My Working Day – Caroline Gleeson – CEO and Co-Founder Occupop

As the leader of a company, you are there to set an example, to lead and inspire a team of individuals to achieve a series of business goals. But how do these business leaders go about their daily routine? Business Leader spoke to Caroline Gleeson – CEO and Co-Founder Occupop about her working day.

What time do you usually wake up?

Usually around 6.45 am.

What do you typically have for breakfast?

I prefer to fast until 12 but I would always have a cup of tea and sometimes a coffee.

What is the rest of your morning routine?

Mornings are very busy. I get myself ready and then I get my two daughters breakfast, dressed and bring them to school. I then head into the office or else I return home to work from home.

What is the first thing you do at the start of your working day?

I usually log onto my emails, slack, notion, and quickbooks. I review any important emails or notifications and I review the weekly tech sprint progress, update bank records and match invoices to payments on quickbooks.

How do you prioritise your day’s work?

I usually work off a task board and focus on the things that have the highest priority first. I also work on the support desk which I love but depending on the day it can be really busy or really quiet.

Do you plan meetings or are they a waste of time?

I like meetings for a purpose not for the sake of it. I think, especially now, it’s nice to have some face time with the team to discuss focus, challenges and goals.

Do you have a working lunch or is it good to take a break?

I try to take a break but it usually ends up being a working lunch. I do collect my daughter from school at 1pm so that gives me an opportunity to take a break.

When does your working day finish?

My working day typically finishes at 5pm so I can collect my other daughter from childcare and prepare the dinner (which I sometimes do over lunch if I have time). I go back online in the evening when we are releasing new features or software updates or if I need to do some testing of the software that I didn’t get done during the day. Our tech team is based in Brazil so our deployments are usually around 9pm.

How do you prepare for the next day’s work?

I write out lists and add them to my task board. Anything really urgent I might send myself an email. I put a lot of things in my calendar too to remind me of items that need to be done by a certain date.

What’s your favourite piece of technology?

My Kindle.

How do you switch off?

I love to read (non-fiction) a good story to get lost in. I also love to write.

What’s the best piece of advice you’ve ever received?

When I was feeling really burnt out and like the business was going nowhere, I think at the time we had received a few rejections from seed investors and I was feeling hopeless and my father said to me ‘if it was easy everyone would do it.’ It reminded me why I was doing what I was doing and pushed me to persevere.