Private-hire driving helped me tide over a tough period. I won’t recommend that to youths today

Driving for a ride-sharing firm is indeed an excellent way to supplement one’s income or if one needs to get a job quickly. 

That was what I did in 2016.

I was 36 years old then and had just left a part-time role with a tech startup.

While I reluctantly rebooted my job search and tried starting a new human resource consulting business, my bills were mounting due to expenses carried over from better days when I ran my own staffing recruitment business.

The upkeep for the penthouse and the continental car was becoming impossible. Not to mention the personal loans I was still servicing.

With four young kids to feed, I had no choice but to put our property up for sale and get rid of the car.

Still, I pondered what I could do to make ends meet. Fortunately, the ride-hailing industry offered a low bar for entry.

In those days, driving for Uber was easy. You just needed a driving licence with some years of driving experience and to be willing to complete a one-day training programme.

Because Uber and Grab were fighting for market share, the sign-up and driving incentives were generous.

I rented a Mitsubishi Attrage for 12 weeks at the cost of S$299 per week.

I officially became part of the growing pool of drivers in Singapore and was making around S$4,000 to S$5,000 per month. 

Even though this was before deducting the costs of petrol and rental, it was still a decent salary considering that I was not putting in long hours like other drivers.

Because the entry barrier was low, my wife attended the course and occasionally plied the roads over the weekends.


I remember my excitement doing my first ride. I kept worrying that something might screw up.

What if the app crashed? Did I have enough change for a cash payment? Was I driving too fast over the humps?

But as with all things in life, you get better over time. Work also became more interesting as I met people from all walks of life.

The family was gossiping about the plastic surgery of their cousin, the horny couple who was making out while groaning and pushing the back of my seat, and a woman in her 20s dressed up as a playboy bunny sitting next to me in a ride with multiple passengers. So that was quite a distraction.

Then there were the more nasty passengers.

I remember picking up a couple of American tourists from a hotel. They thought UberX meant a larger car and not the economical vehicle I was driving.

My car was too small to fit in their large luggage. So the man started spewing expletives about the vehicle and my professionalism.

I had to dig deep into my customer service experience not to blow my top. So I politely told them this would not work and guided his wife on how to book a larger car instead.

I drove mainly during the weekends to make up for the shorter hours I put in during weekdays.

I was glad I didn’t pick up any friends or relatives during the weekends as I would feel quite embarrassed, having gone from a business owner to a driver.

During weekdays, I would start at 5 am and come home to send my kids to school at around 7 am. This would also help me avoid picking up someone I might know.

After dropping off my kids, I would go off to do some work on the new human resource consulting venture I co-founded just before I left the startup.

That was tough as a 5 am start time meant I got sleepy around 5 pm. Plus, at best, I could sneak in four rides during the wee hours of the morning.

It was a humbling experience as a ride-hailing driver. However, it taught me to deal with different situations on my feet and maintain my professionalism regardless of how things turn out.

My professional ego, which probably contributed to my short-lived jobs, was well tamed over those 12 weeks as an Uber driver.

Although it may seem easy, driving can be highly tiring work, particularly for a cautious driver like myself.

Just before the rental renewal for the car was due, I managed to secure a full-time role to run the operations for an outplacement agency. That marked the end of my journey as a ride-hailing driver.

But I remain eternally grateful that ride-hailing allowed me to buy time that I desperately needed to serve my financial obligations and seek other career opportunities. 

And the more extended version of the horny couple’s story made for great humour to share. 


The industry has changed a lot since 2016. Uber is out, and incentives for drivers are not as good as before. Covid-19 surely didn’t help either.

I applaud the announcements to restrict ride-hailing drivers to be at least 30 years old.

I think it ringfences the industry for more mature workers who might find it harder to find other jobs in a relatively short time and who would arguably have more mouths to feed at home. 

Does it still pay?

A Ryde driver shared a screenshot of his earnings of S$9,882.70 in a month — before deducting rental and petrol costs — after 723 pickups. 

This works out to 24 rides per day over 30 days. That would translate to working for at least 12 hours a day without an off day for a month. 

Even in these uncertain times, someone willing to put in 10 hours a day for six days a week should be able to earn about S$3,000 a month. 

The income from being a ride-hailing driver may be enticing, but that should be not at the expense of acquiring relevant skills and experience in a related role that gives you a better standing professionally once you figure things out.

Otherwise, you might be in the driver’s seat but find yourself driving only to someone else’s destination.

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