Sign Up

Anton Gaylard

Negotiating Deals

Anton Gaylard is the co-founder, director and chief exponential officer of Crossfin Holdings, shares fintech business basics that are essential to any would-be fintech entrepreneur.

Tuck In

Anton Gaylard cut his sales, retail and tech solutions teeth in the early 1990s when he sold point-of-sale solutions to stores. After seven years with Retail Automation, his career took him from MWeb Business where he started and managed the Application Services Division, to the Platinum Group as its COO, responsible for 56 fashion retail outlets. In 2009, Anton joined the UCS Group, now renamed Capital Eye Investments, and was primarily responsible for the company’s fintech portfolio.

Taking the entrepreneurship leap, Anton co-founded Crossfin Holdings with the objective to invest in fintech solutions that enable growth for economies in Africa and beyond. Well-known fintechs that benefitted from Crossfin and Anton’s expertise include iKhokha, wiGroup/Yoyo, trueID humble Till, and Retail Capital.

Anton graduated from the University of Cape Town with a Bachelor of Business Science degree (BBusSc), majoring in marketing and economics (Hons).


Not a Heavy Chef member yet? 

To access all recipes, sign up here.

10 Tasty Bites 

Below is a preview of what you can expect to learn in this recipe. 

Tuck In

Not yet a member? Sign up to Heavy Chef here.

About This Recipe


Are remittances still a thing in the fintech age? And is there a way to safely kick the compliance can down the road if you’re a fintech startup? Yes and maybe answers Anton Gaylard, the co-founder, director and chief exponential officer of Crossfin Holdings, in this recipe.

Anton unpacks the topic of fintech disruption, the essentials fintechs must have to be successful (spoiler alert: he doesn’t even say the word software) and why customer funding is a better call than relying too much on equity investors.

He also shares what you must have in place before you approach potential partners, why the ability to sell is an essential skill and the value that can be unlocked by leveraging a large incumbent in your industry.

What You'll Learn


In this recipe you will learn:

  • What the themes and trends are in fintech.
  • What challenges fintech entrepreneurs face.
  • How fintechs should approach the compliance challenge.
  • Why trust is essential to fintech success.
  • How to go about looking for investment in your fintech startup.
  • The best way to approach leveraging an industry incumbent.


Learn from someone who speaks from a position of real authority, perspective and experience.


Implement practical tips and techniques learned in the trenches - doing, rather than talking.


Join a cohort of like-minded entrepreneurs in our growing community and share your learnings as you go.

Get Learning

This entrepreneurial micro-course will take you only a few minutes per day (or you can binge if you want to). Feel free to skip around and please let us know what you think. 

Tuck In

Deep Cuts 

Love this recipe? Here are some additional videos to delve even further into the topic.


Why Are Heavy Chef Recipes So Highly Regarded? 

One Tasty Recipe.
Ten Tiny Bites. 

Each Heavy Chef recipe is made up of ten focused 'learning bites' of five minutes or less. 

For Entrepreneurs.
By Entrepreneurs. 

Continually focusing on the needs of our ever-growing community of entrepreneurs. 

Access Anytime. Anywhere. Anyhow. 

As long as you have an internet-enabled device, you can digest a tasty learning bite. 

Not yet a member? Sign up here.

Want Even More?

Heavy Chef has thousands of learning bites, just like these. Search from technology, leadership and creativity topics, served up by the heaviest chefs in the world. 

Search Recipes