The unabridged “Pick Me” list
Advice is no substitute for hard-won experience. But sometimes, advice can shortcut the “hard-won” part. When I was starting my career, I made sooooo many mistakes. Some were minor transgressions (suggesting to the agency’s biggest client that we no longer put their logo on ads). Some were real doozies (two words: holiday party). But in most cases, the missteps could have been avoided with a bit of advance warning.
Below, you’ll find my advice for just such shortcuts. I compiled this list for the very wonderful Pick Me: Breaking Into Advertising and Staying There. You can find 31 of these points in the book, and here’s the original unabridged version. And while this list was written for ad folk, much of it applies to anyone in pursuit of more creative work.
83 things I wish someone had told me while I was learning how to be creative.
1) There are no right answers. Including these.
2) Listen to other people’s opinions about your work, but ultimately do what you want.
3) The hipster creative with tattoos and piercings rarely does the coolest ads.
4) Simple, brilliant ideas kick ass over execution.
5) Dominos delivers to Starbucks.
6) Everyone you want to work with knows everyone you currently work with by one degree of separation.
7) It can take a while to find your voice and get into a groove. Your portfolio will change dramatically once you do.
8) Your work can have outrageous attitude. You can’t.
9) Smart beats clever.
10) You will create a better portfolio by breaking the rules than by following them.
11) Don’t force-fit a certain kind of piece in your book just because you’re supposed to have it. This goes for long copy, car ads, packaged goods, and so on.
12) Revolutionary ideas always feel uncomfortable at first.
13) There will be days when you’ll feel like a complete hack. That does not mean you’re a hack.
14) Spend more time thinking, less time executing.
15) Try not to spend a lot of time and money on finessing pieces until you know you’ll keep them in your book.
16) Avoid trends. They date you.
17) Make it more audacious.
18) Don’t choose your typeface by just scrolling down the font menu.
19) Mount each small space ad separately instead of lumping them together.
20) Emailing someone is more likely to get a response than writing a letter. However if you had a meeting with someone, send a handwritten note.
21) Make sure your name, phone number, and email address are very clearly attached to anything you send to a company.
22) Don’t write like a copywriter.
23) Start art directing with a pad of paper, not a computer.
24) Trying to create an entire portfolio in only a few months is like trying to go to med school in one year. It take a long time to learn, create, and craft. If you shortchange the process you shortchange the result.
25) The difference between an A- book and an A+ book is all the difference in the world.
26) Avoid ads for tourism, public service, or tiny stores that no one’s ever heard of.
27) Write short cover letters and a simple resume.
28) The more concepts you come up, the better they get. Me, I write a hundred ads for every one I end up with.
29) Steer clear of fonts that look like fake handwriting.
30) Which agency you work for usually matters less than which accounts and creative director you work for.
31) Anyone can come up with a great idea. The question is, can you do it consistently.
32) It’s better to fail by going down in flames than by settling for mediocrity.
33) Idea is king. Emperor. World nuclear superpower.
34) If you’re a writer and you don’t have spectacular long copy, consider instead writing a few paragraphs about yourself or something you’re into for your book.
35) If you’re in school, remember that classmates are your future co-workers. Treat them accordingly.
36) When working on an assignment, try to expose the deepest, most surprising human truths associated with that product.
37) Learn the rules before you focus on breaking them.
38) Try not to chitchat and explain ads while someone’s looking at your book.
39) Kill any work that’s fine.
40) Be nice. Mind your manners. Play fair.
41) It all comes down to t he work.
42) When a prospective employer makes all sorts of promises, remember that your salary agreement is the only promise they can’t flake out on.
43) Don’t base your self-image on positive feedback, because you can’t count on that.
44) You can’t out-think everyone, but you can out-work them.
45) By the time an ad is published in an award show book, it’s already a couple of years old.
46) Feed your brain with inspiration from the average as well as the bizarre.
47) Trust your gut. It’s smarter than you are.
48) Write simple cover letters.
49) Find the kind of music that helps you concept, because if you listen to it with headphones it can help you focus.
50) Not everyone comes up with great ideas in the shower, or a diner, or in their sleep, or on their way to work.
51) If you’re a girl, don’t be all girlie-girl in your book.
52) Don’t limit yourself to a city or part of the country. Go wherever the best job is at the start of your career (yes, even Minneapolis).
53) Never show half-assed work. Better to present nothing at all.
54) Competitive is okay. Cut-throat is not.
55) Don’t waste time or money on ideas you’re not thrilled about.
56) Experiment. Fail. Experiment again.
57) Get lots of feedback, but ultimately, trust yourself.
58) No matter how good it is, somebody won’t like it.
59) Make your book an easier and smoother to look at by putting TV and radio scripts in a separate section, rather than in between ads.
60) Your taste will change. Several times.
