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After interviewing 13 incredible working mothers, host Mikenzie Ginsberg reflects on the biggest lessons from Season 1. She shares four key takeaways from season 1: why perfect planning doesn't work, how meaningful work can anchor you through motherhood's identity shifts, building support systems that fit your family, and choosing authenticity over societal expectations.
Mikenzie weaves together powerful insights from all 13 Season 1 guests: Cecilie (startup founder), Emily (tech leader), Leila (VC founder), Silke (VP at Dow Jones), Jaclyn (therapist), Charlotte (marketing consultant), Candice (lawyer), Livia (political risk consultant), Shaina (filmmaker), Karina (business owner), Genia (social entreprenuer), Camilla (Deliveroo executive), and Shachar (communications).
Connect with Us:
Season 2 launches this fall with more honest conversations plus expert deep-dives on women's health and motherhood topics. Stay tuned!
Join Leaning My Way Substack: https://substack.com/@leaningmyway
Attend Jaclyn Udell’s Matrescence digital workshop: https://lu.ma/zwhtzj8k
Show Notes:
Livia Paggi is a political risk consultant, business partner, and mother of three who has always lived life by her own rules. In this episode, she shares her remarkable career journey from helping global investors navigate geopolitical crises to turning around a bankrupt company with colleagues after her second daughter was born. When professional triumph collided with devastating personal loss—losing her third baby just one day before the due date—Livia's perspective on success and meaning was changed forever. She candidly discusses what her therapist called "post-traumatic growth," how loss gave her a laser focus on what truly matters, and why she believes the corporate world's messaging to working mothers can be harmful. We explore the financial realities of making it work with 2 career-focused parents, the crucial role of community and ritual that modern mothers lack, and how motherhood and loss gave her the confidence to go after what she wants. Livia's honesty and refusal to accept the status quo will challenge how you think about integrating career, family, and purpose.
Timestamps:
04:35 – Growing up as an only child but always wanting a big family of 3-4 kids
05:40 – Early career path from development work to political risk consulting for stability and roots
11:10 – First daughter coinciding with promotion: motherhood as confidence booster, not obstacle
18:00 – Second daughter and taking over a bankrupt company as business partners
21:03 – Thriving in chaos and working during maternity leave on "things that move the needle"
23:37 – Financial honesty: spending entire salary on childcare and needing a supportive partner
27:23 – Losing third baby one day before due date and the complete life reset
33:02 – Post-traumatic growth and finding laser focus on what truly matters
40:18 – Transition to public sector work driven by desire to give back to community
44:35 – Quick fire round: resilience lessons, community-based childcare, and advice to pre-kids self
Shachar Peled shares her journey from reporter to working mother, and how she's learned to find meaning when life doesn't go according to plan. A former journalist for CNN and other international outlets, Shachar opens up about her three-year fertility struggle, transitioning from the unpredictable world of reporting to Google, and facing two unexpected layoffs in recent years.
She's refreshingly honest about the challenges of motherhood, job searching as an ambitious woman, and how she's learned to embrace uncertainty while rebuilding her career and completing a master's degree at Oxford.
Show Time Stamps:
4:20 – Balancing demands of journalism with prospect of becoming a mother
8:45 – Three years of fertility struggles while building a journalism career
15:20 – Managing pregnancy and motherhood as a reporter
22:10 – Why she transitioned from journalism to Google
27:45 – Getting pregnant one week after starting her new job
35:50 – Two rounds of layoffs and the impact on her identity
45:15 – The reality of being a "soccer mom" when you're not a soccer mom
52:20 – Finding hope through education and new projects
Camilla Kater has been promoted seven times at Deliveroo—including twice while on maternity leave. In this episode, she shares her 10-year journey from Head of UK Operations at the “start-up” to public company executive while navigating IVF and raising three kids. Camilla opens up about keeping her fertility treatment secret while working at a high-growth startup, the practical challenges of daily medical appointments, and why she actually worked harder during IVF. We discuss her maternity leave transitions, the surprise of getting pregnant naturally with her second child just before returning to work, and the systems she's built to balance executive leadership with motherhood. From managing the identity switch between decisive leader and nurturing mother to creating forcing mechanisms like a 6 PM nursery pickup, Camilla's story proves you don't have to choose between ambition and family—but you do need clear boundaries and some grace along the way.
