Two-time entrepreneur Jessica Rolph is embracing what she calls “micro failures” at work. You know, when you say the wrong thing to a team member, make a mistake on a project, or you don’t communicate about something. These moments can feel small, but they can take a big toll on us. But Jessica believes it doesn’t have to be that way. As the co-founder of baby food biz Happy Family, which sold to Danone in 2013, and as the current co-founder of the child development company Lovevery, Jessica’s learned to push through the shame and lean into those moments to become a better leader. 

In this episode, Jessica shares: 

Why she scaled back on her friendships when she was working at Happy Family 

How she thinks about “micro failures” 

Why she was sad when they sold Happy Family 

A moment where she felt lost at work

When she decided to launch Lovevery

Lovevery Co-Founder Jessica Rolph on Managing 'Micro Failures' at Work

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Kentucky-born model Molly Sims never met a biscuit she didn’t like. Her southern charm brought her to college at Vanderbilt University, where she made the boldest move of her career: quitting her pre-law studies to become a full time model. Molly was in her early 20s, alone, and homesick halfway across the world. But with placements on the cover of Sports Illustrated, French Vogue and more, it’s safe to say she made a name for herself.  

In this episode of 9 to 5ish, Molly shares: 


Why southern sorority culture wasn’t for her 

How her mother encouraged her to think beyond the US for her career + life experience

Why she’d never want her daughter to become a model 

The secret to building resilience and the “thick skin” that helped her survive the modeling industry

How confronting her mental health challenges helped her be OK with work curveballs


Check out Molly's beauty brand, YSE Beauty.

YSE Beauty Founder Molly Sims on Leaving a Job with Dignity

Alli Webb was a stay-at-home mom for five years when she realized she needed to get out of the house more. So she started a mobile hair business. She’d go house-to-house and offer $40 blowouts to moms in LA, something that pretty much no one was doing at the time. She soon opened her first brick and mortar and called it Drybar. 100+ locations later, Alli sold the company for more than $200 million. All without a college degree or formal business training. 
In this episode of 9 to 5ish, Alli shares: 


The sunshine and beach-haired days of her childhood growing up in Boca Raton 

How having parents who operated a small biz gave her life lessons in entrepreneurship

Why it felt intoxicating building and scaling Drybar, plus the mental cost that came with it

How her divorce, son’s visit to rehab, and burnout led to her book, “The Messy Truth” 

Why she felt intimidated when fundraising + curating the Drybar board – and how she got through it

Drybar Founder Alli Webb on Scaling a $200+ Million Dollar Business without a College Degree

Before September 2018, the public didn’t know Dr. Christine Blasey Ford. She was a busy mom and professor at Palo Alto University and Stanford. Then, she leveled a sexual assault accusation against Judge Brett Kavanaugh, a SCOTUS nominee. She testified in front of the Senate Judiciary Committee and 5 million people tuned in. From then on, any concept of a private life went out the window. Christine needed security to go…well, anywhere. Strangers sent her and her family death threats. Five years later, Christine shares how she navigates her new normal, plus the story behind the headlines and soundbites. 
In this episode, Christine shares: 

The behind-the-scenes leading up to her testimony against Judge Kavanaugh

What she makes of her unique connection to Anita Hill

Suggestions on what to say to sexual assault survivors instead of “I believe you”

What parts of working on her memoir, “One Way Back”, were therapeutic – and which were re-traumatizing 


Content warning: this topic deals with sexual assault. Please take care when listening.

Christine Blasey Ford on Detaching Yourself from the Outcome

Zibby Owens witnessed first-hand the payoff of great entrepreneurship as she watched her father build his company, Blackstone, from the ground up. She freelanced as a writer earlier in her career. She focused on raising her kids for 10+ years. Then her marriage ended. So she spent her weekends without the kids rekindling her love of literature – and developing a media empire focusing on all things books. 

In this episode, Zibby shares: 

The story behind her iconic color-coordinated bookshelf

What she learned watching her father build his private equity business, Blackstone

Her recent Vogue article she published – and why she almost wishes she hadn’t

How her podcast became the vehicle to sell her first book

Why building your personal brand is key in almost any industry today

Zibby Owens on Starting a Career Later in Life

Ancestry CEO Deb Liu grew up in one of the only Asian families in South Carolina. To avoid being teased, she mostly kept to herself. It wasn’t until Deb got to Stanford Business School when she realized: she had to learn to speak up. That realization spurred her long career in Silicon Valley. But Deb says, without some openness and vulnerability from herself and others, it never would’ve happened. 

In this episode, Deb shares:

Why she should’ve been fired from her first product management role

How being open and vulnerable with her boss actually helped her career 

Key moments from her tech-heavy product career at eBay + Facebook  

Why being a “strategic introvert” allowed her to contribute more effectively at work

Her most used tip from her new book, Take Your Power Back

Lovevery Co-Founder Jessica Rolph on Managing 'Micro Failures' at Work

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