61) Let your work show how creative you are, not your resume or answering machine message.
62) Be as respectful to the receptionist as the president.
63) If you’re happy in your job, it’s easier to be happy with the rest of your life.
64) A piece is not finished just because it’s printed out and in your portfolio.
65) Don’t show work to a potential employer until you’re totally confident it’s your best.
66) Don’t present bad ads, and you won’t do bad ads.
67) You do not have to be an asshole, or work for one, in order to do great work.
68) Buy a cheap portfolio case. All an employer cares about is what’s inside.
69) If you hear the same feedback over and over, make the changes to the work.
70) It’s better to have 8 killer pieces than 30 pretty good ones.
71) After someone gets done looking at your book, they should feel like they know you.
72) You could be unemployed for six months, then get three phenomenal offers in a day.
73) Sometimes, the best portfolios are the slowest to get a job.
74) Don’t work for someone whose taste you don’t respect.
75) Be certain that your final collection of work represents the type of work you want to do, because it will determine where you’re hired.
76) Never go for the money. At least, not yet.
77) You will learn more in your first job than you did in school.
78) Don’t get cocky, even if you get good.
79) Being creative is only a small part of being a good creative.
80) You will end up where you belong.
81) Putting a portfolio together is a window of opportunity to recreate yourself.
82) When you’re the boss, meet with ten juniors for every person who meets with you now.
83) Pick out a last name that people can make fun of.

November 13th, 2005 at 9:02 am
As someone who has mentored more people than I can count (who all make more money than I do now) I can add a few things to this list:
No matter how big and bad you think you are, there is always someone out there who can kick your ass (this applies in martial arts, advertising and life in general)
Before you apply anywhere- find out as much as you can about the company- their work, the people, do your homework- if you don’t think that everything you see in their public portfolio (their website) is better than what you can do- don’t waste your time or their time applying.
If you find an agency that does pretty good work- and you think you can improve it- be humble and see if you like the people there- and if they like themselves.
Make sure you’ve read at least 10 good books on the business- you can see a good booklist here: http://www.thenextwave.biz/tnw/?page_id=50
and- as far as I’m concerned- paper portfolios and fancy cases are dead- make an interactive PDF with links- and multimedia- put the whole thing on a cd- and send it out. The interview should only be about if they can stand you- they should already love your work.
November 13th, 2005 at 9:11 am
[...] We review a lot of portfolios. We meet a lot of people. We don’t hire very many. The reason all these people don’t get hired is generally, they aren’t prepared to get hired. My first question is always- before I look at the work- do you want me to be nice- or do you want the truth? Truth almost always wins, and many times, I lose. In this day of self-actualization and self-esteem coddling, it’s not the best way to win friends and influence people even if you give “constructive criticism.” So- I turn to my friend Sally Hogshead’s blog for: 83 things I wish someone had told me while I was learning how to be creative. I’ve added a few in the comments- But, if you are looking for a job in advertising here in Dayton, or in the big city Mecca’s these suggestions will do you well. As to knowing what work is good enough to put in your book- I quote my hero’s at Chiat Day- “Good enough is not good enough.” Good luck. [...]
November 13th, 2005 at 9:22 am
Great, great, great suggestions. I especially agree with the bit on researching the company before you go in. That goes at any level of interviewing, whether you’re an entry-level recruit or a senior manager pitching new business. Before I go into any meeting with a potential client, I research each person’s background, areas of responsibility, and clues of personality. I find out as much as possible about the company’s initiatives, recent setbacks, upcoming projects. A single hour of reconnaissance can provide extraordinary insight for positioning your value.
December 5th, 2005 at 3:18 pm
“16) Avoid trends. They date you.”
Could one of these “trends” be this whole blogging thing?
I’m trying it out, but so far . . .
Seems like you get snubbed by the blog snobs if you’re not up on the latest knowledge regarding “feeds” and other tech-head babble.
Also, I’d like to add my advice to this great list and say stay away from most agencies, especially in smaller markets. They’re prone to cannibalization and sometimes they don’t have any misgivings about placing young, aspiring writers into a sweatshop types of situations in their insatiable appetite for billable hours – a sure-fire way to kill creativity.
I encourage college students to go the entepreneur route. In fact look around and you’ll see entepreneurship is one of the fastest growing undergraduate programs of study on many college campuses.
May 3rd, 2007 at 10:05 am
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This post was mentioned on Twitter by jstopka: 83 Things I Wish Someone Had Told Me While I Was Learning to Be Creative. Courtesy of Sally Hogshead: http://bit.ly/2aLmat…
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[...] This post was mentioned on Twitter by Ian David, Ian David. Ian David said: "No matter how good it is, somebody won’t like it." This, and 82 other ad world truisms, courtesy of Sally Hogshead http://bit.ly/ezcHr [...]
November 11th, 2009 at 11:37 am
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