The Gem-Young Wealth Cast with Leo Daprile

The Gem-Young Wealth Cast with Leo Daprile

Conversations with Leo Daprile of Gem-Young.

Episodes

57. One year of a Work Optional Lifestyle

March 14, 2026 • 54 mins
Leo Daprile sits down with Randy Reese to reflect on his first year living the work-optional lifestyle.After choosing to scale back from his full-time career last year, Randy transitioned to working just one day a week — and is even considering adding a little more. In this honest and practical conversation, Randy shares what the adjustment has really been like, including the benefits, the challenges, and the unexpected surprises t...
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56. Work Optional Lifestyle with Gary Wakeford

March 7, 2026 • 53 mins
Leo Daprile sits down with Gary Wakeford to discuss what it truly means to live a work-optional lifestyle. Gary has reached retirement age and has the financial freedom to step away from work entirely — yet he chooses to continue working because he genuinely enjoys what he does. Together, Leo and Gary explore the role of purpose in retirement, how financial independence creates freedom of choice, and why today’s definition of retir...
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55. Insurance & Service Update – Denny White & Kimberly Cheshire

March 1, 2026 • 53 mins
Leo Daprile sits down with Denny White, Chief Revenue Officer, and Kimberly Cheshire, Director of Operations at Gem-Young Insurance and Wealth Advisors. In this conversation, Denny and Kimberly join us to share valuable insights on today’s insurance landscape, the importance of strong coverage, and how exceptional service plays a key role in protecting individuals, families, and businesses. Together, we’ll explore timely insurance ...
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54. Work Optional Lifestyle – Samuel G. Morocco, RICP®

February 22, 2026 • 53 mins
Leo Daprile sits down with Samuel G. Morocco, RICP®, Retirement Income Certified Professional with Gem-Young Insurance and Wealth Advisors. In this conversation, Sam joins us to share valuable insights on building a work optional lifestyle, key strategies for retirement income planning, and what individuals should be keeping in mind as they work toward greater financial freedom. Together, we’ll explore real-world planning perspecti...
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53. Insurance Update – Denny White & Vince Armeni

February 16, 2026 • 53 mins
Leo Daprile sits down with Denny White, Chief Revenue Officer, and Vince Armeni, Risk Management Advisor with Gem-Young Insurance and Wealth Advisors. In this conversation, Denny and Vince join us to share valuable insights on today’s insurance landscape, key trends impacting coverage, and what individuals and business owners should be keeping an eye on moving forward. Together, we’ll explore timely insurance updates, real-world ri...
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52.Medicare Update – Jerald “Medicare Jer” Balestrino

February 16, 2026 • 53 mins
Leo Daprile sits down with Jerald Balestrino, Risk Management Advisor and Senior Health Advisor with Gem-Young Insurance. In this conversation, Jerry joins us to share valuable insights on Medicare, key coverage options, and what individuals should be keeping in mind as they approach retirement. Together, we’ll explore important Medicare updates, real-world planning perspectives, and practical takeaways to help you stay informed an...
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51. Quarterly Market Update – Elizabeth McConville

February 1, 2026 • 53 mins
Leo Daprile sits down with Elizabeth McConville, Sr. Regional Investment Specialist (Central) with AssetMark Asset Management. In this conversation, Elizabeth joins us to share valuable insights on today’s financial landscape, key trends shaping the markets, and what investors should be keeping an eye on as we move forward. Together, we’ll explore timely market updates, real-world investment perspectives, and practical takeaways to...
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49. Quarterly Market Update- Stephen Daprile

January 19, 2026 • 53 mins
Leo Daprile sits down with Stephen Daprile, President of Gem Young Wealth Advisors, for an insightful discussion on today’s market environment. Leo and Stephen break down what’s driving the markets, how economic trends may impact investors, and what this means for long-term financial planning. Whether you’re navigating volatility or looking ahead to future opportunities, this episode offers valuable perspective to help you stay inf...
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48. Quarterly Market Update- Glenn Dorsey

