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Wicked Pissah Podcast

Wicked Pissah Podcast

Hosted by FPA NE

BusinessInterviews guests

Episodes

150

Latest episode

Aug 2026

Language

EN

About the show

The Wicked Pissah Podcast, brought to you by the Financial Planning Association of New England (FPA of New England), features discussions for financial professionals including topics of financial planning, recent or future events in the financial services industry, and interactions with influential speakers from across the industry. Additionally, the educational program will review the latest updates and announcements surrounding the New England chapter of FPA. Join us and listen in for engaging discussions and insightful content!

Listen to episodes

60 recent
August 25, 202631 min

#299 - When Student Loans Get Complicated: What Advisors Need to Know with Emma Crawford, CFP®, CSLP®

Federal student loan planning has become increasingly complex, and for financial advisors, keeping up with changing repayment plans, forgiveness programs, eligibility rules, and deadlines can feel like a specialty all its own. In this episode of the Wicked Pissah Podcast , Jackie Walsh, CPA, CFP®, sits down with Emma Crawford, CFP®, CSLP®, founder of October Loan Strategies, a firm dedicated exclusively to helping borrowers navigate federal student loan repayment and forgiveness. Emma has consulted on more than $200 million in student loan debt and helped clients secure more than $10 million in forgiveness. Much of her work is done in collaboration with financial advisors who bring her in as a student loan specialist for their clients. Emma and Jackie discuss when an advisor may be able to handle student loan planning internally and when it makes sense to bring in specialized expertise. Six-figure loan balances, Public Service Loan Forgiveness, changing income-driven repayment options, uncertain forgiveness credit, and clients transitioning from the SAVE forbearance can all create planning questions that extend well beyond simply determining a monthly payment. They also challenge one of the most common assumptions about debt: that paying it off as quickly as possible is always the best financial decision. Emma explains why some borrowers may be better served pursuing forgiveness and directing available cash toward other financial priorities. For advisors, that means evaluating student loans within the context of the client's entire financial plan rather than treating the debt as an isolated problem. The conversation also explores the Certified Student Loan Professional designation, resources advisors can use to stay current, and how student loan specialists and financial planners can collaborate to provide more comprehensive advice. In this episode: When advisors should consider bringing in a student loan specialist How student loan planning fits into comprehensive financial planning Navigating income-driven repayment and forgiveness strategies Why paying student loans off faster isn't always the best answer Public Service Loan Forgiveness and forgiveness credit How repayment changes can affect a client's cash flow Evaluating student loans alongside other financial goals Resources advisors can use to stay current What the CSLP® designation involves How advisors can outsource student loan planning while remaining involved in the client relationship For advisors working with clients carrying federal student loan debt, this episode is a reminder that the right strategy isn't necessarily about eliminating debt as quickly as possible. It's about understanding the rules, evaluating the tradeoffs, and finding the strategy that best supports the client's bigger financial picture.

August 18, 202648 min

#298 - Inside CFP Board: CEO K. Dane Snowden Talks Awareness, Inclusion, and What's Next

K. Dane Snowden, CEO of CFP Board Show Notes On this episode of the Wicked Pissah Podcast, Kevin Williams is joined by K Dane Snowden, Chief Executive Officer of the CFP Board to discuss the organization's priorities and the future of the financial planning profession. Dane shares his vision for CFP Board, emphasizing the importance of raising public awareness of CFP professionals and increasing their value proposition. He highlights key priorities such as strengthening the value for current certificants, diversifying and growing the pipeline of new professionals, and improving the culture of the profession to be more inclusive. Our conversation also covers the impact of AI on the profession, the need for financial literacy education, and the importance of partnerships with organizations like the FPA. Dane expresses his goal of making financial planning accessible to everyone at every stage of life and discusses potential bold initiatives, such as aligning with the College Football Playoff's use of "CFP." Get ready to learn what lies ahead for both CFP Board and our profession on this episode of the Wicked Pissah Podcast. https://www.cfp.net/about-cfp-board/leadership-and-staff/k-dane-snowden https://www.linkedin.com/in/danesnowden/ #CFPBoard #FinancialPlanning #CFP #WickedPissahPodcast #FinServ

August 11, 202632 min

#297 - Long-Term Care Planning: Helping Clients Navigate Risk, Cost, and Coverage

