The COVID-19 pandemic dramatically altered the way both employees and employers are considering benefits. As employees return to the workplace, there are calls for increased flexibility, family-friendly policies, and additional health and wellness options packages. The pandemic also affected many Americans’ concerns and plans for retirement.

On Wednesday, Aug. 18, Washington Post Personal Finance Columnist Michelle Singletary talks to industry leaders about how businesses in different sectors and companies of different sizes are approaching this new landscape that impacts employees’ personal finances.


Jo Ann Jenkins said as older people emerge from the pandemic looking for employment they’re facing increasing discrimination because of their age. “Many of our members are telling us that they have been affected by age discrimination as people come back to the workplace, or unable to get reemployed because of their age and so we have certainly seen an uptick in the amount of age discrimination that’s occurring in the workplace.” (Washington Post Live)
Jo Ann Jenkins said the dearth of workers in the U.S. has some companies considering offering their employees “phased retirement,” allowing them to work part-time while beginning to pull retirement benefits. “We offer phased retirement and we’re beginning to see, particularly with the shortage in workers in the country, that a lot of companies are considering phased retirement as a possibility. And I think we just need to continue to educate employers that this is a very viable option.” (Washington Post Live)
Jo Ann Jenkins said while the money accrued through social security is not enough for most people to ‘live adequately in their older age,’ it is one of the only sources of income for many older people. “Social security is not going to be enough for people to live adequately in their older age, and yet 50 percent of people over 65, social security is at least half their income. And for 10 percent of the people… it is their sole source of income in retirement.” (Washington Post Live)
McQueen said LinkedIn viewed the pandemic as a way to completely rethink the benefits they were offering employees. “When the pandemic hit, we had this once in a generation opportunity to reevaluate how we offer benefits in a completely new way. Employers have ways now to focus on wellness like they never have before.” (Washington Post Live)
Tim Allen said employers need to strategize on how to stem the outflow of women from their workforces. “With over three million women leaving the workforce, there is another epidemic that is occurring in front of us which is… the attrition in the workforce of women in terms of participation because of what they’re drawing from family and life and home.” (Washington Post Live)
The CEO said companies are trying to provide employees with a ‘care spectrum’ package of benefits that looks at their health and wellbeing holistically. “A lot of forward-thinking companies… are thinking outside the box and saying, ‘How do we create and envelop a care spectrum and a package of benefits that actually handles everything instead of just this one piece of the benefit puzzle?’” (Washington Post Live)

Tim Allen

Provided by

Tim Allen is the CEO of, responsible for the company’s strategic direction, leadership and growth, as well as its commitment to deliver on its mission to transform and improve how families around the world connect with and manage care for their loved ones.

A 15-year veteran of media and technology company IAC (Nasdaq: IAC), Tim has played pivotal roles shaping the early days of well-known IAC brands like Vimeo and, and has held leadership, operations and management positions at dozens of other IAC portfolio companies in categories such as search, mobile software and video. Most recently as founder and CEO of IAC’s Mosaic Group, Tim led the acquisition of more than a dozen mobile software developers globally to bootstrap what is now a thriving collection of award-winning mobile subscription products—including iTranslate, Robokiller and Daily Burn— that collectively counts 4 million paying subscribers across 40+ titles. A major contributor to IAC, Mosaic Group generated nearly $200 million of revenue in 2019.

Tim earned his MBA from Northeastern University, a B.S. in Information Technology from the University of Massachusetts and completed the General Management Program at Harvard Business School.

Jo Ann Jenkins

Provided by AARP.

As CEO of AARP, Jo Ann Jenkins leads the world’s largest non-profit, nonpartisan membership organization, harnessing the power and passion of almost 2,300 staff members, 60,000 volunteers and numerous strategic partners. Since joining the organization in 2010 and heading it since 2014, she has transformed AARP into a leader in social change, dedicated to empowering people to choose how they live and age. A fearless champion for innovation and impact, Jenkins is often lauded for her ability to create business opportunity and competitive differentiation. She has been described as a visionary and global thought leader, a catalyst for breakthrough results, accelerating progress and contribution while fostering positive relationships.

