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
New South African hotel group Home* Suite Hotels takes on Airbnb, hotel chains

New South African hotel group Home* Suite Hotels takes on Airbnb, hotel chains

Home* Suite Hotels offer larger rooms and a suburban feel. Bruce Whitfield interviews Gidon Novick, founder of Lucid Ventures.

Buying a used car: Warranties, service plans, avoiding a false sense of security

Buying a used car: Warranties, service plans, avoiding a false sense of security

The Money Show’s Brue Whitfield interviews consumer journalist Wendy Knowler.

Africa gets a common currency – the 'eco' – to be used by 385 million people

Africa gets a common currency – the 'eco' – to be used by 385 million people

How realistic is the 'eco'? The Money Show’s Bruce Whitfield interviews Ronak Gopaldas, Africa Analyst at Signal Risk.

How Stellenbosch became a breeding ground for Afrikaner billionaire businessmen

How Stellenbosch became a breeding ground for Afrikaner billionaire businessmen

The Money Show's Bruce Whitfield interviews Pieter du Toit, author of "The Stellenbosch Mafia: Inside the Billionaires' Club".

3 hottest shares on the JSE this week (by Cannon Asset Managers)

3 hottest shares on the JSE this week (by Cannon Asset Managers)

Samantha Steyn, a portfolio manager at Cannon Asset Managers, shares her stock picks of the week.

47% probability of the rand crashing in next 12 months - Rand Merchant Bank

47% probability of the rand crashing in next 12 months - Rand Merchant Bank

The writing is probably on the wall for the resurgent rand. Bruce Whitfield interviews John Cairns, a Strategist at RMB.

Popular articles
EOH slashes salaries of execs and high-earning workers to cope with Covid-19

EOH slashes salaries of execs and high-earning workers to cope with Covid-19

The Money Show’s Bruce Whitifield interviews EOH CEO Stephen Van Coller.

Get up to 100% off your April rent, perhaps May too - Property Industry Group

Get up to 100% off your April rent, perhaps May too - Property Industry Group

“There can be up to 100% off the rental in April and potentially even in May,” says Estienne de Klerk (Property Industry Group).

'Every country successfully dealing with Covid-19 have extended their lockdowns'

'Every country successfully dealing with Covid-19 have extended their lockdowns'

The Money Show’s Bruce Whitfield interviews futurist Graeme Codrington and public health specialist Prof Susan Goldstein.

Herbalists urge government to let them play role during COVID-19

Herbalists urge government to let them play role during COVID-19

City Press reports that traditional healers and herbalists say they have been 'left behind' in the response to the outbreak.

[LISTEN] Fake news around COVID-19 and how to spot it

[LISTEN] Fake news around COVID-19 and how to spot it

Veteran journalist Raymond Joseph advises on how to discern whether information is reliable and factual.

COVID-19 cases reach 1,749 and SA has has 13 deaths confirmed

COVID-19 cases reach 1,749 and SA has has 13 deaths confirmed

Health Minister Dr Zweli Mkhize also thanked the Motsepe Foundation on behalf of government and unions for donating equipment.

[LISTEN] Centre for the Less Good Idea keeps the arts alive during lockdown

[LISTEN] Centre for the Less Good Idea keeps the arts alive during lockdown

The centre is an interdisciplinary incubator space for the arts based in Maboneng, Johannesburg.

[WATCH] LeadSA applauds frontline heroes running with the baton

[WATCH] LeadSA applauds frontline heroes running with the baton

LeadSA applauds everyday heroes standing in the frontlines making a difference in communities.

Ramaphosa summons Ndabeni-Abrahams for breaking lockdown rules

Ramaphosa summons Ndabeni-Abrahams for breaking lockdown rules

A picture emerged on social media of the minister having lunch with former Member of Parliament Mduduzi Manana despite the national lockdown.

Informal traders confused about lockdown regulations

Informal traders confused about lockdown regulations

City of Cape Town says the process of issuing permits to informal food traders only applies to those selling uncooked foods.