Personal Finance from the Hill-Top

Kyle Hill, CFP®
  • 4.7 (12)
  • Self-Improvement

There are plenty of retirement podcasts out there, but what about the financial challenges facing families, professionals, and retirees navigating life today? Personal Finance from the Hill-Top (PFFTHT) brings you real, straightforward conversations about money—without the confusing industry jargon. Hosted by Kyle Hill, CFP®, owner of Hill-Top Financial Planning, LLC, this podcast dives into the financial topics that actually matter to you: ✅ How to build wealth while raising a family ✅ Saving for college and retirement at the same time ✅ Smart tax strategies for high earners and retirees ✅ Investing, insurance, and making confident financial decisions ✅ Avoiding common money mistakes and planning for the future You’ll hear expert interviews, real-world financial tips, and practical advice you can actually use—whether you’re in your 30s juggling career and kids, in your 50s preparing for retirement, or somewhere in between. 💡 Join us as we break down personal finance in a way that’s fun, engaging, and built for real life. 🎧 Subscribe now and start taking control of your financial future!

  1. 03/20/2025

    Episode # 24: Post Year-End Tax Moves & Planning Ahead (with Tyler Landes, CFP®)

    We're back, baby! After a year-long hiatus (and a new baby in the Hill household!), Personal Finance from the Hill-Top is kicking off Season 2. In this episode, I’m joined by my good friend Tyler Landes, CFP®, as we break down the last-minute tax planning moves you can still make before Tax Day (April 15th). What We Cover:✅ Post-Year-End Tax Moves – What you can still do now (HSA, IRA, Roth IRA, SEP IRA, Solo 401(k)) ✅ Avoiding Tax Filing Mistakes – The common errors that could cost you ✅ What to Do If You Owe the IRS – Payment options, extensions, and penalties ✅ Planning Ahead for Next Year – Tax projections, safe harbor rules, and why tax planning is a year-round sport ✅ Fluff & Fun – Girl Scout cookies, BBQ rankings, and the never-ending struggle of dad hair styling 💡 Want to pay only what you owe (and not a penny more) next year? Tax planning is part of what we do as financial planners—don’t hesitate to reach out! 📌 Show Notes & Links: 🔹 Learn more about Tyler Landes at Tandem Financial Guidance 🔹 Find me (Kyle Hill) at Hill-Top Financial Planning 🔹 Book a free 30-minute intro call: Schedule Here 🔹 Follow us on social: LinkedIn - Kyle | LinkedIn - Tyler 🎧 Subscribe so you don’t miss future episodes, and if you enjoy the show, leave a 5-star review! (Because, let’s be honest, 5 stars is the appropriate number of stars. ⭐⭐⭐⭐⭐) Skip the Fluff: 20:45 📢 Disclaimer: This episode is for educational purposes only and is not tax or investment advice. Consult your tax professional or financial advisor for guidance on your specific situation.

  2. 10/20/2023

    Episode #23 - Annual Benefits Enrollment

    EPISODE SUMMARY: In this episode, Kyle and Michael cover Annual Benefits Enrollment. Topics covered include: 401k/Roth 401k Plans, Employer-Sponsored Health Insurance, Health Savings Accounts, Long Term Disability Insurance, Life Insurance, and much more.  Skip the Fluff Time Marker: 54:33 Schedule a Call RESOURCES: LMFAO - “Sexy and I Know It” Chris Stapleton - “White Horse” Charlie Blackmon Walk up 401k Plan Roth 401k Plan Vesting Schedule Preferred Provider Organization (PPO) Plan vs. High Deductible Health Plan (HDHP) Health Savings Account (HSA) limits for 2023 and 2024 Lively HSA Provider Long-Term Disability Insurance Term Life Insurance Episode #4 - Life Insurance w/ Andy Flattery Michael Pyle - Challenge Everything Financial Website, LinkedIn, Facebook, X (Twitter) Kyle Hill, CFP® - Hill-Top Financial Planning, LLC Website, LinkedIn, Kansas City Financial Advisors Network (KCFAN) XY Planning Network (XYPN), NAPFA,  FEE-ONLY Network,  a...

