After The Title

In this episode of After the Title, LB sits down with Regina Manfredi, President at Software One, for a raw look at what really matters in executive leadership.Regina opens up about the glass ceiling and the trade-offs women leaders still face, why she believes “culture will eat strategy for breakfast”, and the champagne-and-laughter legacy she hopes to leave behind.Key TakeawaysRegina Manfredi's introduction and role (00:00)Critical thinking and decision making in the workplace (01:39)The importance of asking questions (03:36)Cultural influence and core values (05:36)The glass ceiling and personal sacrifices (08:16)The power of fun and technology's impact (10:07)Regina's promotion to president (11:45)Final reflections and advice (15:08)This is an honest, practical conversation on leadership development and career transitions at the executive level. And check out the community behind this show: https://legacy.wearegirlsclub.com/Connect with our host on LinkedIn. 

Hosted by Lauren Bailey, Founder of Legacy Executive Club, this episode features Anna Baird, Operating Partner at Madrona and former CRO/COO/CFO who helped scale Outreach to unicorn status and was the global lead partner for Google at KPMG during its IPO years. With decades of Silicon Valley leadership across Intuit, McAfee, and more, Anna shares candid lessons for leaders who want to grow careers and companies.Key Takeaways2:20 – 3:18 Imposter syndrome never goes away, even at the top6:23 – 7:26 Taking risks and fixing what’s broken: the art of the possible8:28 – 9:52 The biggest career “train wrecks” and lessons learned10:26 – 12:24 Why listening to customers, product, and employees is a leader’s superpower14:09 – 16:14 The danger of manipulating data and the need for one source of truth17:16 – 18:49 Spotting and repairing the “relationship gap” at the executive level22:19 – 24:40 Legacy lessons: teaching, listening, and being remembered for impactThis is a masterclass in strategic listening, resilience, and building trust from someone who’s sat in nearly every C-level seat.If you liked this episode, share it with a colleague or work friend who’s ready to lead differently.And check out the community behind this show: https://legacy.wearegirlsclub.com/Connect with our host on LinkedIn. 

Climbing the ladder is one thing. Learning what really matters on your way to the top is another.After the Title is a podcast for high-achieving leaders, and those on their way, who want the truth about what leadership really looks like. Hosted by Lauren Bailey, these are unfiltered conversations with executives who’ve hit the top and started asking deeper questions:What truly matters now?Is anyone else dealing with this? What will I leave behind?Each week, Lauren sits down with leaders to explore the stories, pivots, and defining moments that shaped their legacy — and the humans they became along the way.If you’re craving purpose beyond performance, mentorship beyond metrics, and meaning beyond the title... you’re in the right place.