While AARP has long been recognized for its services, information and advocacy on behalf of people age 50 and over, Jenkins led efforts to redefine AARP’s vision, challenge outdated beliefs and spark new insights that allow people to adapt to the new realities of aging – with relevant solutions to everyday issues such as health, financial resilience, digital and social connectivity, work opportunities and personal fulfillment. Under her leadership, AARP has been recognized as one of the World’s Most Ethical Companies. Her best-selling book, Disrupt Aging: A Bold New Path to Living Your Best Life at Every Age, has become a signature rallying cry for revolutionizing society’s views on aging by driving a new social consciousness and sparking innovative solutions for all generations. She also established a new strategic direction and operating structure for AARP Foundation, focusing on change in four critical areas – hunger, income, housing, and isolation. She created Drive to End Hunger, a multi-year, nationwide campaign which has donated tens of millions of meals and provides support to over 100 anti-hunger organizations across the country.

Jo Ann began her career with the U.S. Department of Housing and Urban Development, moving on to progressively more responsible leadership positions in the U.S. Department of Transportation and U.S. Department of Agriculture before serving as Chief Operating Officer of the Library of Congress where, among other things, she led eleven National Book Festivals.

Jo Ann Jenkins holds a variety of board and advisory positions including AARP Board of Directors; General Mills Board of Directors, The Wall Street Journal CEO Council, Kennedy Center National Symphony Orchestra Board of Directors, Stanford School of Medicine Board of Fellows, AVNET Board of Directors; World Economic Forum Stewardship Board for the Education, Gender, and Work System Initiative; World Economic Forum, Board of Governors for the Health Systems Initiative; Vice-Chair, International Oversight Board, National Academy of Medicine’s “Healthy Longevity” initiative. In 2019, she received the Baldridge Leadership Award, and was named by Fortune as “One of the World’s 50 Greatest Leaders”. She has been recognized with “Top Blacks in Healthcare” award (2019); Diversity & Flexibility Alliance Luminary Award (2019); WNET New York Public Media 2018 “Woman of Vision” Award; Washington Business Journal’s “Women Who Mean Business” award (2018); Black Enterprise Magazine “Most Powerful Women in Business” (2017); Actor’s Fund Medal of Honor (2017); International Association of Gerontology and Geriatrics 2017 Presidential Award; Foreign Policy Global Thinker (2017); Power 100 – Washington’s Most Influential People, Washington Life Magazine (2015-2017); “Non-Profit Influencer of the Year” (2015); “Non-Profit Times’ Power and Influence Top 50” (2013-2019); Peace Corps Director’s Award (2014) and Malcolm Baldrige Fellow (2013).

After earning her Bachelor of Science degree from Spring Hill College in Mobile, AL, she graduated from the Stanford Graduate School of Business Executive Program. Jenkins also holds an Honorary Doctorate of Humane Letters from both Spring Hill College and Washington College.­

Nina McQueen

Provided by LinkedIn.

LinkedIn, the world’s largest professional network, understands the value of a healthy company culture. Nina McQueen, a Global Talent Leader at LinkedIn since 2013, has lead Benefits & Perks, Wellness, Global Mobility, Employee Engagement and Diversity, Inclusion and Belonging. Nina believes treating people beautifully does not have to come with a heavy price tag. It does, however, require creativity and effort. Collectively her teams create an exceptional employee experience by designing personalized programs that make life at LinkedIn even better, from must haves to awesome extras. An early adopter of Family First programs like paid family care leave, surrogacy, subsidized childcare, she also introduced PerkUp! - a unique approach to perks with a purpose. Nina held similar roles at Facebook, Yahoo, and Gap, Inc. Her sweet spot is fast growth tech companies that see Talent as their #1 operating priority.

Moderated by Michelle Singletary

Michelle Singletary writes the nationally syndicated personal finance column The Color of Money, which appears in The Washington Post on Wednesdays and Sundays. Her award-winning column is syndicated by The Washington Post Writers Group and is carried in dozens of newspapers nationwide. She has written three personal finance books, including her latest, “The 21-Day Financial Fast: Your Path to Financial Peace and Freedom.” Singletary was the financial expert for “The Revolution,” a daytime program on ABC. For two years, she was host of her own national television program, “Singletary Says,” on TV One. She is a frequent contributor to various NPR programs and has appeared on national talk shows and television networks, including “Oprah,” NBC’s “Today,” “The Early Show on CBS” and CNN. In her spare time, Singletary is the director of a ministry she founded at her church, in which women and men volunteer to mentor others who are having financial challenges. As part of this ministry, she and her husband also volunteer to teach financial literacy to prison inmates. She is a graduate of the University of Maryland at College Park. She has received the Distinguished Alumni Award from Johns Hopkins University, where she earned a master’s degree in business and management. To stay informed about various money issues subscribe to Michelle’s weekly retirement and personal finance newsletter, which will be delivered to your inbox every Monday and Thursday.

