Welcome back to another episode of Modern Financial Wellness. I’m your host, Jim Grace, and today, we’re exploring an incredibly important, nuanced topic—how grief and loss, particularly widowhood, impact financial well-being. This is a subject that’s both deeply personal and highly relevant to anyone supporting loved ones through life’s most challenging transitions.

Joining me for this powerful conversation is Paula Harris, co-founder of WH Cornerstone Investments. Paula brings a remarkable, holistic approach to financial planning, blending her human resources background, four decades of experience in the industry, and an unwavering commitment to guiding midlife widowed women. Paula describes herself as a “dream architect,” an accomplished cheese maker and yogi, a TEDx speaker, and the author of Rise Up: A Widow’s Journal and Rise Up: Grief Journal. Her practice, deeply rooted in “curveball life planning,” is all about helping clients—especially widows—find financial peace and personal strength after loss.

5 Key Takeaways

1. Grief is a Transition, Not a Transaction
2. Widowhood is not a box to check or a list to complete. It radically alters a person’s life, and society’s urge to “move on” too quickly can be hurtful. Recognize that your client, friend, or family member is fundamentally changed and needs time, space, and support.
3. Meet People Where They Are—Emotionally and Financially
4. Paula emphasizes the importance of tuning into where someone is on their grief journey, whether they’re overwhelmed and can’t face paperwork, or eager to take action to feel in control. There’s no “right” way to grieve—advisors and supporters need to be flexible and compassionate.
5. Immediate Financial Needs Come First (“Financial Triage”)
6. In the initial aftermath of loss, focus on what’s urgent—paying for funerals, accessing cash, stopping predatory sales pitches. Delay major financial decisions when possible and give people time before making permanent changes.
7. Support, Community, and Connection Are Essential
8. Isolation worsens grief. Paula highlights organizations like Modern Widows Club and Wings for Widows that offer connection and resources. Even simple community events, handwritten notes, or encouragement to join widow support groups can have a profound impact.
9. Review and Update Financial Documents and Beneficiaries Quickly
10. Getting estate plans, insurance beneficiaries, and account titles updated is critical after a loss. Outdated or incorrect paperwork can have devastating, irreversible effects. Be proactive and encourage widows (and widowers) to seek trustworthy, fiduciary advice—especially as some financial “professionals” may have hidden agendas.

Resources and Further Reading

• WH Cornerstone Investments – Widow’s Resource Page
• Modern Widows Club
• Wings for Widows (pro bono financial mentorship)
• Rise Up: A Widow’s Journal and Rise Up: Grief Journal by Paula Harris
• TEDx Talk: “Low Tech Love – The Power of the Handwritten Note” by Paula Harris

Financial well-being, especially after loss, isn’t just about having enough money. It’s about creating the freedom, support, and opportunities to rebuild your life—and knowing you’re not alone on that path. I hope these insights and resources help you support your clients, friends, or loved ones with even more compassion and actionable guidance.

If you found this conversation helpful, please share, subscribe, and check out our full archive at modernfinancialwellness.com—and remember to take care of yourself and those around you.

Until next time,

Jim Grace