Host Chris Boyd is joined by Russ Ball and Luke Bagley for a conversation about one of the biggest financial risks facing retirees: the rising cost of long-term care. Long-term care can have a significant impact on retirement savings, but deciding how to prepare for those expenses is not always straightforward. Chris, Russ, and Luke break down the options families should understand and the financial considerations that can help shape a long-term care strategy. They discuss: · The growing cost of long-term care and its potential impact on retirement. · How traditional long-term care insurance works, including qualification requirements, benefit triggers, elimination periods, premium increases, and inflation protection. · The pros and cons of hybrid life insurance and annuity-based long-term care solutions. · When self-funding long-term care expenses may make sense. · How long-term care planning can help protect retirement assets and preserve a financial legacy. And much more. Whether you are preparing for retirement, already retired, or helping aging parents make financial decisions, this conversation highlights why long-term care deserves a place in the retirement planning process. #LongTermCare #RetirementPlanning #FinancialPlanning #WealthManagement #EstatePlanning #RiskManagement #RetirementStrategy #LegacyPlanning

August 4, 202633 min

#296 - Starting a Career in Financial Planning: Paul Gaudio, CFP® on FPA NexGen and Professional Growth

Paul Gaudio Host Michael Connaughton is joined by Paul Gaudio. Paul is a CFP ® and Wealth Planner at Crestwood Advisors with 9 years of experience helping individuals and families make smart choices with their money. Paul is passionate about guiding clients through life's financial complexities with clarity and care. He also serves as the President of NexGen for FPA New England, where he supports the growth and development of emerging professionals in the financial planning community, and works to expand the efforts of the Financial Planning Association through networking events and webinars. They discuss: · Paul's background and career journey. · Tips for those entering or early in the financial planning career path. · His work in the NexGen Committee and upcoming events. And much more. Contact Paul: Linkedin: https://www.linkedin.com/in/paul-gaudio-cfp%C2%AE-a5787aa6/ Email: pgaudio@crestwoodadvisors.com

July 28, 202630 min

#295 - Modern Portfolio Optimization, Direct Indexing & ETF Investing with Robert Michaud

Host Michael Connaughton is joined by Robert Michaud, Co-Founder and Chief Investment Officer of New Frontier. Robert Michaud is co-founder and Chief Investment Officer of New Frontier Advisors, LLC. He brings over 25 years of financial innovations and investment management experience to serve the needs of financial advisors and institutional clients for optimal financial outcomes with four U.S. patents in portfolio optimization and rebalancing technology. We discuss: Origins & Optimization: Robert shares his journey in quant finance and explains how Monte Carlo resampling fixes classical Markowitz theory's reliance on "perfect foresight". ETFs, Taxes, & Direct Indexing: Covers New Frontier's early ETF strategist models, comparing ETF efficiency to direct indexing while emphasizing risk management over short-term tax alpha. Crypto, Active Management, & Goals: Highlights targeted active strategies in fixed income, evaluating crypto and gold strictly for diversification, and aligning portfolios with personal client goals. More on Robert and New Frontier https://www.newfrontieradvisors.com/ Jeffrey Megar, CFA Client Portfolio Solutions | New Frontier Advisors, LLC P (617) 648-3906 | M (617) 939-4526 E jmegar@newfrontieradvisors. com

July 16, 202636 min

#294 - The New Growth Engine: How AI Is Reshaping Advisor Marketing with Ian Karnell

How will financial advisors grow their businesses in a digital-first world? In this episode of the Wicked Pissah Podcast, Chris Boyd is joined by Ian Karnell, co-founder of Vast Advisor, to break down how AI is transforming advisor marketing and client acquisition. This conversation goes beyond productivity tools and dives into how advisors can build scalable growth systems that align with how today's clients actually search for advice. If you've ever wondered whether referrals alone are enough—or how to adapt your strategy for the next generation of investors—this episode offers a fresh perspective. In this episode, we discuss: Why traditional referral-based growth may not scale The growing influence of digital-first client behavior How AI can help advisors define and target ideal clients The concept of a repeatable "growth engine" for advisory firms Balancing innovation with compliance in a regulated industry What the next generation of advisors is doing differently Whether you're an independent advisor or part of a growing firm, this conversation will help you rethink how you approach growth in a rapidly evolving landscape. Subscribe for more conversations on financial planning, markets, and the future of advice. Vast Advisor website: VastAdvisor | AI Client Acquisition for Wealth Managers & RIAs Vast Advisor LinkedIn: https://www.linkedin.com/ company/vastadvisor Ian's LinkedIn: Ian J. Karnell | LinkedIn Chris's LinkedIn: J. Christopher Boyd | LinkedIn #FinancialAdvisors #WealthManagement #RIA #AdvisorGrowth #PracticeManagement #AIinBusiness #FinancialPlanning #Leadership

June 23, 202643 min

#293 - The Social Security timeline may be shorter than expected so what does that mean for your retirement?