  3. 08/18/2022

    Episode #21 - Questions about Bitcoin with Andy Flattery, CFP®

    In Episode 21, we're discussing questions about bitcoin with Andy Flattery, CFP® from Simple Wealth Planning. Andy is a Kansas City-based bitcoin enthusiast and local expert on the topic that is very involved in the bitcoin community. The rise over the last decade of bitcoin has created a lot of interest, but even more questions. What is bitcoin?How does it work?Is it money or an investment? How do you value it? How do you secure it? What happens if you lose it? These are all questions that have probably popped into your head at one time or another when thinking about bitcoin. Being intrigued but still skeptical about bitcoin, Kyle sits down with Andy to ask his honest questions about bitcoin. Before they dive into bitcoin, the Hill boys define money for you. Not bad for a 4 and 6-year-old! To skip the fluff go to the 25:20 mark. Bitcoin Resources: Satoshi Nakamoto While Paper  Who is Satoshi Nakamoto? Nick Szabo What is a Cypherpunk? Merkle Tree Blockchain Satoshi Nakamoto = SAmsung, TOSHIba, NAKAmichi, and MOTOrola? Halving Events Block Reward Bitcoin Mining  Mt. Gox  Brainwallet  El Salvador goes to Bitcoin  Value Investing  Austrian School of Economics The Bullish Case for Bitcoin by Vijay Boyapati  Michael Saylor  The Bitcoin Standard: A Decentralized Alternative to Central Banking by Saifedean...

  4. 04/07/2022

    Episode #20 - Where to stash some retirement cash: The Roth IRA

    In Episode 20, we're talking about where to stash some retirement cash with Don Martini, CFP®, CFA of Envision Financial Planning, a firm based in San Francisco, CA. The Roth IRA is a great little investment vehicle for retirement savings because of the tax-free benefits. We dive into all the details of: Contribution limits for 2021 & 2022Income Contribution Limits & PhaseoutsRequired Minimum Distributions (RMDs) and the tax impactsMinimizing FeesInvestment OptionsBackdoor Roth IRAsand where to open one Per usual, before we dive in we enjoy some fluff with Don as he shares his world travel adventures, and what we wanted to be growing up. To skip the fluff go to the 41:35 mark. RESOURCES: Full House house The Rock (movie)  Oracle Park Cam Gallagher Catcher for the Kansas City Royals RSUs (Restricted Stock Units) Yellowstone (tv show) Stranger Things (tv show) Ozark (tv show) Ted Lasso (tv show) Yosemite National Park  Mickey Mantle  Machu Picchu Don's Walk-up Song - “Song 2” by Blur  (confirmed after recording; great choice!) Kyle Walk-up Song - “Forever Young” by Bob Dylan  Episode # 17 “What Should you do with that old 401k?” w/ Ethan Hutcheson, AAMS® What is a Roth IRA [Investopedia]  Roth IRAs [IRS] Individual Retirement Arrangements (IRAs) [IRS]  a href="https://www.investopedia.com/roth-and-traditional-ira-contribution-limits-for-2021-5085118" rel="noopener...

