Best Books (aka What's on My Nightstand): The 30-Day Money Cleanse


I'm normally not into books that are high on interactive exercises and short on prose, but Ashley Feinsten Gerstley hooked me with her dedication page: For anyone who has ever been stressed about money (yeah, that would be me). The cover of her debut book, The 30-Day Money Cleanse, promises to help you "take control of your finances, manage your spending, and de-stress your money for good." I didn't achieve this result after my first read but I plan to, which is why I'm recommending it.

The book has seventeen chapters that are divided into six sections including, "Getting Started," weeks one through four, and finally "Welcome To Your New Money Lifestyle." Since I was trying to review the book quickly I simply read it cover to cover. If Ashley is reading this post she is screaming at this point because she did NOT write her book to be consumed this way. She designed The 30-Day Money Cleanse as an online course three years ago and she's now brilliantly converted the course into a workbook that takes you on the same psychological journey she's taken thousands of her clients. She's your financial accountability partner whose toughness and empathy come through in the pages.

As a reader you have to trust her and reflect on each exercise as you go along. I didn't do this the first time around, but after reviewing the book I'm so convinced the program will work that I'm officially launching my money cleanse next week. I encourage all of you who made, "get my financial house in order" one of your new years resolutions to join me. I'll loop back to let you know how it goes.

A Peek Inside My Village: Kim Keating


I first learned about Kim Keating as a launch team member to Lean In. Kim is a Lean In board member and, as everyone told me, an incredible ally and business leader. She earned her MBA from Harvard and, before pivoting to human resources, was the Chief Financial Officer at Teach for America. But it wasn't until I attended one of her workshops a few years later that I came to appreciate her formidable role as a salary negotiation slayer.

Kim is the CEO and Founder of Keating Strategies, which helps companies to develop effective talent strategies and also advises professionals on how to negotiate equitable pay. Most recently, Kim's become the new Chief Human Resources Officer at Y of Central Maryland. When I asked Kim what she's dropped the ball on in order to support so many women with getting more money she mentioned a task I used to be obsessed with but have long since abandoned: spring cleaning. "I start out the season with the best of intentions to check all the boxes on Martha Stewart’s cleaning list. But inevitably, 6 to 7 weeks later, I’ve done maybe 10% and by then it’s almost summer and who wants to be inside cleaning." Exactly! Now see, you don't have to be Marie Kondo to make an impact in the world.

Tiffany's Epiphanies: The More Things You Accumulate, The Less You'll Feel You Have

Many of us are constantly trying to tame the clutter in our lives, whether it's stuff or forces that are halting our professional development. One major factor: the constant need for wanting more. In order to break this cycle, institute the practice to stock of what you already have. Watch and find out how I learned this the hard way.

Tiffany's Epiphanies: Simplify Your Resolutions

As the new year begins, we all tend to set lofty goals that by the end of the year, just don't happen. Let's try something new this year: Simplify your resolutions. You can do this in two ways. 1) Select only two goals to achieve this year. Or, 2) Decide what you're not going to do. By the time December arrives, I guarantee you will feel a sense of accomplishment. Watch and learn how to set goals you can actually meet.

Tiffany's Epiphanies: Adapt Without Losing Yourself

Years ago, I was very upset when I got passed over for a promotion. I was surprised, so I asked one of the hiring members for feedback. The answer? I wore too much gold jewelry. Shocking, I know. But there was a lesson in there, if this person had just delivered it correctly. The reality of the professional world is that we all come from different backgrounds and those backgrounds should be celebrated, but you also don't want to impede progress because someone is distracted by your earrings. Here's how to adapt in the workforce without losing yourself.

Tiffany's Epiphanies: You Can't Find (or Hire) What You Don't Know You're Looking For

Hiring the perfect person for a job is not easy. In fact, nearly 50% of hiring decisions are bad ones. When I was interviewing candidates for a job for The Cru, one of the applicants stumped me with this question: "There's always one core question you're asking yourself at the heart of your decision making. What's yours for this position?" I had to admit to Alicia (the question asker) that I didn't know what it was, which led me to this epiphany: You can't find (or hire) what you don't know you're looking for. Learn how to make a good hire that lasts.

A Peek Inside My Village: Minda Harts

I declared myself Minda Harts’ mentor the same day I met her. She didn’t ask for this. I just wanted to secure my seat on her skyrocketing journey, and oh what a ride it’s been. Minda has blazed her own path from being the first in her family to attend college to founder & CEO of The Memo, a platform devoted to helping women of color take control of their careers by providing access to boot camps, thriving community events, and inspiring leader. On top of this she has her #SecureTheSeat podcast and a book coming out in the fall of 2019, also called The Memo, that shares much-needed career advice for women of color.

When I asked her what she’s had to drop the ball on in order to be an entrepreneurial superstar, she admits she wishes she spent more quality time with her girlfriends: “I am so busy building my business that I drop the ball on having girl talk and just hanging out with my Cru!” While she might not have a ton of free time, Minda is helping thousands of women on their professional journeys and encouraging them to grab their rightful seat at the table. Technically, she’s building the biggest Cru of all.