Timestamps
03:17 – Why Camilla joined Deliveroo as a "year in industry" after her MBA at McKinsey
07:12 – What kept her at Deliveroo for 10 years: operational challenges and amazing colleagues
12:49 – Deciding to start a family during Deliveroo's hypergrowth phase
14:32 – Going through IVF while keeping it secret from everyone at work
18:23 – Why she worked harder during fertility treatment instead of leaning out
29:19 – Loving her first maternity leave and the quick transition back to work
32:14 – Getting promoted twice on maternity leave and taking on new roles
37:51 – The awkward conversation about her second pregnancy right before returning to work
43:14 – How she and her entrepreneur husband divide responsibilities at home
46:43 – Creating forcing mechanisms like the 6 PM nursery pickup to set boundaries
49:15 – Preparing to return after Deliveroo's likely acquisition by DoorDash
52:29 – Quick fire round: lessons from kids, workplace policies, and favorite apps
Genia Mineeva has crafted an unconventional career path guided purely by passion and purpose. From growing up in post-Soviet Russia to building a decades-long career at the BBC, then running communications for a major NGO, and finally creating Been — a social enterprise turning waste materials into luxury products — Genia's story is one of following your gut even when the path isn't obvious.
In this episode, we explore how Genia navigated three major career transitions while raising two daughters in London without family support. She opens up about the realities of building a business while juggling demanding jobs, how she and her husband created space for each other's entrepreneurial journeys, and the creative solutions they found to make it all work financially.
We also dive into the evolution from parenting toddlers to teenagers, including the modern challenges of managing tech-savvy 13-year-olds who can outsmart parental controls. What's refreshing about Genia's perspective is how she balances hopeful idealism with honest reflections on the trade-offs she's made and how they've shifted over time.
Key Topics:
For years, Karina Valencia was certain kids would derail her ambitious career. Growing up in a traditional Mexican household, she rebelled by dedicating herself to climbing the corporate ladder, working in the office of the CEO for companies like Citigroup and Palantir. But after her first marriage ended, she met her now-husband in her late 30s, and everything changed. After a challenging fertility journey that forced her to choose between her high-stress COO role and having a baby, Karina made the difficult decision to resign—and got pregnant one week later. When returning to work brought challenging discrimination, she decided to build her own company instead, creating Lonvia, a longevity consultancy staffed almost entirely by mothers.
Timestamps
03:10 – Why Karina's traditional Mexican upbringing made her reject motherhood
09:50 – Building a global career at Citigroup and living in nine countries
15:00 – Going through divorce while climbing the corporate ladder at Palantir 19:45 – Meeting her husband and slowly changing her mind about having kids
24:45 – Multiple miscarriages and realizing work stress was affecting her fertility
31:10 – Quitting her COO role and getting pregnant one week later
36:15 – The identity shift from workaholic to new mother
42:55 – Facing discrimination and salary cuts when job hunting as a mother
47:50 – Starting Longvia, a company run almost entirely by mothers
Award-winning filmmaker Shaina Feinberg joins Mikenzie to discuss her New York Times Op-Ed film "I Almost Quit My Career for My Kids. Then I Met Joan Darling" and how becoming a mother actually amplified rather than diminished her creative ambitions.
In this conversation, Shaina opens up about the moment she almost gave up filmmaking due to the overwhelming pressure of trying to make it as a filmmaker while being a mother to two kids, and how meeting legendary director Joan Darling restored her sense of purpose. She shares practical insights about making it as artist parents in New York City, navigating motherhood in a male-dominated industry, and why focusing on "the quality of your experience" transformed both her parenting and her career.
Shaina's films have premiered at Tribeca Film Festival and played at festivals worldwide including Hot Docs and Rotterdam. She's a former New York Times columnist, has been featured on This American Life, and is the author of four books. She's also the mother of two kids—a 10-year-old and 3-year-old—living in Brooklyn with her husband.
