I built my first business at 6-years old – a bakeshop, because when you’re that age, having your own store full of delectable sweets seems like the best idea in the whoooooole wide world. I lovingly designed the awning with alternating red and white blocks that stretched across the windowed storefront. I made the best damn paper cupcakes in Brooklyn and my mother was my favorite customer, exchanging the fake currency I’d cut out from green construction paper for inedible treats with an amused grin.
My first “business” looked a little something like this | source
When I shared a version of this memory with the career counselor I sought guidance from a couple of years ago, she said, “I really think you are an entrepreneur. So much of what you’ve told me about your past and all the organizations you’ve started and your ability to lead people reminds me of my entrepreneurial clients.”
I dismissed her idea fairly quickly as I contemplated all the moving parts involved in running a successful enterprise. “No, no. I haaate having to sell and do the marketing. I don’t want to have to deal with numbers and managing money. Plus you’re not guaranteed a steady paycheck. Who needs the headache? I just want to get paid to think. To research ideas, study society and write about what I think. Where’s that job?”
I could tell my answer exasperated her. She clearly saw something in me that I didn’t or couldn’t.
Last summer, after the “shady layoff of 2014“, I recalled that conversation when I realized I’d been bestowed with an opportunity to make a significant career change. That fall I experienced a light-bulb moment: “Hey dumbass, you have that blog that you put a whole lot of work into for free because you like it. Why don’t you do something with that? People keep saying you should.” So, I did.
A year later, I’ve:
transitioned from a hosted blog to self-hosted
redesigned the blog interface
registered as an LLC, with trademark approval pending
tripled my social media following
doubled my blog subscribers
been paid to write for the first time ever
been hired by brands to promote them
attended two blog conferences as an official blogger
discovered an additional passion for speaking my thoughts as well as writing them, thanks to a radio and podcast appearance.
I am running a business. I have become the entrepreneur my career counselor glimpsed.
Many of the items above seemed unattainable when I started out. Yet, I rarely take the time to stop and appreciate the results of my efforts. I’m proud of these accomplishments, but I still have a long way to go. With what I’ve achieved so far, I cannot yet say: “I make a living through writing, speaking and teaching.”
It’s a difficult undertaking. I’ve wondered many times if I’m making the right choices. Who the hell decides to walk away from tech paychecks to become a writer and blogger? Do people even read beyond 160-characters anymore? I hit 40 in a few years. I’m “supposed” to be firming up the foundation of my career now, not starting over.
I only confide in a few people about my doubts. As I’ve discovered, being an entrepreneur is at times, quite a lonely existence. In my experience, those who chose a more traditional career route, such as 9-to-6ers, have the most difficultly relating to and understanding what it is I’m trying to achieve. They don’t always get it. I didn’t fully get it myself. It took months of unlearning the working world view I’d held for so long before I became more comfortable with the idea of moving in a less stable direction.
Some will casually ask, “So are you still blogging?” as though it’s just a passing fancy and all the work, energy and money I put into it, as well as the fears and tears is just something trivial I’m playing around with. It’s insulting. It’s like they’re saying: “Are you done goofing off yet and ready to come back to the real world? Be chained to your desk like the rest of us!”
Earlier this year, I took on a contract job in my former field to pay the bills. The company is a well-known startup and a few years ago I would have had a greater appreciation for having their name on my résumé. However, at this point, I’ve seen what’s behind all the free food, fancy perks and “unlimited” vacation and I no longer buy into it. I’m here for the money, not to pretend like when the board members, C-levels and stockholders make stacks of bills, I see even a 1/100 of it. I’d rather work just as hard – if not harder, since I’m the only employee – and actually feel connected to the results of my work, as well as get paid what I’m worth.
Knowing they mean the day job at the startup, I’d respond, “Oh the blog? It’s going. I’m making progress day by day.” Of course, they press further, “No, the startup.”
I give a speedy summary of the office perks, grumble about the coldness of the environment and end with, “It’s just a day job. I am grateful for the opportunity and the paycheck, but it has little do with my future and I hate every day that I have to go there.”
I get it though. Tech startups are fascinating organisms; I’m just jaded.
Returns aren’t fast and easy when you build your own business. As many a successful entrepreneur will tell you, few people blow up overnight. There are often years of toiling, tweaking and struggling behind what may appear as “overnight success.”
