cloudflare Stood Out10:46 – How Her Cover Letter Got Her Noticed12:12 – Landing an Interview Without a Referral14:13 – Optimising Your LinkedIn Profile for Tech Sales16:02 – Cloudflare’s Seven-Stage Interview Process19:00 – The Behavioural and Culture Interview20:06 – Preparing 35 Hours for the Mock Discovery Call23:31 – Handling an Unexpected Interview Objection24:34 – How to Evaluate Your Own Interview Performance26:07 – Researching the People Interviewing You27:59 – What It Is Really Like Working at Cloudflare30:29 – The Importance of Having a Great Sales Manager34:54 – How She Hit 905% of Quota35:18 – Finding the Best Accounts to Target36:51 – Writing Personalised Outbound Messaging38:19 – The Power of “Sales Karma”42:23 – How Tech Sales Accelerator Supported Her45:08 – Her Long-Term Career VisionABOUT 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 #sdrtraining #techsalestraining #salesdevelopmentrepresentative #outboundsales #salestrainer #salesspeaker

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#156 How She Broke Into Tech Sales At Cloudflare In 2.5 Months (& hit 905% of quota)

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