January 10, 2026 • 53 mins
Leo Daprile sits down with Glenn Dorsey, SVP and Head of Client Portfolio Management at Clark Capital, for an in-depth discussion on today’s market environment. Glenn shares insight into current market trends, portfolio positioning, and how investors can navigate ongoing volatility with a disciplined, long-term approach. From risk management to investment strategy, this conversation provides valuable perspective for investors looki...
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47. Quarterly Market Update- Phil Blancato

January 5, 2026 • 53 mins
Leo Daprile sits down with Phil Blancato, President and Chief Executive Officer of Ladenburg Thalmann Asset Management and Chief Market Strategist at Osaic, for our latest Quarterly Market Update. We discuss recent market activity, key economic developments, and the trends investors should be paying attention to as we move forward. Phil provides timely insight and clear perspective to help listeners better understand today’s market...
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45. Charitable Giving – Shelby Anderson

December 22, 2025 • 53 mins
Leo Daprile sits down with Shelby Anderson, Senior Wealth Planner with Clark Capital Management Group. Together, Leo and Shelby discuss the role charitable giving plays in comprehensive wealth planning, strategies for giving more intentionally, and how donors can maximize impact while staying aligned with their personal values and legacy goals. This conversation highlights how smart philanthropy can create meaningful change—for bot...
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44. Charitable Giving – Bob Hannon

December 16, 2025 • 53 mins
Leo Daprile sits down with Bob Hannon, President of the United Way of Youngstown and the Mahoning Valley. Bob brings deep insight into the mission, impact, and community-focused work of United Way right here in the Mahoning Valley. Together Leo and Bob explore the power of charitable giving, how contributions are directed to support local families, and the real-world difference that strategic philanthropy makes in our community.
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43. Charitable Giving – Sam Morocco

December 7, 2025 • 53 mins
Leo Daprile sits down with Sam Morocco, Retirement Income Certified Professional . An eye-opening conversation about one of the most meaningful — and often overlooked — ways to give: gifting life insurance.
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42. Market Update – Jim Loboy

November 30, 2025 • 53 mins
Leo Daprile sits down with Jim Loboy, Meteorologist-Reporter Daybreak WYTV 33 . Local legend, TV personality, community connector, and longtime voice of the Valley. In this episode, Jim shares stories from his decades in broadcasting, the people and moments that shaped his career, and the unique perspective he’s gained from being part of Youngstown’s media.
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41. Market Update – Phyliss Gastgeb

November 24, 2025 • 53 mins
Leo Daprile sits down with Phyliss Gastgeb, Market President for iHeartMedia. With experience in broadcasting and marketing, Phyliss brings a powerful perspective on how media shapes the way we think, communicate, and connect
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40. Market Update – Stephen Daprile

November 15, 2025 • 53 mins
Leo Daprile sits down with Stephen Daprile, President of Gem-Young Wealth Advisors. Leo and Stephen will break down what’s happening in the markets right now — interest rates, inflation trends, and what it all means for pursuing that work-optional lifestyle.
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39. Media Literacy- Dan Rivers

November 11, 2025 • 53 mins
Leo Daprile sits down with Dan Rivers, retired radio show host from WKBN 570. Leo and Dan in an eye-opening conversation on media literacy — how to separate facts from fear, headlines from reality, and stay confident in the middle of nonstop news cycles.
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37. Quarterly Market Updates- Elizabeth McConville

October 28, 2025 • 53 mins
Leo Daprile sits down with Elizabeth McConville, Sr. Regional Investment Specialist at AssetMark, to break down what’s been driving the markets this quarter — and what it could mean for investors heading into year-end.
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36. Quarterly Market Updates- Glenn Dorsey

October 18, 2025 • 53 mins
Leo sits down with Glenn Dorsey, CFA, Senior Vice President and Head of Client Portfolio Management at Clark Capital Management Group, for a powerful conversation about today’s markets.
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35. Quarterly Market Updates- Stephen Daprile

October 16, 2025 • 53 mins
Leo Daprile is sitting down with Stephen Daprile, President and Wealth Advisor at Gem Young, for another insightful discussion on what’s happening in today’s market. Stephen shares his perspective on current trends, what they mean for everyday investors, and how to stay focused on your long-term goals — even when headlines feel uncertain.
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