Sales Rewritten (S1E1) - Evelyn Oluwole, The Follow-Up Queen
From selling £20 classified ads to closing six-figure global deals, Evelyn Oluwole has lived every side of sales. In this first episode of Sales Rewritten, a podcast by Surfe, host Alex Wood sits down with WeTransfer’s Global Senior Sales Director to talk about the mindset, mistakes and moments that made her The Follow-Up Queen.
She explains:
◼️ How she started her career in TV
◼️ Why she used to cold call HUNDREDS of businesses selling classified ads
◼️ Built a global sales career and closed a six-figure deal
◼️ Nearly won Spotify as a client
◼️ Uses her “follow-up cheat code”
00:00 Intro
02:23 How to Sell Yourself
03:07 The Negative Stereotypes of Sales
04:51 Starting Out In TV
06:48 Selling Classified Ads
08:25 'One of the Best Roles I Ever Had'
09:37 It's Sink Or Swim
10:36 Why Do You Love Working In Sales?
11:32 The Thrill of the Chase
12:02 Difficult Cold Call Experiences
13:42 'I Never Won a Client on a First Call!'
14:45 The Making of...The Follow-Up Queen
16:32 What Is Follow-Up Strategy?
19:56 How to Follow-Up When You're Busy
20:20 Why You Should Never Use 'Just' In Your Follow-Ups
21:23 AI in Sales
24:04 'People are Thirsty for Human Touch'
24:43 Best Outreach Channels
25:50 Having an Opinion Shows You Care
26:48 Using LinkedIn Like a Pro
29:03 The Pressure of Sales
31:03 Why No Isn't Always Negative
33:16 'I'm Now Giving You Something You Need to Hear'
35:23 Inside WeTransfer
37:33 What's the Biggest Thing That's Changed in Sales?
40:24 Biggest Deal Ever Closed
42:06 Nearly Winning Spotify as a Client
45:05 Email, Call or LinkedIn?
46:20 What's Next for The Follow-Up Queen?
47:34 Do Sales Stereotypes Still Exist Today?
48:42 Going From Rep to AE
49:39 What Does Success in Sales Look Like?
51:09 Outro
If you’ve ever wondered how top performers stay motivated, handle knock-backs and stay sane in sales, this conversation is for you.
The Sales Rewritten podcast is a raw, honest account of sales - for salespeople, by salespeople. Brought to you by Surfe, the high quality data platform that makes prospecting easy.
Follow Evelyn:
LinkedIn - https://www.linkedin.com/in/evelynoluwole/
Instagram - https://www.instagram.com/thefollowupqueen/
Sales Rewritten:
📺 Watch on YouTube: @surfehq
🎙 Listen on Spotify, Apple Music & all major platforms
Sponsored by:
Surfe - https://tinyurl.com/cxexkrjx, start your 14-day free trial today
