

QUESTION EVERYTHING
PRETTYSMART
Question Everything is an invitation to dig deeper, think smarter, and rewrite the rules. In thought-provoking conversations with some of today’s most dynamic voices– from entrepreneurs and authors to politicians and celebrities – journalist Danielle Robay challenges the way we think (and what we thought we knew). Each week, she and her guests hold a mirror up to our culture, asking what works for us and what we can work to change. No topic is off limits – come curious and join Danielle every Thursday as she tackles big ideas with six little words: Can I ask you a question?
Episodes
Mentioned books

Oct 28, 2021 • 49min
How to Know When it’s Time to Make a Career Leap + How the Universe Can Only Help You If You Help Yourself with Elise Loehnen
Elise Loehnen is the host of the podcast “Pulling a Thread” and helped turn “Goop” - Gwyneth Paltrow’s wellness newsletter into a multi-million dollar company. Previously, she was at Condé Nast Traveler and the Deputy Editor of Lucky Magazine. She’s ghost written 12 books (5 NYT bestsellers) including ones for Ellen Degeneres and Lauren Conrad . Elise is an intellectual giant- obsessed with words, culture, systems, how we fit into them + can transcend them. Today she shares a bit of her inspiring journey and what she’s learned along the way. We discuss: How to know when to leave a job. What you MUST ask yourself before accepting a new job. Why you need to be “in play” in order for the universe to work in your favor. How Goop changed the game for the wellness industry and the major impact it’s had on women. Her toughest moment working at Goop, and what it taught her about herself. The struggle to have it all as a working mom (and the cultural shift that needs to happen) What ghostwriting 12 books (for celebrities like Ellen DeGeneres, Lea Michele and Lauren Conrad) finally inspired her to write a book of her own. Produced by Dear Media.

Oct 21, 2021 • 48min
Learn How To Get What You Want: The Art of Negotiating with FBI Hostage Negotiator Chris Voss
As an FBI hostage negotiator, Chris Voss persuaded terrorists, bank robbers, and kidnappers to see things his way. Today he’s talking us through his strategies to help us in everyday negotiations, whether you’re seeking to improve your salary, the service you receive, or your relationships. Get stronger communication skills, game-changing insights into human nature, and more of what you want out of life. This episode is co-hosted by founder of Beyond the Interview, Nicole Behnam. How to negotiate for a raise 4 negotiation tactics you can use at work + in your relationships Why the most aggressive person in the room ISN’T always the most successful. How to harness your voice in negotiation Why empathy is key when it comes to negotiation The surprising importance of getting someone to say ’no’ before they say ‘yes’. Produced by Dear Media.

Oct 14, 2021 • 51min
Orgasms, Fetishes, Boring Sex and More - Shan Boodram Answers Sex Questions Women Are Embarassed To Ask
Shan Boodram is a certified sex educator dating coach and relationship expert with over 70 million views on YouTube and 500,000 followers on Instagram. She’s passionate about helping others in their relationships and sex lives but she is also honest, fun and sincere in her approach. Today she’s answering some of the sex questions women are too embarssed to ask! We talk about: What it might really mean if your sex life is boring. How to embrace your partner's unconventional fetishes even if they make you uncomfortable at first. Why women need to stop waiting to ask men out (and what you can do about it!) How to handle unpleasant smells down there. How getting in the mood is so different for everybody. How to synchronize your orgasms with your partner, the Orgasm gap and so many more orgasm questions. Produced by Dear Media.