You can watch Shaina's short film "I Almost Quit My Career for My Kids. Then I Met Joan Darling" here - https://www.nytimes.com/2025/05/06/opinion/motherhood-career-joan-darling.html
Timestamps
02:45 – Background on the film inspiration Shaina's husband's 10-week Lincoln Center gig left her as primary caregiver, leading to burnout and the decision to visit Joan Darling.
07:15 – Three storylines in the film Her mother who gave up her acting career, Joan who pursued career without kids, and Shaina trying to balance both.
11:20 – Early motherhood and career decisions Getting married, pregnant, and making her first feature film all at once, and how that opened career doors.
16:30 – How motherhood changed her ambition Kids gave her structure, schedule, and permission to openly want career success instead of just making art casually.
21:00 – Decision to have a second child The six-year gap, her father's death, miscarriage, and pandemic decision-making that led to baby number two.
26:00 – Managing two kids vs. one How having two children is exponentially harder and childcare logistics in New York City.
30:30 – Being a woman in the film industry Hiding her second pregnancy during COVID and gender disparities she's witnessed at film festivals.
37:00 – Dealing with rejection as an artist How film festival rejections work, why persistence matters, and people dropping out at different life stages.
42:50 – Joan's advice about quality of experience The transformative philosophy that changed how Shaina approaches both filmmaking and parenting.
46:30 – Future projects and parenting philosophy What's next creatively and learning to let her family be themselves more.
Marketing strategist Charlotte Brown shares how an early endometriosis diagnosis shaped her career goals — fast-tracking her rise in the corporate world so she could start a family before 30. She opens up about navigating fertility challenges, a difficult pregnancy, and the realities of returning to work after maternity leave. Charlotte also reflects on the surprising way motherhood reignited her ambition and why she ultimately left her corporate job to go freelance. Her story explores the tension between planning and intuition, and how she’s building a career and family on her own terms.
If you're a company looking for brand and marketing strategy, you can find more about Charlotte's freelance consultancy - https://www.lacuna.studio/
Show Time Stamps
06:30 – Climbing the corporate ladder with kids in mind
Why Charlotte chose strategy roles, fast-tracked her salary growth, and planned for early motherhood in London.
10:45 – Pregnancy, pressure, and navigating fertility with endometriosis
Charlotte opens up about being told to have children before 30, and the emotional impact of managing timelines she didn’t choose.
17:20 – A challenging pregnancy and redefining strength
What it was like to be bed-bound with hyperemesis, and how it shattered her expectations of “pushing through” the pregnancy
21:50 – Returning to work, loss, and the complicated in-between
Charlotte talks about her miscarriage, returning to work, and the vulnerability of being open with her employer.
28:40 – Leaving corporate: Burnout, reflection, and the leap to freelance
Why Charlotte decided to resign, and how she created space to build a more fulfilling career around motherhood.
36:15 – Building a sustainable life and embracing flexibility
How she and her husband split home responsibilities, set boundaries with kids, and navigate work-life balance with intention.
In this episode, venture capitalist Leila Zegna shares her inspiring journey founding Kindred Capital while becoming a mother of three. When her first daughter was born with a rare genetic condition, Leila's identity as a high-achiever was challenged, forcing her to redefine success beyond metrics and accolades. She candidly discusses navigating the venture capital world while pregnant, and her evolution from valuing hard work to embracing authenticity, which is just one of the many gifts her daughter has taught her. This conversation offers powerful insights for anyone questioning how ambition and family can coexist.
Silke is a senior leader at Dow Jones who has built her career and family life across three countries—Denmark, the UK, and the US. In this conversation, she shares her journey from leaving her native Denmark after university to establishing a successful international career while raising two young children with her husband Thomas. Silke speaks candidly about the mental challenges of early motherhood, breastfeeding struggles, and the importance of creating space for herself and her relationship. With her "good for now" philosophy, Silke demonstrates how embracing the present moment allows her to build a fulfilling life that balances career ambition with family priorities. Her approach to maintaining weekly date nights, not limiting her family's lifestyle, and finding support when living far from extended family provides valuable insights for parents navigating similar paths.
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