Sally Hogshead (@SallyHogshead) is an author, speaker, and entrepreneur. Following a career in advertising, she evolved her career and reoriented toward building significance for other professionals and creatives.

In this conversation, Sally discusses the phases of her career (so far), shares some of what she learned on the ground with advertising heroes, and remarks on the challenges of writing long-form books as a person who naturally bends toward the quick win.

Fascinate by Sally Hogshead book

Fascinate by Sally Hogshead

Check out Sally’s latest book Fascinate and catch up with her on BrandFascination.com, for a start.

Listen Now

Get The Episode

Subscribe to Get New Episodes

Listen on Apple Podcasts Get it on Google Play Subscribe on Android Listen on iHeart Radio

Subscribe to The Busy Creator Podcast on Apple Podcasts, on Google Play, on Android, on iHeart

Show Notes & Links

  • Sally and Prescott have worked together on a varied of projects since 2011
  • Prescott discovered Radical Careering during his first job, which wasn’t a very good job.
  • When Sally found advertising, it was “love at first sight”
  • Portfolio Center and their Copywriting course
  • Sally’s first career phase was not being awarded or recognised as a student, but discovering that’s hardly the entire game

“The most interesting creative ideas aren't going to be acknowledged at first, because they're not populist.”

—Sally Hogshead

Tweet This

  • Fallon McElligott Rice, now just Fallon
  • Her Second phase was working with smart people on rapid-fire projects

“You want to be the dumbest person on the team.”

—Sally Hogshead

Tweet This

  • Her Third phase was disillusionment when inheriting a management role

“It takes a completely different mindset to be with people than from being with my ideas.”

—Sally Hogshead

Tweet This

  • The Fourth phase was expansion to create ideas beyond an ad into the wider world [as an author, speaker, etc.].
  • Sally was the Creative & Managing Director for Crispin Porter + Bogusky for their Los Angeles office
  • CP+B’s LA Office opened its doors on Sept. 10, 2001

“It's easy to be creative when the world has a big budget and optimism and a love for what hasn't been discovered.”

—Sally Hogshead

Tweet This

“In order to be a creative leader, you have to be able to lead people through the darkest times.”

—Sally Hogshead

Tweet This

“It's impossible to have creative ideas in an oppressive environment.”

—Sally Hogshead

Tweet This

48 Laws of Power by Robert Green & Joost Elffers on Amazon and on Audible
48 Laws of Power by Robert Green & Joost Elffers
  • Kerning pairs (such as FA)
    Kerning Pairs

    Kerning Pairs

  • There used to be a natural (ten day) cycle with print advertising. There was time to work on stuff.

“I'm still a geek with words.”

—Sally Hogshead

Tweet This

“One for the reel; one for the meal.”

—advertising adage

Tweet This

“Don't be a worrier, be a warrior.”

—Tony Robbins (and Prescott, ironically)

Tweet This

  • Clients would cut their marketing budget during the recession. Remember this? or this?
  • Tibor Kalman (1949-1999)
  • Design, like Jazz, is a generational artform
  • John Coltrane played with Miles Davis who played with Charlie Parker
  • Armin Vit worked with Michael Bierut who worked with Massimo Vignelli
  • A lot of NYC agencies did annual reports, but didn’t show it in the portfolio
  • Medieval Stonemasons

“Signifance doesn't live in one piece. It lives in a movement or a body of work.”

—Sally Hogshead

Tweet This

“Revisions suck my soul. Creation enlivens me.”

—Sally Hogshead

Tweet This

  • “writing-tired”, when Prescott feels uninspired to write blog posts, etc.

“I can't write anything great for the first hour. I have to get into a trance.”

—Sally Hogshead

Tweet This

“The hardest part about writing isn't writing, it's finishing the dishes.”

—writers' adage

Tweet This

Tools

Techniques

  • Don’t let the Creative Director and Managing Director be the same person; there needs to be a healthy tension between the two.
  • Remark not only on awards won and praise given, but hard times which shape your character
  • Examine any project via its priorities “Quality of Work”, “Quality of Life”, or “Quality of Compensation.”
  • Pursue the areas of work that feel like a “wellspring” of creativity; avoid “creative agony”
  • Create an Idea Wall, and hang up your projects as you think of them
  • Block time (at least 3 hours) to sink into writing
  • Listen to music that reflects the sort of writing you’re aiming for
  • Designate externally- and internally-focused work (email vs. writing content)

Habits

  • Write down the words you use when mentoring, and which you need to hear
  • Appreciate craft, even if it takes slightly longer
  • Periodically examine your work and your agency to align with influence: Creative, Financial, or Cultural
  • Shape expectations around you; follow the type of work that suits you best
  • Take advantage of “swiftness”; don’t analyse or think about ideas and instead just act (especially on side projects and writing ideas).
  • Go to bed early; write in the morning.

Try Audible.com Free for 30-Days

Visit BusyCreatorBook.com for your free trial
Audible.com trial from The Busy Creator

Get Fascinate by Sally Hogshead as a free audiobook
Fascinate by Sally Hogshead on Audible

Join the Discussion

Add your experiences in the Comments section below.

Enjoyed this article?

More insight and resources delivered in our newsletter. Sign up below to receive site updates.

About the author: Prescott Perez-Fox

Prescott Perez-Fox is a New York-based graphic designer and brand developer with 17+ years experience in branding, packaging, graphic design, and web design. He runs The Busy Creator.

Share This Episode

Comment on This Episode

Similar Episodes

Building Community and Finding Personality Stengths as a Creative Introvert, with Designer Cat Rose

Building Community and Finding Personality Stengths as a Creative Introvert, with Designer Cat Rose

Cat Rose is a designer, illustrator, and founder of The Creative Introvert.

Mind Hacking: A Scientific Approach to Improving Productivity & Focus with Sir John Hargrave

Mind Hacking: A Scientific Approach to Improving Productivity & Focus with Sir John Hargrave

Sir John Hargrave is a prankster-turned-writer and business owner in Boston, Mass.

Portrait Photographer Bill Wadman Talks Conceptual Imagery, Retouching, Backup Strategies, and Being a Creative Geek

Portrait Photographer Bill Wadman Talks Conceptual Imagery, Retouching, Backup Strategies, and Being a Creative Geek

Bill Wadman is a conceptual portrait photographer in Brooklyn, NY

Building an Online Business While Traveling The World, with Christina Canters

Building an Online Business While Traveling The World, with Christina Canters

Christina Canters is a recovering architect, now helps creative people communicate better