Best Books (aka What's on My Nightstand): Becoming by Michelle Obama

I hit pause on social media, social events, and non-essential meetings for three days in order to carve out the time to devour Michelle Obama’s Becoming. It was a long anticipated read so I tried to tamp down my expectations for fear of disappointment. Little did I know that expectation management would be a theme of the book. From the opening line, “I spent much of my childhood listening to the sound of striving,” we’re made privy to the expectation that would most define her life: excellence. Courageously, Michelle Obama lets us in on the emotional and psychological journey of negotiating between what others want from her, whether it’s great-aunt Robbie wanting perfection at the piano or the media wanting perfection on the campaign trail, and what she wants for herself. 

In a tiny apartment on the Southside of Chicago in the 1960s, where her and her older brother Craig were raised by a city laborer and a homemaker, striving means proving. An early reader, she insists that her Kindergarten teacher allow her to retake a reading test that she failed the previous day by misspelling the word “white.” She passes and loves her gold star. But what she relishes even more is obliterating any doubt that she deserves it. By the time the former First Lady is moving out of 300 Pennsylvania Avenue in 2016 striving means evolving. A reluctant political wife, she learns to appreciate the privilege of advancing initiatives like Let’s Move and Let Girls Learn and the magnitude of serving as the anchor for the most powerful man in the world. 

Due to the beautifully intricate writing this book feels intimate. It’s as if Michelle Obama is curled up barefoot on your sofa cradling a cup of tea, telling you her entire story. This is not surprising given her authentic and accessible brand, but it’s still an impressive feat for one of the most popular and recognizable women of this era. The author doesn’t shy away from the struggles of being a woman, either. She writes about the resentment of being the primary breadwinner and caregiver while her husband prioritized his civil service (and workouts). She’s honest about her failing attempts at trying to meet the unrealistic expectations of being the perfect wife, mother, and professional. In the most stinging “indictment,” she realizes she’s got to cut back on fast food after the pediatrician warns her daughter is overweight. In keeping it real, Michelle Obama poignantly illustrates the dilemma of modern womanhood: it’s impossible to fully cater to the ambitions society fuels in you and to simultaneously execute the familial responsibilities society saddles you with. But she is also clear that feminism doesn’t exist within a vacuum. Michelle Obama’s female identity is inextricably linked to her identity as a descendant of enslaved people and the pressure that comes with being the embodiment of hope. Becoming is the memoir of one striving woman, the story of black America, and an invitation for us all to discover that no matter where we are in our path, we are always enough.

Tiffany's Epiphanies: Perfection Is the Enemy of Completion

Have you ever found yourself in a tug of war between the quality of your work and the efficiency of your work? Creating excellent work takes time, but your boss and coworkers will also expect you to get projects done quickly. Here's a solution to steal from the product development world: an MVP, or minimal viable product. Watch and learn how this can help you keep your boss in the loop and afford you the time you need to produce great work.

The House Where #BlackGirlMagic Lives

From left: Jessica, Danielle, Camille, and Rhonesha

From left: Jessica, Danielle, Camille, and Rhonesha

People are often surprised to learn that I'm an introvert. Though I spend a lot of time with other people, I'm most energized when I'm alone. As I've gotten older I've found myself embracing this part of my identity and one of the results is that I no longer feel pressure to accept event invites where I know I'll be forced to make small talk all night with people I don't know. This week I received an invite that inspired me to take the risk. And I'll be forever grateful that I did.

The invite was for a Salon Series at Hurston House, the name being a nod to the prolific writer Zora Neale Hurston. It's a forthcoming social club and dedicated co-working space where "we center the brilliance of Black women." Hurston House is founded by community maven Rhonesha Byng and interior designer Danielle Arps. Their inaugural event featured a conversation between two of the handful of black women who have raised millions in VC-backed dollars for their ventures. Jessica Matthews, founder and CEO of Uncharted Power, raised $12M —the largest Series A round ever raised by a Black woman founder. Camille Hearst, co-founder and CEO of Kit, raised $2.5M for her company which was acquired this year by Patreon. As an entrepreneur in the early stages of raising money for my own startup, The Cru, I thought these two women could provide me some incredible insight—they did not disappoint.

My two biggest takeaways were how to prioritize my time as a CEO and how to show up. I should primarily be spending my time communicating my vision to stakeholders, making sure the company doesn't run out of money, and hiring the best talent. And that life is too short to be anything other than who you are, so I should show up as me. I also learned that vulnerability can sometimes be the best policy. I shared my nervousness about showing up to the event not knowing anyone with more than one attendee during the cocktail reception. Each time the person responded, "Me too!" and we practically gave each other a hug.

Hurston House promised to be "a space where women are free to unapologetically be themselves." I'm thankful that I showed up and that they delivered.