How keeping a bootstrapped team led to our company’s profitability, and what I’m up to next.

TL;DR

Hi5 was born in 2016 out of recognising a need for an easy way to manage a rapidly growing team. We’ve been fortunate to partner with some incredible clients such as Pep, Yoyo, M&C Saatchi Abel, ooba homeloans, Advanced Space, Lulalend, PayU, etc. who ultimately helped us become an overnight…


With the recent announcement of school closures in South Africa due the Corona Virus, I’ve heard of many parents asking how they are going to cope with Homeschooling. I’m no expert, however we did it for 10 years and here are some basics, we personally learned.

Don’t try to replicate school 🏫

Do you really remember…


Some of my best reads of 2019 📚

I’m glad I reached my reading goal of at least 1 book per month. 2019 was easy as there was such a good variation of easy reading books.

In no particular order 👇

  • Growing Greatness by Pepe Marais
    Inspired by Marty Cagan

Companies who home in on employees’ talents see more success.

Focusing on strengths is a strength in and of itself. Companies experience more success when they concentrate on developing an employee’s best skills, instead of just trying to fix his or her weaknesses.

Always start with Why

“Hide not your talents. They for use were made. What’s a sundial in…


Our remote team tried working at an office for a year, here are the pro’s and cons.

Originally published at https://www.get5.io/blog/why-we-went-back-to-remote-work

Before I jump in, let me start with why we tried an office for a year…

In our first year, we were completely remote and very bootstrapped. In year 2 we raised a round of investment and saw the need to scale the team from a…


Customers have the best ideas.

We believe our clients have the best ideas, and we always ship new features with customers in mind. We’re constantly asking for feedback and obsessively jotting them down on our feature wish list.

One of the ways in which we solicit feedback from our users is…


As a CEO, I’m very aware of the focus on employee retention and keeping key employees for a good number of years...

But, with where the future of work is going this is becoming more and more unrealistic. In fact, I remember in my dad’s generation…


We just returned from our 2018 retreat and I thought I would share some helpful insights that I learnt about running our 2nd retreat in our 3rd year of existence.

First published at https://www.get5.io/blog/2018-hi5-retreat

I’m not writing a post for a post’s sake — for the first time in a while it felt like we achieved something that felt meaningful and helped us steer the team in the right direction.

We had our retreat in a remote little town on…


Last year in August, I received the worst news a son could hear: my dad had been diagnosed with terminal Asbestos Cancer (Mesothelioma). My dad had grown up in London, and at a young age he became a boilermaker working with asbestos. …


When we started Hi5, I kept thinking of creating a company where I would like to work as an employee.

With the opportunity of building a product, I set out to create a model that allowed ownership, responsibility and freedom to fail. As a team, we came up with 5 company values that would not only help us craft the company we want, but would reflect…

Gary Willmott

Chief optimist at @giveaHi5

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