Content from Mass Mutual

The following content is produced and paid for by a Washington Post Live event sponsor. The Washington Post newsroom is not involved in the production of this content.

(Washington Post Live)

In a segment presented by MassMutual, Jennifer Halloran, head of Marketing and Brand, will share insights on the evolution of workplace benefits, which increasingly seek to support employees’ financial health and well-being. The availability of educational tools on budgeting and investing, as well as automated payroll deposit programs to help workers build emergency funds, are likely to accelerate in the wake of the COVID-19 pandemic, which exposed our collective financial vulnerability. Many Americans were forced to dip into their 401(k) retirement plans or put new contributions on hold during the pandemic, which could have a lasting effect on their retirement security. But efforts in Congress to help American workers save for their future may help.

Jennifer Halloran

Jennifer Halloran, Head of Marketing and Brand for MassMutual,® believes that effective marketing has the power to unlock value and enhance growth. It’s a core principle that informs her award-winning strategy for one of the financial service industry’s most venerated brands.

In her role with MassMutual, Ms. Halloran oversees product and marketing channels and is responsible for brand and customer strategy, research, and centralized marketing support. She also manages all marketing and advertising agency partners, as well as the internal creative agency. Since joining MassMutual in 2016, Ms. Halloran has overseen all customer experience and engagement programs, including social, content, and media, while managing the corporate rebrand launch. She was also tapped to lead the Community Responsibility group and to develop the strategic vision for MassMutual Foundation. Her team includes Customer Acquisition and Loyalty Programs and the Customer Insights and Experience Research group.

Ms. Halloran is committed to an enterprise-wide, customer-centric, and data driven platform that positions marketing as a strategic business driver. Through high-impact campaigns and relationship focused marketing, she seeks to differentiate MassMutual and its products in an authentic way that supports core brand attributes. Under her leadership, MassMutual’s 2017 national brand relaunch, which repositioned a 166-year old company, won multiple industry awards for creative and customer excellence, earning her numerous speaking opportunities, as well as a finalist nomination for FCS Financial Marketer of the Year in 2018.

Prior to joining MassMutual, Ms. Halloran held several marketing leadership positions in financial services and large scale advertising agencies. She spent more than 10 years at Fidelity Investments, where she initially managed their internal marketing agency and later was named Head of Advertising and Digital teams driving brand, advertising, and integrated digital campaigns. Ms. Halloran also is a founding partner of Mobiquity Inc., where she served as both Head of Strategy and CMO. During her tenure, she was nominated one of the Top 20 Growth CMOs in Greater Boston. Prior to Fidelity, she was a VP of Corporate Communications at Putnam Investments and served various account management roles at Hill Holliday and Digitas.

Ms. Halloran holds a BA in both economics and political science from Boston College and an MBA in marketing and entrepreneurship from Babson College. She is a member of the Wall Street Journal CMO Council, ANA CMO Masters Circle, Member of WarnerMedia Client Council, board member of the AdClub for Boston and board member of Life Happens. Ms. Halloran is a sought-after speaker on brand and customer engagement strategy. She has been quoted in Adweek, Ad Age, Forbes, Best’s Review, Campaign Live, Chief Marketer, FoxBusiness, Marketing Today, and MediaPost. She has also been featured in podcasts with WarnerMedia and other industry partners.

Moderated by Ruth Umoh

Ruth Umoh is the Editor-in-Chief of The Filament, the definitive news source for DEI leaders in tech. A veteran business journalist, she previously served as Forbes’ Diversity and Inclusion Editor and was a CNBC reporter covering leadership strategy, corporate management, and personal finance prior. She’s a graduate of the University of Maryland and received a master’s degree from Columbia University.