In this episode of Something More with Chris Boyd , Chris Boyd and Russ Ball are joined by Social Security expert Marcia Mantell to unpack the latest Trustees Report and its implications. With projections pointing to a potential shortfall by 2032, they explore what's driving the change—and what it could mean for your future benefits. Marcia shares insights from decades of experience helping retirees navigate Social Security decisions and explains why some of the most common reactions—like claiming early—may do more harm than good. Learn more about Marcia Mantell and her work: Marcia's website: https:// mantellretirementconsulting. com/ Marcia's LinkedIn Profile: https://www.linkedin.com/in/ marciamantell/ Explore policy insights and planning tools: Committee for a Responsible Federal Budget: https://www.crfb.org/ Connect with the hosts: Chris's LinkedIn Profile: https://www.linkedin.com/in/j- christopher-boyd-b932169/ Russ's LinkedIn Profile: https://www.linkedin.com/in/ russ-ball-3058b5160/ In this episode, we discuss: What the 2026 Social Security Trustees Report actually says Why the projected shortfall timeline has moved closer Common misconceptions about claiming benefits early Potential policy solutions on the table How to plan for uncertainty in retirement income If you found this helpful, be sure to like, subscribe, and share with someone who's thinking about retirement. #RetirementPlanning #SocialSecurity #FinancialAdvising #WealthManagement #FinancialPlanning #PolicyInsights #AdvisorPerspective

May 5, 202636 min

#292 - Research and Reporting with YCharts' Jeff Juracka

Our guest on today's episode is Jeff Juracka, Senior Account Executive at YCharts. Jeff has been building and leading his team at YCharts for the past six years. He's a graduate of Loyola University of Chicago and is a former rugby player, who also studied - YCharts was founded in 2009 to democratize investment research. They are an all-in-one platform for investment research and client communication, with tools that are easy to use, and data that is reliable and timely. They discuss: -The current state of FinTech -Why visual presentations matter -Charts advisors gravitate towards Contact YCharts: https://ycharts.com/

April 28, 20261 hr 10 min

#291 - Before It Breaks: Spotting Financial Red Flags in Aging Parents

Nobody plans for the call—but sooner or later, it comes. In this episode of the Wicked Pissah Podcast, Chris Boyd sits down with award-winning financial journalist and author Beth Pinsker to talk about the moment everything shifts—when you go from "concerned family member" to full-on financial caregiver. Drawing from her book My Mother's Money , Beth shares the early warning signs families often overlook, why having the "right" documents doesn't always mean you're actually prepared, and how quickly the emotional and financial weight can hit. As Beth puts it: "Financial red flags come first… handling money is a complicated higher function." This is a real-world conversation about what advisors need to understand—and what families wish they knew sooner. If your clients have aging parents (and they do), this episode isn't optional—it's essential listening. Find out more- https://bethpinsker.com

April 21, 202644 min

#290 - Longevity Planning with Eliot Weissberg

Longevity Planning with Eliot Weissberg Hosts Brad and Cory speak with Eliot Weissberg of The Investors Center Our guest on this episode is Eliot Weissberg. Eliot is President of The Investors Center, a financial planning and longevity planning practice. Their goal is to guide people to discover and leverage their capacity to age confidently, in part by utilizing "TimeLining" which Eliot created and trademarked in 2009. Eliot is a CFP and a CAPS (Certified Aging in Place Specialist). He is a member of the National Aging In Place Council (NAIPC) and the MIT AgeLab They discuss:  What a Certified Aging in Place Specialist is  Longevity planning and how it can help grow your business  How to implement an investment strategy to compliment longevity, and to what age Contact Eliot: www.theinvestorscenter.com Eliot Weissberg, CFP®, CAPS is a Branch Manager with Raymond James Financial Services and President of The Investors Center. He can be reached at 860-677-8808 / 70 E Main St. Ste 5, Avon CT, 06001. Securities offered through Raymond James Financial Services, Inc., member FINRA / SIPC. Investment advisory services offered through Raymond James Financial Services Advisors, Inc. The Investors Center is not a registered broker/dealer and is independent of Raymond James Financial Services.

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