However, if you’re not making sustainable living right away, it seems as though in the eyes of some, you’re failing and again, it’s time to give up the dream. It’s like: “Hey, you’ve been doing this for 6 months. Can you quit your day job yet? No? Well, maybe you should think about doing something else?”
I realize I’m projecting some of my own fears onto others, but much of this stems from actual conversations I’ve had.
I’m not always sure what my next steps are – because in this life, the path is more uncertain, but I’m dedicated to what I’ve set out to do.
I don’t know if I’ll achieve my goals of being self-employed and retiring early, so I can really devote my life to issues that matter, but dammit I’ve got to try. If not in this life, when? The other way of life was killing me softly and life isn’t worth living if that’s what it’s about.
My career counselor told me she thinks I have post traumatic stress from my last two jobs.
I laughed when she said it. The past two years have been intense for sure, but post traumatic stress? Isn’t that usually reserved for soldiers, victims of violence – you know, real trauma?
I knew my sense of confidence and self-efficacy took a serious hit with thejob I left in 2013. I admittedly felt a bit raw going into the next place. Like jumping into another relationship when you’re on the rebound. However, unlike a relationship, working to bring in an income is essential to my survival, since the only person taking care of me, is me.
Photo cr: lifecareeroptions.com.au
My career counselor also astutely assessed: “You probably felt increasingly anxious when asked for things.” How did she know?!
Due to the nature of my last role, I received many requests (or “demands” depending on who did the asking) to the point where when my phone would ring or chime, even outside of work, I’d sigh wearily and wonder, “Who wants something from me now?” I am fairly certain I experienced my first anxiety attack at that place, so…maybe she was onto something with the post traumatic stress. She does have a psychotherapy background, after all.
She presented this unofficial diagnosis after I shared with her that while job searching – feeling as though my life were in limbo until I secured a new job – when I reviewed job descriptions and envisioned what the day-to-day work might look like, I felt such an intense aversion. Worse than my revulsion at the idea of spending an afternoon with Bill O’Reilly, Sean Hannity and Elizabeth Hasselbeck. As though one of those positions might beguilingly lead me into the arms of an invisible boogeyman, its massive hands slowly tightening around my dainty lady throat until I can’t breathe. Squeezing the life out of me.
Eep. So, maybe I am a bit burned out.
Photo cr: Bernard Goldbach, flickr.com
One morning, a few weeks after I lost my job, my youngest sister, C___, called me and when I answered, her words rushed out before I finished saying “Hello,”
“Keisha, omigosh! Ok, I know this is going to sound ‘all about me’, but can I just tell you? The best thing about you not having a job is I can reach you whenever I want to now!”
I chuckled. She was right. In the short time since I’d become a woman of leisure, she and I had spoken more often, almost daily. We even Facetimed! What is this magical world where one has time to face…time?
I traveled to Austin a couple of weeks ago for a needed vacation. Yes, you can need a vacation from the exhaustion of cycling through what I term “The Five Stages of Layoff Grief” and worriedly wondering what you’re going to do with you life. I also wanted to reconnect with another part of myself.
Having moved around a bit, people sometimes ask me, “Which place feels more like home to you?” Every place feels a bit like home to me. Each place I’ve lived and where I’ve experienced life in new and unfamiliar ways, has helped to shape who I am. The me that I am in San Francisco, the life that I live here, only represents one part of me, it’s one view of my world. Austin represents another. I have family there in the way of close friends and now my sister C___.
Importantly, in Austin, I’m more easily able to relinquish the fear of being vulnerable, fear of having my insecurities and weaknesses exposed. The walls that we gradually stack up as adults are more permeable in this place where I lived as a college student. There’s no putting up fronts with my Austin family. To boot, the town is friendlier; I could shed my tough city armor. I needed time away to breathe; to let the waist out.
I stayed with my sister, whom having newly graduated from college, just began a new job and rented her first non-college apartment. My last evening in town we assembled her new dresser while Mork & Mindy (RIP Robin Williams) and then The Cosby Show played in the background.
I loved being able to spend time with my little sister, doing nothing more than setting up her apartment. With our 13-year age difference and living so far away from each other, I miss/ed out on the chance to do some of these simple activities with her.
I also met up with several of my friends from college, including former roommates, my best friend and a friend, F___, with whom I keep in touch on Facebook, but hadn’t seen since we graduated over a decade ago.