Oct 7, 2021 • 42min
Bobbi Brown: The Key to Confidence + Why it’s a GOOD Thing To Be a Bit Naive With The Business & Beauty Icon
She’s a business and beauty icon: Bobbi Brown is a makeup artist, author, entrepreneur and founder of Jones Road + the billion dollar global brand Bobbi Brown Cosmetics. She started her first line of makeup in 1991 at a time when bright and heavy-handed makeup was in. And while the makeup artists around her thought her natural colors would never sell, Bobbi completely disrupted the makeup industry. Four years later she sold her company for about $100 million dollars to Estee Lauder. About to celebrate it’s one year anniversary, Bobbi’s new clean makeup line Jones Road has blown up online and across stories. Today she shares her journey and some of the lessons she’s learned along the way, including: How she first got into makeup by creating her own major in college. How an unconventional approach helped get her in the makeup door in NYC. How she created her brand Bobbi Brown Cosmetics with10 lipsticks and sold them out of her house. How she got into Bergdorf Goodman’s, got a book deal and became a regular on the today show all because of how she likes to talk to strangers. What she believes is the true key to confidence Why she was inspired to become a certified holistic health coach How she decided to sell her company 4 years after she started it and the only regret she has from that decision. The most valuable business opportunity that didn’t pay her a dime Her beauty philosophy Produced by Dear Media.

Sep 30, 2021 • 35min
Maria Shriver: What You Need To Know About Brain Health + Advice on Ambition, Love + Getting Back Up
Maria Shriver is a journalist and former First Lady of California, and now the founder of Mosh a mission-driven brain health brand. After watching her father suffer from Alzheimer’s disease she dedicated herself to Alzheimer’s advocacy, founding the organization Women's Alzheimer’s Movement, funding research, and bringing awareness to brain health. Today she shares: Why Alzheimer’s disease is bankrupting our country (and why young people should care). Alzheimer’s disproportionately effects women (2/3) New findings in Alzheimer’s and brain research. Why we need to care about our brain health even in our twenties and thirties. Why she and her son Patrick Schwarzenegger decided to team up to create MOSH - a protein bar made for your brain. How she and Oprah Winfrey became fast friends when they both started working at the same TV station in their twenties. Why she doesn’t fear failure and why you shouldn’t either. Why Walter Cronkite told her “all the best people get fired”. What to look for in a life partner. Why it’s so important to write your own story. Produced by Dear Media.

Sep 16, 2021 • 39min
It’s OK to Not Be OK: How to Support Yourself + Others Through Grief with Psychotherapist Megan Devine
Psychotherapist and grief advocate Megan Devine is here to help us all understand and navigate grief better. Will I ever feel normal again? What do I say to someone who is grieving? How can I best support my loved ones in grief? Is there something I should avoid saying? Is what I’m experiencing normal? There are so many questions when it comes to grief, whether you’re experiencing it yourself or trying to show up for a loved one who is in it. Megan and I discuss: Megan’s personal story of grief with sudden loss of her husband and how it changed her view of grief and her work. How best to show up for someone who is grieving. The number one thing we need to remember when trying to support someone in grief. What grief hijacking is and why you should avoid it at all costs. Why we need to change the narrative surrounding grief and the expectations we place on those who are experiencing it. Things that happen while in grief that are totally normal even if you might feel like you’re going crazy. How grief changes you and if you will ever feel “normal” again. Produced by Dear Media.

Sep 9, 2021 • 56min
Be The Rich Man Your Parents Told You To Marry with Celebrity Nutritionist and Entrepreneur Kelly LeVeque
Kelly LeVeque is a holistic nutritionist, celebrity health coach (Jessica Alba, Jennifer Garner, Molly Sims, Chelsea Handler to name a few), and the best-selling author of Body Love and Body Love Every Day. Through a deep desire to help her clients optimize their health, she quit her corporate job in cancer genetics and created Be Well By Kelly from the ground up. Now a hugely successful company with her own line of protein powder, online courses, a podcast, and bestselling books, her success didn’t happen overnight. Kelly and her husband sacrificed, lost, persevered, and invested in themselves, rebuilt time and again. Today, we talk about: What it means to Kelly to be the breadwinner of her family. The one person that changed the future of and leveled up her business. The moment she realized how to make more money and her advice to women who are making the same mistake she did. What Jessica Alba is really like and how the support from her celebrity clients changed the game for her career. How she took her job from side hustle to full-time Her biggest financial failure, the importance of an “Oh Sh*t” fund and how she rebuilt after an investment gone wrong. How she is learning to hold boundaries in order to show up best as a mom, in her marriage and at work Investing in herself instead of in furniture. Almost not going back to school to become a nutritionist and why it’s never too late to go after what you want. Why she finds Instagram to be alienating, especially in the wellness space. Produced by Dear Media.