  5. 12/28/2021

    Episode #19 - Last-Minute Tax Savings & a Good Cause

    On Episode #19 of Personal Finance from the Hill-Top, Kyle mentions a unique opportunity to be able to deduct up to $600 ($300 for Single) from your taxes in 2021, even if you're taking the Standard Deduction (Single $12,550/MFJ $25,100). He is also joined by Stephanie Boyer, Chief Executive Officer of reStart, an organization that provides support to Kansas City's homeless population with a continuum of housing services. Stephanie discusses her background, homelessness in Kansas City, some of the major causes of homelessness, and how reStart is working to help end homelessness. As CEO of reStart, Stephanie shares their biggest challenge and identifies what she believes are three keys to ending homelessness. If you would like to make a donation to reStart check out their website. Resources: $600 Tax Deduction for MFJ Standard Deduction, Hillcrest Transitional Housing, Kyle's Walk-up Song: Beers on Me by Dierks Bentley ft. Breland, and Hardy reStart Inc. Website, Facebook, Twitter, LinkedIn, Email, YouTube Podcast Guest: Stephanie Boyer, CEO - reStart Inc. Website, LinkedIn, Email Podcast Host: Kyle Hill, CFP® - Hill-Top Financial Planning, LLC Website, Email, LinkedIn, KCFAN (Kansas City Financial Advisors Network), XY Planning Network (XYPN), NAPFA, FEE-ONLY Network,  CFP Board *This podcast uses sounds from freesound: Dry Transition by Electroviolence , Metal Door Slam Shut bya...

  6. 12/20/2021

    Episode #18 - The Estate Planning Necessities for Young Adults

    Ever wonder if you need a last will and testament (aka “a will”)? The answer is YES!  A will is an integral part of a well-rounded estate plan that every adult needs, not just the rich and famous.  "If you have kids under the age of 18, the guardianship in your will is 100% the most important part of your estate plan." - Jamie Weese of Weese Law Firm In episode 18, we’re talking about the estate planning necessities for young adults.  Kyle hops on the mic with estate planning attorneys, Jessica Kimbrell of Kimbrell Estate Planning and Jamie Weese of Weese Law Firm. They discuss what is:  a last will and testamenta durable power of attorney a healthcare power of attorneyan advanced healthcare directive (or a living will) trusts and how all of these are a part of a well-rounded, and well-planned Estate Plan. Every young adult needs an estate plan, especially if you have minor children or special needs children (which we touch on in the podcast). “Advance Healthcare Directive and Living Will mean the same thing. How I describe this document is the ’Pull the Plug’ document” - Jessica Kimbrell of Kimbrell Estate Planning Before they dive into everything estate planning for young adults, they discuss their favorite movies surrounding estate planning, their favorite Halloween candy - which no surprise Kyle’s is money related - and their favorite estate planning cases… and Kyle doesn’t like where Jessica’s is going.  Don’t wait, check it out now so you’re prepared for when life happens. As Forrest Gump’s momma says, “Life is like a box of chocolates, you never know what you’re gonna get.” To skip the fluff, go to the 50:28 mark. However, it's not advised! Resources: Law Abiding Citizen (2009) PFFTHT Episode # 17 - "What should you do with that old 401k" Parks and Rec - Ron Swanson makes a Will Knives Out (2019) The Last Blockbuster Little Big League (1994) PFFTHT Episode # 12 - What the hell is a CERTIFIED FINANCIAL PLANNER™ (CFP®)?" Howard Hughes Estate Planning Debacle, The Complete Guide to Wills, Estates & Trusts (Book) The Nobel Peace Prize started via a will  Terri Schiavo case  a href="https://www.cdc.gov/training/ACP/page42985.html" rel="noopener noreferrer"...

  7. 09/17/2021

    Episode #17 - What should you do with that old 401k?

    Have an old 401k from a previous employer? Wondering what to do with it? In episode 17, we're discussing what your options are for your old 401k. Kyle hops on the mic with Financial Advisor, Ethan Hutcheson, AAMS® of Metcalf Partners Wealth Management and they discuss: What exactly is a 401kWhat are your options when you change employersThe pros and cons of those optionsUnique situations to considerTheir typical preferences for old 401k accounts There are important things to consider like taxes and your income when deciding what to do with that old 401k (or 403b, or TSP). Before they dive into the topic, they discuss their favorite memories from K-State (pretty epic), good books you should check out, sports they wish they would have tried (apparently there are only two places in the U.S. where Kyle can try it out), and.... poop. Yep, we said it, poop. Don't flench because you don't want to miss this! To skip the fluff, go to the 30:30 mark. However, it's not advised!    Resources: Backdoor Roth IRA and the Aggregation Rule, IRA & Roth IRA Limits 2021, WellnessForTheWin, WellnessForTheWin Instagram, The Bitcoin Standard (book), Fortitude: American Resilience in the Era of Outrage by Dan Crenshaw (book), Apocalypse Never: Why Environmental Alarmism Hurst Us All by Michael Shellenberger (book), Josh Hutcherson, The Reformed Financial Advisor Podcast - "How Should Patrick Mahomes Invest His $503 Million Contract?", Glenn Gronkowski, Where can you bobsled in the US?, Episode #10 - "What the hell is a Financial Planner?", Unemployment Rate & Statistics (Aug. 2021), a...