Over breakfast with F___ – the food in Austin is excellent – we caught up on the goings-on in our lives since college. She’d worked for nearly a decade as a CPA until one day realizing she didn’t like it very much and didn’t want to do it anymore. As she described her emotional evolution, I identified with almost everything she described feeling.
So great to catch up with my friend F___ after all this time!
I told her I felt like I’d become a robot. It happened gradually enough that I didn’t notice the spark fading from my smile, the twinkle from eyes. She nodded as I shared that working in the environments I did forced me to repress so much of my natural self.
Whether it be stifling my creativity and humor in writing a report – gotta be professional, no quips allowed! Or something as basic as adapting to the fact that a lot of people don’t say good morning to each other at work (or other social niceties) and you need to calm your friendly Texas ass down.
Simply not being able to say of the lazy, pompous blowhard with a penchant for taking credit for other people’s work and throwing others under the bus (and there are always these people), “This guy is a poison to the team. At least five people have left because of him, yet you guys are steady promoting this fool. If the company goes down, you have yourselves to blame for being blinded by bullshit;” or when you want to shout in a ridiculously contentious meeting, “We’re not curing cancer people, calm the fuck down! No one is going to die!”
F___ is currently exploring an interest in the film industry on the business side of things, and encouraged me to take some time to consider what’s I want to do next. As she smartly said, “Working for years and taking a couple of weeks off every once in a while isn’t long enough to get re-acquainted with who you are.”
She’s right. I’ve been out of work for almost two and a half months now and it’s not until just recently that I’ve felt even close to being me again. It’s as though I’ve been unwittingly enrolled in a crash course called: “Revisiting Keisha: 101.” I returned from Austin reinvigorated.
Perhaps my career counselor exaggerated a bit when she said I have post traumatic stress, perhaps not. I certainly don’t think my situation compares to more typical PTSD cases. I do know that I haven’t felt this free and light in a long while. I smile more, I laugh more, I write more, I read more and I have more time for the people I care for. Sunday night thoughts are no longer sullied with the pallor of the impending Monday morning. I’m enjoying seeing the world from a different perspective – it’s different with the daytime free! Even my career counselor, whom, up until a couple of weeks ago, hadn’t seen me in almost a year – since I took the most recent job – commented when she greeted me, “You look great! I can see it in your eyes.”
I don’t want to return to the way things were before.
I’ve been living in San Francisco for 9 months. I genuinely like San Francisco now (no one say, ‘I told you so!’). I realized a few months ago that I like the city. At the time, I’d add the caveat: “But, I’m not sure about the people.” Now I just like it. No, it’s not the city I knew it to be when I first visited over a decade ago. Yes, as a new friend lamented “Strangers don’t talk to strangers here” and “Men [seem] too afraid to approach women.” I’m adapting to the culture and the norms. I even trained myself not to make eye contact with people on the street.
I appreciate that San Franciscans are generally polite, willing to stand up for things they believe in, love their pampered pooches and have a great fondness for whimsy, celebrations and dressing up in costume with or without reason. It helps that my new friendships are settling comfortably. I still don’t have last-minute “join me at the bar” buddies or “Hey, its Saturday. What are you up to?” level friends. But, I feel less lack in that realm now. I’ve started dating and am pleased to say there are many ambitious, accomplished and interesting men here. I am more comfortable and settled now. I am intensely happy that I made the decision to leave L.A. I needed to. This is the right place for me right now. This is home.
WILTING FLOWER
photo cr: chad_k, flickr.com
Unfortunately, the past few months have been really challenging for me. I really grew to hate my job. Hate. Like “I don’t want to go, please don’t make me!” or “I wonder if I can get a doctor to write me a note declaring that the job is bad for my health and I need disability,” or even worse “Drinking before work wouldn’t be so bad, right?” Before work many mornings, I’d begin with a pep talk, “You will have a good day. You are lucky to be employed. This is only temporary.” Some days out of sheer silliness and desperation, I’d borrow a line from The Help, “You is smart. You is kind. You is important.” Usually within minutes of walking into the office, all that sunshine, roses and ponies, would fly right out the window. Or more appropriately, absorbed into the walls of my boring brown cubicle in a part of the office that received no direct sunlight due to the view being blocked by a neighboring office building.
