All Episodes

๐–๐ก๐ฒ "๐–๐จ๐ซ๐ค ๐Ž๐ฉ๐ญ๐ข๐จ๐ง๐š๐ฅ" ๐๐ž๐š๐ญ๐ฌ ๐‘๐ž๐ญ๐ข๐ซ๐ž๐ฆ๐ž๐ง๐ญโ€”๐š๐ง๐ ๐‡๐จ๐ฐ ๐ญ๐จ ๐๐ซ๐จ๐ญ๐ž๐œ๐ญ ๐˜๐จ๐ฎ๐ซ ๐…๐ฎ๐ญ๐ฎ๐ซ๐ž ๐ข๐ง ๐”๐ง๐œ๐ž๐ซ๐ญ๐š๐ข๐ง ๐“๐ข๐ฆ๐ž๐ฌ


Can you build unshakable financial security as an LGBTQ+ person in todayโ€™s volatile world? Dean Hershkowitz, a seasoned financial advisor and advocate for queer economic empowerment, joins The Skittle Squad Podcast to tackle the hard questionsโ€”from market crashes to marriage protectionsโ€”with candor and actionable wisdom.


๐ˆ๐ง ๐ญ๐ก๐ข๐ฌ ๐ฉ๐ซ๐จ๐ฏ๐จ๐œ๐š๐ญ๐ข๐ฏ๐ž (๐š๐ง๐ ๐ฌ๐จ๐ฆ๐ž๐ญ๐ข๐ฆ๐ž๐ฌ ๐ฉ๐จ๐ฅ๐š๐ซ๐ข๐ณ๐ข๐ง๐ ) ๐ž๐ฉ๐ข๐ฌ๐จ๐๐ž, ๐ƒ๐ž๐š๐ง ๐ซ๐ž๐ฏ๐ž๐š๐ฅ๐ฌ:

ย ๐Ÿช™ย  ๐“๐ก๐ž โ€œ๐–๐จ๐ซ๐ค ๐Ž๐ฉ๐ญ๐ข๐จ๐ง๐š๐ฅโ€ ๐ฆ๐ข๐ง๐๐ฌ๐ž๐ญ: Why retiring at 62 might mean choosing to work at Home Depot (and why thatโ€™s liberating).

ย ๐Ÿช™ย  ๐’๐จ๐œ๐ข๐š๐ฅ ๐’๐ž๐œ๐ฎ๐ซ๐ข๐ญ๐ฒโ€™๐ฌ ๐Ÿ๐ฎ๐ญ๐ฎ๐ซ๐ž ๐Ÿ๐จ๐ซ ๐‹๐†๐๐“๐+ ๐Ÿ๐จ๐ฅ๐ค๐ฌ: Spoilerโ€”itโ€™s not disappearing, but you canโ€™t rely on it alone.

ย ๐Ÿช™ย  ๐‚๐จ๐ง๐ญ๐ซ๐จ๐ฏ๐ž๐ซ๐ฌ๐ข๐š๐ฅ ๐ญ๐ซ๐ฎ๐ญ๐ก ๐›๐จ๐ฆ๐›๐ฌ: Why Dean insists *โ€œIf youโ€™re 50+ with no savings, 71 might be your new retirement ageโ€* (and how to course-correct).

ย ๐Ÿช™ย  ๐๐ซ๐จ๐ญ๐ž๐œ๐ญ๐ข๐ง๐  ๐ฉ๐š๐ซ๐ญ๐ง๐ž๐ซ๐ฌ๐ก๐ข๐ฉ๐ฌ: Estate planning, life insurance, and why separate finances saved one couple from disaster.

ย ๐Ÿช™ย  ๐๐ž๐š๐ซ ๐ฆ๐š๐ซ๐ค๐ž๐ญ๐ฌ & ๐›๐ž๐š๐ซ ๐ก๐ฎ๐ง๐ญ๐ฌ: How to panic-proof your portfolio (with a side of Sasquatch scat humor).

ย ๐Ÿช™ย  ๐๐จ๐ญ๐ž: While we stand by open dialogue, guest views donโ€™t reflect endorsements by the show.


๐Ÿ”Š ๐‹๐ข๐ฌ๐ญ๐ž๐ง ๐ง๐จ๐ฐโ€”then text your financial fears to a friend. Progress starts with tough conversations.


#TheSkittleSquadPodcast #TampaBayPride #LGBTQWealth #FinancialResilience #PrideAndPlanning #StPetePride #TampaPride

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
24/7 News: The Latest

24/7 News: The Latest

The latest news in 4 minutes updated every hour, every day.

Crime Junkie

Crime Junkie

Does hearing about a true crime case always leave you scouring the internet for the truth behind the story? Dive into your next mystery with Crime Junkie. Every Monday, join your host Ashley Flowers as she unravels all the details of infamous and underreported true crime cases with her best friend Brit Prawat. From cold cases to missing persons and heroes in our community who seek justice, Crime Junkie is your destination for theories and stories you wonโ€™t hear anywhere else. Whether you're a seasoned true crime enthusiast or new to the genre, you'll find yourself on the edge of your seat awaiting a new episode every Monday. If you can never get enough true crime... Congratulations, youโ€™ve found your people. Follow to join a community of Crime Junkies! Crime Junkie is presented by audiochuck Media Company.

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

ยฉ 2025 iHeartMedia, Inc.