Sep 2, 2021 • 48min
End Your Struggle: Set Boundaries + Find Peace with Licensed Therapist Nedra Tawwab
Boundaries are the single most important determinant in the health of ALL of our relationships. And yet so many of us struggle with them. We find ourselves frustrated, resentful, and/or unable to express our needs. Nedra Glover Tawaab is here to end the struggle. She is an author, licensed therapist and relationship expert. Nedra’s book ‘Set Boundaries, Find Peace: A Guide to Reclaiming Yourself’ is a New York Times best-seller. You might also know her from Instagram where she has 1.1 Million Instagram followers and gives out bite-sized pieces of advice, life lessons, and affirmations. Nedra shares: How to successfully express our needs, say "no," and be assertive without offending others. Signs to look for that you aren’t holding boundaries. Simple-yet-powerful ways to establish healthy boundaries with family, friends and coworkers. Why people may push back when you set a boundary and how you can respond. The power of learning how to say no to things you just don’t want to do. Why it’s actually mean to say yes when what you really want to say is no. How to avoid burnout at work by setting boundaries with your co-workers. The importance of listening to + trusting ourselves in order to set better boundaries with the people in our lives. How to set boundaries on social media so you won’t be so miserable every time you scroll. How to set boundaries with family members. 3 questions you can ask yourself when setting boundaries. Produced by Dear Media.

Aug 26, 2021 • 49min
How To Increase Your Self Worth and Net Worth By Simply Being Yourself With Personal Branding Expert Jessica Zweig
At 33 years old, Jessica Zweig had to ask her parents for $200 to pay her phone bill. Only a few months earlier she was living her “Sex in the City” life in Chicago, running a high-profile women’s lifestyle magazine. While her business looked successful from the outside; inside it was a financial mess. After an emotional breakdown, Jessica walked away from the brand - and the public persona- she built and learned the key to success is when your outside life aligns with who you are on the inside. Now, as a personal branding expert (financially and emotionally successful) she helps others identify their personal brand through her agency, SimplyBe and is the author of “Be: A No-Bullsh*t Guide to Increasing Your Self Worth and Net Worth By Simply Being Yourself” Today she's giving a personal branding masterclass, sharing how we can discover our authentic selves and successfully communicate our message to the world. She shares: What true authenticity is and how we can identify it in ourselves The four key components to finding and growing your brand Why she chose to invest in herself when she was broke The generosity economy and why not sharing our “best stuff” actually hurts us The difference between oversharing and being vulnerable on social media The biggest lesson she learned from Tony Hunter, former CEO of the Chicago Tribune How your ego can get in the way of finding true success, personally and professionally (and how it did for her) Produced by Dear Media.

Aug 19, 2021 • 46min
How To Build Community + A Cult Following with Julissa Prado, Founder of Rizos Curls
Founder and CEO of Rizos Curls, Julissa Prado built a curly hair empire with grit, sacrifice, passion and hustle. She shares how she built the multi-million dollar business with products now in Target and Ulta from her own kitchen. What started as a personal mission to reclaim her natural hair, turned into a beauty brand with a cult following of nearly 300k followers on instagram and community events that sell out in each city she visits. She says “learning to love my hair was the first step to learning to love myself. And I just feel so honored to play some kind of small role in that journey for other women.” Julissa shares how she engages and builds that community and how listening to consumers is what’s helped her brand become so wildly successful. She is full of life, positivity and of course, amazing hair tips! Produced by Dear Media.