I knew two months in that I was dissatisfied with my job. I spoke to my boss and few peers about it, but, unfortunately, that didn’t really help. I tried several things to improve the situation, but ultimately as each day passed, I grew to dislike it more and more. I even called my dad and asked for his advice and that almost never happens. I didn’t know what to do. This is real life. It’s not like when I got a job in high school at Bed Bath & Beyond, knew I hated it after a weekend of work and said, “Deuces, BBB! Keep your cookware and your bedding!”
My spirit was slowly dying in the eight months I spent in the job. I was bored; I felt unchallenged; I didn’t see much room for growth or learning opportunities. The culture felt staid and isolating. Most of all, I didn’t feel like my position was seen as valued or that people recognized my skill set. An astute co-worker (who internally transferred out of a similar position months earlier) even commented “You are so smart and so underutilized here.” Who you tellin’? I felt like an overpaid admin. I respect the hard job admins have especially having worked as one for a bit (and being highly allergic to the position), but I didn’t sign on to be an admin and I didn’t spend years developing a career to be an admin. I lost interest in my interests.
I didn’t read. I didn’t write (sorry blog readers). I didn’t take photos. I lost the energy to continue my friending frenzy. I was cranky and solemn. Even my guilty pleasure Housewives shows were less entertaining (although the Real Housewives of Beverly Hills were on some seriously boring BS. No one gives a shit whether or not Adrienne and her frozen plastic face tried to sue Malibu Barbie Brandi. Show us the riches: beautiful clothing, fancy cars and real estate porn).
I began to doubt my skills and self-efficacy for the first time in a long, long while. It’s akin to being an ‘A’ student and getting your first ‘D’. Your view of yourself cracks and may even be shattered depending on how closely tied your academic success is to your self-identity.
photo cr: Jan de Graaf, flickr.com
In May, I flew to a conference for a work. For three days I was in sessions learning new things from peers and leaders in my field and most importantly I was using my brain, which had become a novelty. It was noticeably different from my normal work day. How deflating. I had the rest of the week off to be a bridesmaid in my friend’s wedding in Los Angeles, which was beautiful and a ton of fun. Returning to work after a week away was intensely painful. I had hoped to stick it out with the company for at least a year. However, when I returned after a week away, and the dark cloud that’d been amassing around me was right there waiting where I left it and seemed even more consuming, I knew I had to get out for the sake of my sanity. I was sinking into a depression.
I felt guilty complaining about my job knowing how many people are unemployed and wish not to be. It wasn’t like I was being abused, harassed or overworked. When I told a friend that I felt bored and unchallenged and wasn’t interested in having a job where I could surf the net all day she said with some amusement, “Um, so what you’re telling me is you’re getting paid not to do much and not really think? This is a problem?” I know.
HELP IS ON THE WAY
On a first date with a guy named, let’s say, Sam, he inevitably asked the questions I’d grown to dread answering, “What do you do? Do you like it?” By then, I’d given up trying to be positive about my job and would readily tell people that I didn’t like it when asked. He shared with me that he’d gone through something similar in the past couple of years and realized he hated his career as a TV sports reporter. After seeing a career counselor he decided to work toward becoming an elementary school teacher. Talk about a career change! It was clear how happy this career switch made him, despite the drastic difference in income. He recommend his career center to me and I made an appointment with a counselor immediately the next day. The date was fun and Sam was cool, but he didn’t ask me out again and I didn’t feel strongly enough to pursue it.
photo cr: marc falardeau, flickr.com
My career counselor was a breath of fresh air. She immediately became my favorite person. I wanted to pocket her and carry her around like a lucky rabbit’s foot. She is brilliant, encouraging, supportive, sharp and has an impressive and varied career background of her own. She is amazing.
Career counseling feels a lot like therapy (er…not like I would know what that’s like): there’s self-reflection, talking about your childhood, discussion about how your parents influenced your choices and maybe even some tears. While I thought I knew why I hated my job, seeing a career counselor helped me better understand the underlying reasons and allowed me to articulate my thoughts and feelings better. After taking several assessments she remarked me to me with wonder, “It’s amazing how you’ve been able to work this long in a job that is practically the antithesis of who you are.”
