Illustration & Lettering with Jessica Hische

Taught by Jessica Hische
Join lettering world-renowned artist and New York Times Best-selling author, Jessica Hische for two exclusive live & interactive Dribbble workshops! Creatives from all disciplines will benefit from Jessica’s teaching as she draws on her 15 years of experience and teaches everything from pricing, client management, and pitching projects to illustration & lettering techniques and creative processes.
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Bulk discount offered to colleagues or classmates if 5 or more tickets are bought.

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Dribbble Presents

Session One: Illustration & Lettering: The Business Stuff

In this 3 hour session which is an expansion on Jessica’s popular Dark Art of Pricing workshop, we’ll cover a ton of information on how to manage client relationships, prepare a Scope of Work and contract, price a variety of projects, and discuss the process for pitching books and negotiating royalty-based contracts. We’ll discuss the pros and cons of working with agents and artist reps, the importance of delegation for growing your business, and even cover equity-based compensation as a freelancer.

This session is for creatives at any professional level looking to tighten up their business strategies, feel confident asking for higher fees, and gain a better understanding of the complexities of running a creative small business. On top of knowledge shared in the session, students will also walk away with an SOW and contract template for future use and a handy PDF for referencing pricing in the future. Plus this session will be recorded and live to re-watch for two weeks after the workshop!

What You'll Learn

  • Understanding your creative process for better time management and scheduling
  • Drafting a scope of work to share with prospective clients
  • Creating your own contract for use on projects
  • Making changes to existing contracts for better terms
  • Navigating advances and royalty-based earnings
  • The pros and cons of working with an agent or artist rep
  • Building confidence in pricing your work to negotiate higher fees
  • Tips for self-promotion and managing your online presence

Session Two: Illustration & Lettering: Improving Your Process

In this 3-hour session, Jessica will walk through her process for different kinds of projects—commercial lettering and illustration, children’s books, and logotype work—from the brainstorming and concept stage to sketches, comps, and final art. We’ll walk through the development process from Round 1 through finished art for logo projects and do a live critique of an existing mark to show the thinking and strategy behind logo refresh work, discussing ways to perfect your logos or letterform-based work.

This session will include live demos at each stage of the development process including best practices for vector refinement and drafting to create perfect curves and easily editable files. Students can choose to work alongside Jessica during the brainstorming and sketching phases to develop their own lettering artwork. Procreate, Adobe Illustrator, and the font design software Glyphs will be used for demonstrations. Students will walk away with a better understanding of how to use each of these softwares for illustration and lettering and with plenty of tips and tricks for maximizing their own creative process. Plus this session will be recorded and live to re-watch for two weeks after the workshop!

What You'll Learn

  • How to begin ideating to generate good concepts
  • From the “bones” to the “clothes”: inventing letterforms
  • How to spot common mistakes in letterform drafting
  • Establishing typographic hierarchy to improve legibility
  • Adding flourishes and swashes to lettering work
  • Best practices for vector drafting
  • Knowing when to stop: establishing breakpoints in your process to limit overworking
  • How to stay motivated and push through creative blocks

Jessica Hische is a lettering artist and New York Times Best-selling author based in Oakland, California. She specializes in typographical work for logos, film, books, and other commercial applications. Her clients include Wes Anderson, The United States Postal Service, Target, Hallmark, and Penguin Books and her work has been featured again and again in design and illustration annuals both in the US and internationally. She’s been named a Print Magazine New Visual Artist (20 under 30), one of Forbes 30 under 30 in Art and Design, an ADC Young Gun, a “Person to Watch” by GD USA, and an Adweek “Creative 100”.

What people are saying about Dribbble workshops

“I just wanted to let you and the Dribble folks know how great the workshop was today. As you kindly called out during the meeting, as I mentioned in the chat, this was INDEED the very type of workshop I have been wishing to see offered...forever! I've been waiting a long time to come across just the right thing.”

“I just wanted to say that after a looooong 9-5 with 3 branding projects overlapping at work, this workshop has been very relaxing, entertaining and academic. I have been sitting in this chair since 8am and now it's almost 3am hahahahah worth every minute of it.”

“It was an awesome workshop. Thank you for going above and beyond the session!!”

“A 3 hour workshop that ended up almost hitting 5! Thank you for sharing your wisdom with us :)”

“Finishing up the 1st half of @Draplin's workshop from @dribbble and I'm already so inspired.”

“This workshop was incredibly insightful, I definitely learned a ton. Thanks Aaron and everyone else involved for your time!”

Starting at
Save $

Bulk discount offered to colleagues or classmates if 5 or more tickets are bought.

Get in touch


Dribbble Workshops are live, limited-seat virtual sessions that let you learn valuable lessons directly from leading designers within the creative community. With a range of sessions spanning a diverse range of design disciplines—from logo design to lettering to systems design—Dribbble Workshops offer up opportunities for nearly every creative to build up important skills from the best in the biz.

Class sizes for Dribbble Workshops are kept small so you have the chance to engage, ask questions, and participate in these hands-on sessions. Since our workshop sessions are virtual, and concentrated into just a few hours, you can walk away with a laundry-list of new design insights and inspiration—all without needing to take extra time off of work or be away from the office.

Attending a Dribbble Workshop is easy—once you reserve your ticket through Dribbble, we’ll be in touch with a confirmation receipt and unique attendance URL that will allow you to access the event at its advertised date and time.

Dribbble Workshops take place over Zoom, one of the leading video conferencing platforms available. This means we can reliably connect you with your workshop host and fellow attendees—no matter where they are located across the globe. For instructions on how to use Zoom on your preferred device, be sure to check out their online setup guide.

Our Dribbble Workshop session with Jessica Hische takes place on February 23, 2022. The workshop begins at 9:00AM (PST).

As a heads-up, please take note that all workshop session times are in Pacific Standard Time, so plan accordingly!

Tickets for this workshop are on sale until February 21, —but you’ll want to act fast, since seats are limited. Don’t miss out, designers!

Nope, you don’t need a Dribbble account to attend a workshop, but we still encourage you to join our creative community. We’d love to have you join our platform—it’s free!

Dribbble Workshops are live and in living color. You’ll be sitting in the same virtual room as your instructor—meaning you’ll have the opportunity to ask questions and network with fellow creative attendees.

So you want to attend a Dribbble Workshop, but you don’t know how to ask your manager? Here are a few talking points to get your boss on board!

  • You’ll get inspired and re-energized

    Dribbble Workshops offer small class sizes with some of the most recognized design legends, industry leaders, and inspiring up-and-comers. You’ll come away from a Dribbble Workshop with tangible takeaways and feeling challenged and inspired to do your best work.

  • You’ll make meaningful connections in an intimate setting

    Dribbble Workshops are small on purpose. We want to offer an atmosphere ideal for purposeful conversations and lasting relationships with your favorite designers and other like-minded creatives.

  • You’ll bring back new ideas, best practices, and other valuable takeaways

    We all need to get re-inspired and challenged in order to grow as designers. You’ll be equipped to share the valuable lessons you learn at a Dribbble Workshop with your team!

  • An awesome, jam-packed creative time—in just a few hours

    Since Dribbble Workshops take place over the course of a quick few hours, they don’t require extended time away from the office—or for you to even leave home. They’re a perfect, socially-distanced way to learn important new skills and make rewarding creative connections.

Sorry, all workshop ticket sales are final. But if you’d like to transfer your ticket to another person, just drop us a line at before February 21, 2022.