The future of employee-centric leave programs

March 31, 2021

In the past year, American employees have been dealing with multiple crises: the pandemic, economic struggles, the sharp need for family caregiving leave and gender inequalities forcing historic numbers of women to drop out of the workforce. 

At the same time, state-mandated paid leave programs have been accelerating and absence management has only become more complex. 

In this program, two HR tech thought leaders discuss how these trends are impacting HR leaders, the tools they are using and how a frictionless employee experience lies at the heart of the strongest programs. 

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Kristen Lee headshot

Cara Brennan Allamano

Vice President of People, Places and Learning, Udemy

Cara has deep experience scaling HR operations, recruiting and learning and development at fast-moving, global companies. Prior to joining Udemy, she was senior vice president of People at Planet (formerly Planet Labs) and previously served in HR leadership roles at Pinterest, Efficient Frontier, Young and Rubicam and Knight Ridder, among others. Cara is also co-founder of PeopleTech Partners, a group of HR leaders working to bring new HR/recruiting technologies to market.

Anna Steffeney headshot

Anna Steffeney

Vice President, Digital Ventures & Transformation, Leave & Absence, Unum

As part of Unum's Digital Ventures and Transformation team, Anna is primarily responsible for incubating and scaling new digital solutions for leave and absence management. She has a focus on co-creating strategy and reimagining digital leave and absence experiences. As founder and President of LeaveLogic, Anna has led the company from initiation to funding, and successful acquisition. Anna is recognized as a thought leader in parental leave policies and solutions and has been profiled by television and print media. 


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Today’s workforce is faced with extraordinary challenges in balancing work and family obligations. Women in particular are exiting the workforce in unprecedented numbers during the pandemic to care for children and elderly family members.
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