  8. 07/01/2021

    Episode #16 - What You Need to know about Selling your House

    "Most people move because of two things: they need more square footage (more space), or they're at a new income level." - Tony Long of Long Real Estate Team Have questions about selling a house like... How far out should you start preparing to sell your house?To stage or not to stage?When should we put it on the market? In episode 16, we're discussing what you need to know about selling a house, with Rockstar Realtor, Tony Long of Long Real Estate Team. Round 2 with Tony Long and Kyle to discuss what you need to know when you’re thinking about selling your house. Kyle lays it out into a 4 Part Process: The Pre-Sale: What you need to do to your house to get it ready to sellDeciding on Realtor or FSBO: Choosing wether you should get a realtor or try to sell it yourself (For Sale By Owner)On the Market: What do we do while the house is on the market, and selecting an offerUnder Contract and Closing: Making sure the deal goes through Tony shares the important things you need to do to get the house ready to go to market. He takes off his realtor hat and discusses the pros and cons of getting a realtor or trying to sell your house yourself. What about being a Sell-Buyer (Selling your house while trying to buy a house)? Tony talks about structuring the deal to eliminate the stress of having to quickly find a house to buy. Before they got started, they were shooting the breeze about the glory days in Manhattan, KS (the Little Apple), cereal, and of course.... wrestling. Who would win the Manhattan High Wrestling dual between Team 1998 vs. Team 2002? Kyle gets the expert, the head coach of both teams, to weigh in! You don't want to miss this! To skip the fluff, go to the 47:53 mark. However, it's not advised!    Resources: Long for Realtor,  Overland Park Crossfit,  Coach Woodford,  Coach Woodford Bio,  Big Cedar Lodge, Do you owe capital gains on the sale of your home? (NerdWallet), Electric Boogie (The Electric Slide), Yeah - Usher feat. Lil Jon, Ludacris, Llama Llama Red Pajama - Ludacris Earl Woods buried in Manhattan, KS, Shawn Bammes Named MHS Wrestling Coach, Nature Valley Baked Oat Bites Cereal Tony Long, Principal Agent -  Long Real Estate Team a href="http://soldbylong.com/" rel="noopener noreferrer"...

See All (24)

4.7
out of 5
12 Ratings

About

There are plenty of retirement podcasts out there, but what about the financial challenges facing families, professionals, and retirees navigating life today? Personal Finance from the Hill-Top (PFFTHT) brings you real, straightforward conversations about money—without the confusing industry jargon. Hosted by Kyle Hill, CFP®, owner of Hill-Top Financial Planning, LLC, this podcast dives into the financial topics that actually matter to you: ✅ How to build wealth while raising a family ✅ Saving for college and retirement at the same time ✅ Smart tax strategies for high earners and retirees ✅ Investing, insurance, and making confident financial decisions ✅ Avoiding common money mistakes and planning for the future You’ll hear expert interviews, real-world financial tips, and practical advice you can actually use—whether you’re in your 30s juggling career and kids, in your 50s preparing for retirement, or somewhere in between. 💡 Join us as we break down personal finance in a way that’s fun, engaging, and built for real life. 🎧 Subscribe now and start taking control of your financial future!

Information