HOW DID I GET HERE
I fell into my career. Yes, it is in line with my business degree. But, I didn’t deliberately choose it. When I graduated from college, I wanted nothing to do with business. I wanted to be an actress. I missed expressing my creative side and acting always made me feel awake and alive. Ultimately that wasn’t the right path for me though. Thus, I fell back on my degree and my career chose me based on that degree and my skills. I didn’t spend much time nurturing it or thinking about what success would mean to me because I always figured I’d do something else. I assumed I’d eventually discover my passion and it would all be smooth sailing from there. Time sped by and before I knew it, due to a confluence of my need to be a high-achiever and to progress. I accidentally developed a career.
I cared about promotions because I value being rewarded for my efforts. But, it’s never been “exciting” for me. I’ve long been envious of people who speak of “loving their jobs.” Or people who eat, sleep and breathe their careers for one reason or another. I wonder what that’s like. Why couldn’t I just have a burning desire to be a teacher or an architect or a doctor? But, as I discovered during my sessions with my career counselor, it’s in my nature to have varied interests. For me, it’s not so much about what I do as it is for me to have variety and feel like I’m learning and experiencing life anew.
LESSONS LEARNED
I learned so much in the sessions I had with my career counselor / saintly woman sent from the heavens, and it’s not over. Three of the most important lessons for me:
1. Don’t get good at things you don’t want to do.
If you’re the person who’s great at picking weeds and no one else is around to do it, guess who’s getting asked to pick weeds? You. And the more weeds you pick, the better you get at it. I don’t want to become an expert weed-picker, so I need to stop picking these damn weeds! Let someone else do it. There are people out there who looove maintaining gardens. I am not one of them.
2. Take charge of your career.
This isn’t news. People say this, but I didn’t really get it. I let things happen to me without realizing I was doing it. I didn’t stand up for myself enough. I didn’t push hard enough for that promotion or the raise or ask to do the work I would have preferred to do. As professional and assertive as I learned to be, I realized I was still guilty of employing some of the behaviors that do a disservice to women. I don’t toot my own horn; I find it tacky. I don’t ask for gobs of money because I don’t want to be greedy. Still, you best believe someone else is doing these things and making much more than I am and doing work they want to be doing.
photo cr: Enokson, flickr.com
3. Take time to nurture your natural interests and skills.
Almost all the assessments I took during career counseling pointed to my creative skills and interests. Growing up, I was really creative. Aside from business, my other interests were all artistic. I wanted to be an actor, a writer, a dancer, a comedian (don’t laugh), an artist. As each year of my life goes by, I take on fewer and fewer creative endeavors. I used to love doing arts & crafts! No wonder my spirit was dying. I was focusing all of my attention on things that do not generally interest me and not doing the things that feed my soul. (I hate that phrase, but it’s very much applicable in this case.) Creativity, much like other skills, needs to be nurtured to grow and flourish. But, somehow I convinced myself that because I wasn’t great at it, I shouldn’t be doing it. I need to be doing it though. I may never be a top photographer, but if taking photos and capturing images of the world as I see it brings me joy, I should do more of it. It doesn’t have to be a career, it just has to make me feel happy.
WAKING UP
I started a new job on last week. It’s not a career change, but it is a role change (and a career advancement). Thanks to my career counselor, I know better now to focus on honing the skills and strengths that interest me most and that may be transferable to other roles. I feel optimistic that this position will allow me to do that. The company itself could not be more opposite the place I just left. I’ve been welcomed by my new co-workers with excitement and genuine interest. I feel like I’ve joined a family.
photo cr: Rhys Asplundh, flickr.com
I wish I didn’t have to go through the frustration of my previous job. I’m sure I’ll look back on that time with the same derision I do the year I lived in San Jose. Nevertheless, in some ways, I am grateful for the experience because it propelled me to take action to make serious changes in my professional life and do some intense self-reflection. I even rediscovered what appealed to me about business in the first place. Additionally, I have an even greater appreciation for the great jobs, managers and mentors I’ve had in the past.
I don’t know what the future holds and what my next career may be. It could be in business after all, just in a different role. After all, as I remembered in career counseling, at 6-years old I was starting my own businesses in my bedroom, building storefronts out of construction paper (creativity) and “selling” products to my mom. I look forward to approaching my new job with a renewed fervor. That dark cloud is dissipating and I’m seeing larger and larger slivers of the sun each day.
I'm Keisha ("Kee-shuh", not to be confused with Ke$ha). I am a (later) thirty-something, non-mommy, non-wife, who lives in San Francisco, California New York and has lots of opinions on lots of things.