The death of Dr. Maya Angelou provided us the opportunity to once again delight in her memoirs, which chronicle the eclectic, bohemian first half of her life. Yet, we know from her writings that such praise was often withheld as she pursued her dreams of being a dancer and poet while raising a young child as a single mother. How many times must she have been urged to settle down and give up her artistic and cultural pursuits, which time and time again left her broke and broken? While we now refer to Angelou as a renaissance woman, until she published I Know Why The Caged Bird Sings in her 40s, her life resembled what is referred to in ghetto parlance as a hot mess.

This messiness is what we all fear. It is why rather than pursue our dreams, we settle into the lives expected of us. Cubicles and cul-de-sacs become the things of our imagination. Only happiness and satisfaction studies suggest they are not enough. A GALLUP Poll last year found that only 30 percent of U.S. workers are passionate about their work. The majority (52 percent) are unhappy with their jobs and put little energy into their work while another 18 percent actually hate their jobs and actively work to undermine coworkers. We sacrifice our dreams only to find ourselves restless, bored and frustrated in midlife having realized what Angelou told us all along; “making a living is not the same thing as making a life.” Worse still, we recognize the irony in discovering after layoffs, financial setbacks and divorce that the “mess” is unavoidable.

These unmet expectations and realization that youthful aspirations have been abandoned are suspected as the cause of feelings of discouragement and depression among those in midlife. The British think tank NatCen Social Research found that studies show that people between 35 and 55 suffer a dip in well-being. A separate study that analyzed data from “nationally representative” surveys in Australia, Britain and Germany found that the bell curve in well-being dips to its lowest point around the ages of 40 to 42.

Even those who choose to pursue unconventional dreams don’t escape these feelings, especially if such pursuits have come at the expense of nearly everything else. I abandoned life as a lawyer in favor of one as a writer, activist and entrepreneur. Now having entered midlife without any of our culture’s success markers — husband, children, two-car garage — I have had to answer, both to myself and to others, the question of whether the path I’ve chosen was a wise one. Reflecting on Angelou’s has helped me find the answers.

1. Be uniquely you.

Angelou described herself in I Know Why the Caged Bird Sings as “a too-big Negro girl, with nappy black hair, broad feet and a space between her teeth that would hold a number-two pencil.” She knew such a girl would’ve perished trying to conform to mainstream conventions. “If you’re always trying to be normal, you will never know how amazing you can be.” Instead of fretting over not being a swan, Angelou reinvented herself as a rare bird. As many biographers have noted, she won’t be remembered for her poems or plays, but for her memoirs and for being Maya Angelou. The key to discerning one’s authenticity is quite simple: “Listen to yourself and in that quietude you might hear the voice of God.”

2. When it comes to failure, be courageous.

Angelou was a marvelous failure. Her most noteworthy stage performance, playing the seamstress in the two-woman play Mary Todd Lincoln, earned her a Tony nomination but closed on opening night. The rolling stone never stuck to one thing for long. She moved from coast to coast, continent to continent, sometimes making poor childcare decisions, one of which resulted in her son’s brief abduction. She didn’t have a stable home or steady job until she was in her 50s, an age at which many are preparing for retirement. She divorced several times but would would never confirm the exact number, “for fear of sounding frivolous.” Aware of all her failings, Angelou was brave enough to look at herself. “We have to confront ourselves. Do we like what we see in the mirror? And, according to our light, according to our understanding, according to our courage, we will have to say yea or nay — and rise!”

3. Know who your friends are.

One would be hard-pressed to identify a significant black figure Angelou didn’t know. She danced with Amiri Baraka. Billie Holiday visited her home and explained the meaning of Strange Fruit to her young son. While a calypso dancer she worked with Alvin Ailey. James Baldwin gave her the introductions that would lead to the publication of her first memoir. These were people she deeply cared for, but in anEssence interview, she had this to say of friendship.

There’s a marked difference between acquaintances and friends. Most people really don’t become friends. They become deep and serious acquaintances. But in a friendship you get to know the spirit of another person, and your values coincide. Friends may disagree, but not about serious matters. A friend will stand for you when you are no longer able… Years ago one of the slick White women’s magazines asked if they could photograph me with my closest friends for an issue they were doing on friends. The editor wanted me to bring Oprah. I have 30 years on Oprah. She calls me her friend, her mother, all that. I am very close to her in a motherly way. So I told [the magazine], ‘I have three dear friends — Dolly McPherson, Jessica ‘Decca’ Mitford and M.J. Hewitt — they are sisters to me.’

4. Believe you can do anything.

For Angelou, inexperience was never a reason not to take on an interesting job. Angelou’s only criterion was seemingly that a new occupation share little to no similarities with her previous one. At sixteen, she became San Francisco’s first African-American streetcar conductor and later passed herself off as an experienced Creole chef. She held jobs dancing in a nightclub, stripping paint from old cars, and singing Calypso. She knew nothing about being a journalist when she accepted a position as an editor for The Arab Observer,” an English-language magazine. She said of the experience,

I stayed at the Arab Observer for over a year and gradually my ignorance receded. I learned from Abdul Hassan how to write an opinionated article with such subtlety that the reader would think the opinion his own…I received a raise from Dr. Nagati, the respect of my fellow workers and a few compliments from strangers…

She made her television debut as Kunte Kinte’s grandmother in the acclaimed television adaptation of Alex Haley’s Roots. And in the one-time high school dropout who never attended college became the Reynolds professor of American studies at Wake Forest University in North Carolina.

5. Forgive others and yourself.

In addition to enduring the injustices that came along with being poor, black and female in the South, Angelou was also raped as a child and beaten as a young woman. In a May 9th interview at her home she told Armstrong Williams, “I’ve learned that forgiving is one of the greatest gifts that I can give myself…And as soon as I do I feel lighter, brighter and better.”

In Gather Together in My Name, Angelou shares one of her lowest periods when she served as a pimp for two lesbian prostitutes and sometimes worked as a prostitute herself. In one interview, she said of the experience.

If you happen to fall into that sort of experience, what you have to do is forgive yourself. If you’re in the very gutter, see where you are and admit it. As soon as you admit it, you can be like the prodigal son, the prodigal daughter. Get up and go home — wherever home is. Get up and go to a safe place, someplace where your spirit is not kicked and brutalized and your body not misused and abused. Get up. But you can’t get up unless you see where you are and admit it.

6. Persevere.

In A Song Flung Up to Heaven, Angelou tells of her midlife crisis which was accompanied by great sorrow. Returning to the States after the end of a romance in Africa, Angelou became a Civil Rights activist only to be witness to the Movement’s greatest tragedies. She was working with Malcolm X to establish his foundation when he was assassinated New York City. Three years later she was working as the northern coordinator for Dr. Martin Luther King Jr. when he was gunned down in Memphis on Angelou’s 40th birthday. For a time, Angelou withdrew from society unable to deal with the tragedy, but eventually she harnessed her grief and regrets to write her seminal work, I Know Why The Caged Bird Sings. From then on, she would rise at dawn and set out for the motel room where she would write. Her only companions were a Bible, a dictionary, a thesaurus, a stack of legal pads, and a bottle of sherry. Having written her way out of the worst time in her life, she credited it with her survival. “All my work is meant to say, ‘You may encounter many defeats, but you must not be defeated…Nothing will work unless you do.”

7. Change.

Angelou was a master of reinvention. She didn’t settle on a name until after her first marriage, claiming her childhood nickname and a twist on her first husband’s last name. For Angelou, change was essential. Perhaps more so when one decides nothing can be done at all. “If you don’t like something, change it. If you can’t change it, change your attitude.”

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