Pairing Typefaces like a Pro

Confidently pair fonts that fit & boost your design, without spending hours browsing

As a designer, you know a solid typeface combination is essential to make your work stand out, look professional, and perform well. But finding matching font pairs always takes you forever. Most advice you read is either super basic or too complicating, but never really fits your specific situation. Eventually you decide on a set of fonts intuitively, frustrated, out of time, and unsure if they really go together.

Enough of that? Then learn how to get great font pairs, that fit your project, without the guessing.

Become better in pairing typefaces

Pairing Typefaces like a Pro is an online course that will make you faster, and more confident in picking and combining typefaces. This course is made for designers working in web, app, UI, or other graphic design area. If you regularly choose and combine fonts, and look for practical advice that you can apply directly to your next project, you have come to the right place.

After this course, you will

  • Get to a confident decision in pairing typefaces faster.
  • Have a guideline to judge any typeface combination from any source, like Google Fonts, Adobe Fonts, your favorite foundry, or the fonts that have been on your hard drive for years.
  • Have a workflow to find harmonious matches.
  • Know what to pay attention to when looking at typefaces and pairing them.
  • Skim through type catalogs quicker, knowing what will and what won’t work.

Introducing the Font Matrix

After covering basic principles in pairing fonts, and making you more sensitive in seeing and describing type, I will teach you the principles of the Font Matrix. Based on the work of Prof. Indra Kupferschmid, it’s a different way of looking at typefaces, helping you find harmonious matches. Combined with short and fun challenges to practice, to make sure that you can apply it easily in your daily work.

Instead of digging trough complicated type classifications, you can master that skill without dissecting the shape of serifs or other art historic baggage.

Instead of applying this for copy in web design only, this course will also help you become better in designing logos, posters, UIs, or any other application where you need to pair fonts.

Instead of doing this alone, you’ll have access to me in one 30-min coaching call (limited seats), to get personal feedback.

Hello, I’m Oliver from Pimp my Type

Discovering the Font Matrix based upon Indra Kupferschmid’s work drastically simplified my own typeface decision-making. After over 15 years working as a UI and app designer, it finally gave me the ability to pinpoint why some type combinations work, and some don’t. Now I want to pass this knowledge on to you.

Become better in pairing typefaces

Within one workweek, I will teach you all the essentials you need to know to pair fonts more confidently without having to learn all that design history. The online course comes with three 1½ hours recorded session. The recordings have chapter marks, so you easily jump to the parts that you want to. Small challenges (exercises) that should not take you longer than 30 min to one hour, bind the days together. As a bonus, you will also have access to a 30-min coaching call with me.

Module 1 – Enhanced Type Perception

The first module is about reflecting on basic principles in pairing typefaces, and how you can enhance your visual perception to make better decisions. It will set you up for getting a better understanding of the Font Matrix.

  • Reasons for pairing typefaces
  • The right typeface for the right kind of text
  • Make it similar or make it different
  • Using common type classifications for contrasting pairs
  • How to describe and compare typefaces, to find better matches

Module 2 – The Font Matrix

In the second module, we enter the Font Matrix. You’ll learn about a different way to see and categorizing typefaces and how it helps you find better matches. Among two group exercises, we will also play Type Tinder together, to see if you can spot if it’s a match or not.

  • A three-layered system for describing type
  • Layer 1: Form model (skeleton)
  • Layer 2: Contrast & serifs (flesh)
  • Layer 3: Finer differentiation (skin)
  • Using the Font Matrix to find harmonious matches
  • Type Tinder – Match or no match?

Module 3 – Advanced Techniques

In the final module, you will learn some advanced techniques. When and how you can use the Font Matrix better, and where its limitations lie. I’ll show you my proven workflow for finding good matches, and give feedback to your font pairs.

  • Feedback on your font pairs
  • Glitches in the matrix (edge cases and limitations)
  • A proven workflow in pairing type
  • Tips and tricks when pairing fonts close together
  • Common pitfalls
  • Course wrap-up and what’s next

Bonus: Individual Coaching Call

As a special bonus, I offer the first group that signs up, a 30-minutes coaching call to give you feedback and further advice on your challenges.

What attendees say

This is the feedback I got from students of the founding group that took place in June 2022.

“The outcome I had hoped for when enrolling in your workshop was indeed the outcome I experienced – that is, to be better able to pair typefaces, and to do so with some purpose and some insight, and without magic and without guessing.”

Michael Zastre

“It was an insightful and enriching experience. The course gave me a new perspective on pairing typefaces and confidence in my ability to pair contrasting pairs with ease.”

Asmita Jalali

“Thank you, I loved the class! Can’t say I usually laugh out loud in workshops, was a pleasure!”


“I love the fontastic font pairing course!! Oliver is friendly, approachable, and fun, all while encouraging you to explore and learn about fonts. With both theory from the live workshops and feedback from the practice exercises, I completed the course feeling confident with a new skill. If you want to learn a pragmatic and practical way to pair any font, this is the course for you.”

John Armstrong

“I really enjoyed the workshop, Oliver is a lovely person, had a great presentation and very well prepared content. Although I count myself as an advanced fontomaniac, I was very satisfied. It was funny, interesting, and educational. I also enjoyed the exercises and Oliver’s personal approach!”

Andrea Grigerová

    Online Course Special Offer

    Get a special offer once Pairing Typefaces Like a Pro 🤘 launches in a few weeks. I won’t use your email for anything else, or I shall be doomed to set text in Papyrus only for the rest of my life 😜.

    This course in a nutshell

    Where you are right now

    • Finding type combinations takes you forever.
    • Most advice you found is very vague and fuzzy.
    • You feel it’s more like guessing, missing the rational part, or clear guidelines.
    • You often search the internet for font pairs, but many times the results don’t fit your project.
    • Eventually you make a decision, but it’s always a hassle.

    This course is for you if …

    • You are a web, graphic, or UI designer, and want to have a few more tools in your typography belt.
    • You are advanced in your typographic skills. Meaning you practice it regularly, already took some courses, read some books on it, and can tell the difference between sans-serif, serif, and script fonts.
    • Are familiar with choosing typefaces, but struggle with finding good pairs.
    • You want to learn in a practical online course that’s oriented towards your needs as a digital designer.
    • You want to see results quickly and apply it right away in your next project.

    Don’t take this course if …

    • You are a beginner in typography, and don’t have any experience in picking typefaces or setting them. If you are, here is some free content that should help you: How to Choose a Typeface
    • You want a strong focus on print. This course is aimed toward digital typography; however, the basic principles apply in print as well.
    • You’re looking for a guide on how to find good fonts; this course focuses on pairing them.
    • You expect this course to supplement practicing. It will give you new tools and guidelines, but eventually you’ll have to do the work 😉.

    What’s included

    • On demand video recordings, so you can learn on your own pace.
    • 9 challenges, so that you playfully can apply what you just learned.
    • Downloadable slides & materials, to look up the information you need quickly.
    • Cheat sheet and checklist, so you have a playbook of the essence of the course for your next project.
    • Bonus: one individual 30-min coaching call (limited seats)

    What you’ll need:

    • A free Figma account or Adobe Illustrator to do the challenges.
    • Questions? Shoot me a message (below)!