Make Money Mondays, Evergreen Content

Going broke scares me, because I've been there - Darren 'Whackhead' Simpson

Very humble beginnings… My dad was an auditor. Then he got bored and decided to open a trading store. But it didn’t go so well… he was unemployed, forever… My mom was a nursery school teacher… I used to pack shelves at Pick n Pay… We were short of a lot of stuff… I ended up working in a butchery…

Darren 'Whackhead' Simpson

I bought two apartments – one for each of my kids… This is going to secure their school fees… they’ll have an asset at the end of it… I’d like to think I’ve secured their school fees forever…

Darren 'Whackhead' Simpson

Going broke [scares him], because I’ve been there. I’ve lived in a garage twice in my life. I’ve lived in a caravan twice in my life… That’s what motivates me. To never ever go back there…

Darren 'Whackhead' Simpson

Each week The Money Show’s Bruce Whitfield interviews a famous person about her or his attitude to money (hopes and fears, successes and failures, etc.) as part of his weekly “Make Money Mondays, Personal Edition” feature.

This week he spoke to radio personality Darren ‘Whackhead’ Simpson, a man loved and hated in equal measure for his prank calls on 94.7 (Johannesburg) and KFM (Cape Town).

In 2016 two of Simpson’s prank calls featured on Comedy Central’s list of “10 Famous Prank Calls That Will Never Not Be Funny".

Click or tap here to listen to Simpson’s best pranks.

  • What does Simpson believe about money?

  • Does it keep him up at night?

  • Does he spend like crazy or save compulsively?

  • How did his childhood experiences shape his views about money?

Listen to the interview in the audio below (and scroll down for more quotes from it).

Cape Town just offers so much!

Darren 'Whackhead' Simpson

I was the youngest commercial broadcaster in South Africa… I was terrible…

Darren 'Whackhead' Simpson

Radio was good to me… stand-up comedy can be very profitable…

Darren 'Whackhead' Simpson

Around 2005… I got a financial planner… I had all my money in a savings account…. I didn’t trust investing… He said, if your money isn’t growing faster than inflation, then you’re losing money… So, I bought my first place [property]…

Darren 'Whackhead' Simpson

We [wife] opened a school… I’ve put all my money in it… It was a great success, and still is…

Darren 'Whackhead' Simpson

Buying cars [when asked about his worst money decisions]… I’m not talking Ferraris…

Darren 'Whackhead' Simpson

As a dad; it’s hard to say ‘no’ sometimes…

Darren 'Whackhead' Simpson

Money for me… it’s the security that it provides that excites me…

Darren 'Whackhead' Simpson

I married a young wife. It’s one of the luxuries of the business!

Darren 'Whackhead' Simpson

Get the 10 most-read articles of the week from Bruce Whitfield’s The Money Show, emailed to you every Friday morning:

Subscribe to our Business Wrap Newsletter


Recommended

by NEWSROOM AI
Read More
How to get deals done faster

How to get deals done faster

The Money Show’s Bruce Whitfield interviews Pavlo Phitidis, founder of Aurik Business Accelerator.

Should you ever buy individual shares?

Should you ever buy individual shares?

Steinhoff, Tongaat, EOH… So many companies have all but collapsed in the past 2 years, says personal finance expert Warren Ingram.

Blueberry production – and employment - skyrockets to all-time high

Blueberry production – and employment - skyrockets to all-time high

In 2014, 1000 people had blueberry jobs. By 2023 it could be 26 000. Bruce Whitfield interviews the industry's Sean Tager.

Old Mutual ups the ante in its bitter battle with Peter Moyo

Old Mutual ups the ante in its bitter battle with Peter Moyo

Bruce Whitfield interviews Peter de Beyer (Old Mutual Non-Executive Director) and Karl Gevers (Benguela Global Fund Managers).

Standard Bank says comedy of errors with bond applicant 'a once off'

Standard Bank says comedy of errors with bond applicant 'a once off'

Only when consumer journalist Wendy Knowler chased Standard Bank did they admit wrongdoing that cost a client R41 000.

Former Morning Live co-anchor Tracy Going opens up, gets vulnerable about money

Former Morning Live co-anchor Tracy Going opens up, gets vulnerable about money

Former Morning Live co-anchor Tracy Going opens up about her attitude to money (hopes and fears, successes and failures, etc.).

Popular articles
[WATCH] Here's the purported ANC letter Maimane revealed during Ramaphosa's Q&A

[WATCH] Here's the purported ANC letter Maimane revealed during Ramaphosa's Q&A

The 2014 letter on an ANC letterhead signed by then TG Zweli Mkhize thanks Bosasa's Gavin Watson for a 3 million party donation.

Blueberry production – and employment - skyrockets to all-time high

Blueberry production – and employment - skyrockets to all-time high

In 2014, 1000 people had blueberry jobs. By 2023 it could be 26 000. Bruce Whitfield interviews the industry's Sean Tager.

[WATCH] Man records every treadmill run over 8 months... and shows weight loss

[WATCH] Man records every treadmill run over 8 months... and shows weight loss

Khabazela shares tweets and Facebook posts that have gone viral.

[WATCH] Pilot filming aftermath of his plane crashing into ocean goes viral

[WATCH] Pilot filming aftermath of his plane crashing into ocean goes viral

Khabazela shares tweets and Facebook posts that have gone viral.

Standard Bank says comedy of errors with bond applicant 'a once off'

Standard Bank says comedy of errors with bond applicant 'a once off'

Only when consumer journalist Wendy Knowler chased Standard Bank did they admit wrongdoing that cost a client R41 000.

SA’s richest woman opens up about being a refugee and becoming a billionaire

SA’s richest woman opens up about being a refugee and becoming a billionaire

Magda Wierzycka – Sygnia’s renegade CEO – on her attitude toward money (hopes and fears, successes and failures, etc.).

[WATCH] Father and daughter dance-off changes tune when she starts twerking

[WATCH] Father and daughter dance-off changes tune when she starts twerking

Khabazela shares tweets and Facebook posts that have gone viral.