Pretty Covered

In this moving episode, Jess Silva is joined by Rosie Moss, Widowed AF founder and mother of three whose life changed overnight when her husband Ben was tragically lost at sea whilst diving in 2018. His body was never recovered. Rosie speaks candidly about the heartbreak of her sudden loss, navigating through her traumatic grief, and the pressure of taking over her husband’s business while raising their three children alone. She shares how the experience shaped her resilience and why she now speaks out about financial planning, family security, and the realities of loss.💗 This episode is brought to you by Polly If you need life insurance or critical illness cover, find us here: 👉 Polly💫 Find our guest and show details here: ✨ Rosie Moss → @rosie_gill_moss ✨ Widowed AF → https://widowedaf.com/ ✨ Rosie’s Book → Widowed As F**K: A Guidebook for Grieving Your Partner ✨ Host – Jess Silva → @jess.silva.wild ✨ Follow the show → @pretty_covered_pod ✨ Learn more about Polly → www.polly.co.uk⏱️ Chapters:(00:00:00) – Introduction and Rosie's journey to the podcast(00:05:05) – Rosie and Ben's Story (00:09:45) – The night everything changed(00:17:07) – Accepting reality (00:23:40) – Running a business and parenting through grief(00:29:56) – Coping mechanisms(00:35:14) – How life insurance helped (00:44:36) – Building an award winning podcast and community for widows(00:56:47) – Looking ahead💖 Thanks for listening to Pretty Covered 💖Subscribe for more real stories, heartfelt conversations, and empowering moments that remind us: it’s not about being perfect, it’s about being Pretty Covered.Terms and conditions apply. Life insurance is designed to help provide financial security. Premiums can vary based on health and other risk factors. Some sports and pastimes may not be covered.

Show Notes

In this moving episode, Jess Silva is joined by Rosie Moss, Widowed AF founder and mother of three whose life changed overnight when her husband Ben was tragically lost at sea whilst diving in 2018. His body was never recovered. Rosie speaks candidly about the heartbreak of her sudden loss, navigating through her traumatic grief, and the pressure of taking over her husband’s business while raising their three children alone. She shares how the experience shaped her resilience and why she now speaks out about financial planning, family security, and the realities of loss.


💗 This episode is brought to you by Polly

If you need life insurance or critical illness cover, find us here:

👉 Polly

💫 Find our guest and show details here:

✨ Rosie Moss → @rosie_gill_moss

 ✨ Widowed AF → https://widowedaf.com/

 ✨ Rosie’s Book → Widowed As F**K: A Guidebook for Grieving Your Partner

 ✨ Host – Jess Silva → @jess.silva.wild

✨ Follow the show → @pretty_covered_pod

✨ Learn more about Polly → www.polly.co.uk


⏱️ Chapters:

(00:00:00) – Introduction and Rosie's journey to the podcast

(00:05:05) – Rosie and Ben's Story 

(00:09:45) – The night everything changed

(00:17:07) – Accepting reality 

(00:23:40) – Running a business and parenting through grief

(00:29:56) – Coping mechanisms

(00:35:14) – How life insurance helped 

(00:44:36) – Building an award winning podcast and community for widows

(00:56:47) – Looking ahead


💖 Thanks for listening to Pretty Covered 💖

Subscribe for more real stories, heartfelt conversations, and empowering moments that remind us: it’s not about being perfect, it’s about being Pretty Covered.

Terms and conditions apply. Life insurance is designed to help provide financial security. Premiums can vary based on health and other risk factors. Some sports and pastimes may not be covered.

What is Pretty Covered?

Pretty Covered, hosted by Jess Silva, is about holding space for authentic and honest conversations about life, independence, and facing the unexpected. We’re here to help make financial protection feel simple, relatable, and empowering, because small steps today can help make a big difference when life doesn’t go to plan.
Brought to you by Polly.

Pretty Covered is a podcast brought to you by Polly, a trading style of Clark Insurance UK Ltd which is authorised and regulated by the Financial Conduct Authority. Our registered company name changed in July 2026. All podcasts episodes released prior to this date will state Candid Insurance Services Ltd and were correct on the date of release.
The content of this podcast is meant to be informational, and it should not be considered as financial advice. Terms and conditions may apply.