20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012

ℹ️ EPISODE INFO

Released

May 10, 2023

Duration

1h 10m

Channel

The Twenty Minute VC

Watch on YouTube

▶ Open ↗

📝 EPISODE DESCRIPTION

Today’s 20Sales is a special Mother’s Day edition where we are joined by 6 of the best sales leaders who also happen to be rockstar mothers. The Profiles: Maggie Hott is on the GTM Team (Go-To-Market) at OpenAI. Before OpenAI, Maggie was Director of Sales @ Webflow and before Webflow spent an incredible 6 years at Slack. Stevie Case is the CRO @ Vanta. Prior to Vanta, Stevie spent an immensely successful 6 years at Twilio as VP of Mid-Market Sales. Renu Gupta is an advisor and sales consultant to some of the fastest-growing SaaS companies today. Previously she has held sales leadership roles at Slack, Thrive and Dropbox. Lauren Schwartz is the VP Enterprise Sales @ Fivetran. Before Fivetran, Lauren spent 4 years at Segment as Senior Director of Enterprise Sales leading to their acquisition by Twilio. Julie Maresca is the Head of Global Accounts at Atlassian. Prior to Atlassian, Julie spent an immensely successful 6 years at Slack in numerous roles including Head of Enterprise Sales for North America. Jessica Arnold is the VP of Global Sales Development @ Amplitude. Before Amplitude, Jessica was the Senior Director for Inside Sales North America at Dropbox for close to 6 years. --------------------------------------------------- Timestamps: 0:00 20Sales Guest Introductions 4:25 Balancing Career and Family: Tips and Strategies 13:29 Jessica Arnold - Coping with Feelings of Guilt as a Working Mother 17:55 Challenges and Advantages of Being a Mother in Sales 23:20 Julie Moresca - Motherhood and Leadership: Insights and Perspectives 27:01 Stevie Case - Overcoming Challenges of Motherhood 33:04 Maggie Hott - Asking for Promotion while Pregnant 36:09 Taking Parental Leave: Advice and Considerations 43:30 Fighting for Parental Leave in America: Current Landscape 47:20 Lauren Schwartz - Parental Leave Plans: What to Consider 50:25 Renu Gupta - How to Ask for Help: Practical Tips 55:44 Lessons from Mentors: Personal Growth and Development 1:02:22 Creating an Inclusive Environment for Working Mothers: Best Practices 1:06:37 Quick-Fire Advice --------------------------------------------------- In Today’s 20Sales Mothers Day Episode We Discuss: 1.) How have you navigated growing in your career at the same time, growing your family? 2.) How do you balance your career and being a mother – when do you lean in and out? 3.) What are some specific strategies or tools that have helped you maintain a work-life balance? 4.) How do you prioritize your mental health and well-being while juggling your responsibilities at work and at home? 5.) How do you handle the guilt that many working mothers experience when they have to focus on their career? 6.) What are the unique challenges and advantages of being a mother in a sales leadership role? 7.) How has your experience as a mother influenced your leadership style and decision-making? 8.) How have you navigated going out on maternity leave without it having an impact on your career? 9.) America has one of the worst parental leaves of any country in the world. How can you advocate for parental leave if the existing policy isn’t up to par? 10.) What are some ways that companies can create a more inclusive and supportive environment for working mothers in sales leadership roles? --------------------------------------------------- Subscribe on Spotify: https://open.spotify.com/show/3j2KMcZTtgTNBKwtZBMHvl?si=85bc9196860e4466 Subscribe on Apple Podcasts: https://podcasts.apple.com/us/podcast/the-twenty-minute-vc-20vc-venture-capital-startup/id958230465 Follow Harry Stebbings on Twitter: https://twitter.com/HarryStebbings Follow Maggie Hott on Twitter: https://twitter.com/maggie_hott Follow Stevie Case on Twitter: https://twitter.com/KillCreek Follow 20VC on Instagram: https://www.instagram.com/20vc_reels Follow 20VC on TikTok: https://www.tiktok.com/@20vc_tok Visit our Website: https://www.20vc.com Subscribe to our Newsletter: https://www.thetwentyminutevc.com/contact --------------------------------------------------- #20sales #HarryStebbings #WorkingMothers

🎤 SPEAKERS

• Harry Stebbings

  host

• Jessica Arnold

  guest

• Lauren Schwarz

  guest

• Stevie Case

  guest

• Renu Gupta

  guest

• Maggie Hott

  guest

• Julie Maresca

  guest

• Narrator

  other

• Guest

  guest

🧾 EPISODE SUMMARY

In this episode of The Twenty Minute VC, featuring Harry Stebbings and Jessica Arnold, 20Sales: How to Scale a Career While Scaling a Family; Work-Life Balance; Parental Leave | E1012 explores top women CROs share candid truths on motherhood, sales leadership, leave A panel of senior female sales leaders discuss how they’ve built demanding careers while raising children, sharing unvarnished stories about guilt, boundaries, support systems, and identity. They emphasize intentional time management, asking for help, and treating motherhood as a leadership superpower rather than a liability. The conversation dives deep into parental leave design, the importance of equitable policies for all parents, and practical tactics for planning and returning from leave—especially in quota-carrying roles. Throughout, they highlight the role of vulnerable leadership, inclusive cultures, and ‘personal boards of directors’ in making high‑performance careers and family life mutually reinforcing instead of mutually exclusive.

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