Fuck You, Pay Me #13: How to Be a Consultant

This is part 13 of “Fuck You, Pay Me,” an ongoing series of posts on work and writing. Read the rest of the series: Part 1: How To Become a Writer in 12 Easy Steps, Part 2: The Pros and Cons of Traditional vs. Indie Publishing, Part 3: Scenes From My Life Writing a Porn Novel, Part 4: Why I Hate Memoirs (but Wrote One Anyway), Part 5: 19 Ways to Make Money as a Writer, Part 6: Letters From Johns Revisited, Part 7: Some of My Favorite Things I’ve Ever Written (Journalism Edition), Part 8: Some of My Favorite Things I’ve Ever Written (Fiction Edition), Part 9: How to Promote Your Book Without Going Crazy, Part 10: The Pornification of My Life, Part 11: How to Be More Creative, Part 12: The Fine Art of Applying to Writing Residencies, Part 13: How to Be a Consultant, Part 14: Cranking the Flywheel.

Far and away the best money I make is in consulting. That said, when people ask me what I do as a consultant, it’s hard to say. I’ve described it as I do strategic communications and I tell CEOs and founders what to do and I’m a corporate dominatrix. In any case, I’ve certainly learned a lot as a consultant, so in this post I’ll be sharing a bit about what I do and what I’ve discovered as a professional consigliere.

My background If you look at my personal history, I’m not someone who should be good at advising heads of business on what do. My parents were English professors, and they had little interest in and a general disdain for anything corporate. For them, money was a source of anxiety, and there was never enough of it. A fair amount of their psychic energies was spent figuring out how not to work or get in a position where they didn’t have to work: obtain a grant that gave them an excuse to not have to teach, go on sabbatical, make it to the summer months when school was out. Maybe because my parents were so anxious about money, I started working at a young age. My first business was a pet-sitting business. To drum up clients, I made signs and put them around the neighborhood. I took care of dogs and cats and parakeets. I think I was 11. After that, I did babysitting. When I was thirteen, I worked at a flower stand. My first real job was at Baskin-Robbins. As I got older, I was an au pair, and I did various retail jobs (making sandwiches, selling pasta, working in a cake shop). Basically, I saw money as something that you earned but was elusive.

My education First I got a B.A. in English from the University of California, Berkeley. Then I got an M.A. from the Program for Writers at the University of Illinois Chicago. I don’t have any recollection of learning anything about business during these years. As part of my graduate program, I taught English to UIC freshman. After I got my degree, I moved back to the Bay Area, where I taught English at community colleges. I taught because it was what my parents had done. Then my father died. I stopped teaching. It was right around this time that the Internet started really ramping up (it was the mid-Nineties). I got a job as a publicist for a book imprint; after a while, I started wondering why I was promoting other people’s work when I could be promoting my own. A couple girlfriends and I created an online magazine. I started writing freelance articles for local weeklies. Then I wrote for national glossy magazines. I was making money from writing. Eventually, I did TV, too. My first TV appearance was on “Politically Incorrect.” I moved to Los Angeles. I carved out a pretty good living freelance writing. I got a gig on Playboy TV.

My internet In 2002, I launched The Reverse Cowgirl. I believe it was the second sex-related blog to ever exist. People really liked it. I liked that it was hosted on Salon’s website, and their back end allowed me to see my blog’s traffic. I got hooked on the numbers. I combined my writing skills with my PR savvy and got very good at driving traffic. It was like the internet was a ball of energy, and people were the thing that you could move through the space. Within a few years, I had gotten so good that big media companies were hiring me to help them increase traffic to their platforms. I kept writing, of course. But my work got a little more commercial, and I started learning how the sausage gets made in corporate America. I wrote for Forbes.com. I became an editor for a media company. I did creative projects on the side. The internet was where I really thrived. I launched various projects that got media attention. Things were flowing.

My faux-MBA Eventually, I got married. Later, after I got divorced, I would refer to my marriage as “my Harvard MBA.” (To be clear, I do not have an MBA from Harvard or any other institution. My use of that terminology is a metaphor. If you think I have an MBA or went to Harvard, you are wrong.) The person to whom I was married worked in the corporate space. I learned about how companies work, how they think, what CEOs want, how strategy works, and what the difference is between companies and executives that thrive and companies and executives that fail. As it turned out, I had an uncanny knack for predicting how things would move strategically in the corporate realm. It seemed odd that I was good at this, since I had been raised by intellectuals and had no business education. Yet, there it was. It was like waking up one day and discovering that you are very good at chess, even though you had never played chess. One thing I liked about the corporate world was that it was easier to quantify success than in the writing world. The corporate world was all about profit margins and revenues and market shares. Writing is all about chasing good writing and subjective interpretations and creative expression.

My consultancy When I got divorced, I took my consulting savvy with me. Almost immediately, I started doing consulting work. I only work with a retainer, because that’s the best way to form a relationship with a client. Years ago a former boss of mine compared me to a Swiss Army Knife, which was a way of saying I did a lot of things. This is true for consulting. I advise on branding, communications, social media, PR, marketing, and strategy. Oftentimes, my role is prophylactic. That is, I am advising the client to not do something that wouldn’t be to their advantage. At other times, I help them shape their image. Most of my clients come through word of mouth. I have a reputation for being good at crisis communications. I like the proximity to power, to big-number deals, to real movers and shakers. I have learned how general counsels think; what makes millionaires, multi-millionaires, and billionaires tick; that if you get exposed to enough high-level operators you will find yourself referring to companies with $3 billion-dollar valuations as “small.” My clients are almost exclusively men. As a consultant, I am an invisible member of the big boy’s club.

Today, consulting is some of the most interesting work I do. I like helping people, working closely with my clients, and shaping something into something better than it was before. The kind of work I do isn’t easy, and it requires both strategic and intuitive talents, but the payoff is, well, pretty remarkable.

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