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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.
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,
CFP Board
*This podcast uses sounds from freesound: Dry Transition by Electroviolence , Metal Door Slam Shut by ecfike, and Scream by ngrib
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.
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 Ammous
Cold Storage
What is a 51% Attack
Coinbase
Obama: “Swiss bank account in their pocket”
Quantum Computing
The Man Who Lost $265 Million (Motley Fool)
Unchained Capital
Hot and Cold Wallet Storage
Strike
Swan Bitcoin
Grayscale Bitcoin Trust (Ticker: GBTC)
Alto CryptoIRA®
Self-Custody
Coinbase Customer’s Crypto Could Be at Risk if It Goes Bankrupt
Fun Resources:
Episode #4 - Life Insurance
Episode #10 - What the hell is a Financial Planner?
God Bless the U.S.A. by Lee Greenwood
Old Town Road by Lil Nas X feat. Billy Ray Cyrus
Beers On Me - Dierks Bentley
Field of Dreams Bachelor Party - Tim Flattery w/ Andy
Joe Flattery, Pitcher - K-State Baseball
George W. Bush quote
Rep. Thomas Massie
iPhone SE (1st Generation)
City Slickers 2: The Legend of Curly’s Gold
Andy Flattery, CFP® - Simple Wealth Planning, LLC
Website,
Podcast,
LinkedIn,
Facebook,
Twitter,
KCFAN (Kansas City Financial Advisors Network)
Catholic Financial Planners Network,
CFP Board
Kyle Hill, CFP® - Hill-Top Financial Planning, LLC
Website,
LinkedIn,
Kansas City Financial Advisors Network (KCFAN)
XY Planning Network (XYPN),
NAPFA,
FEE-ONLY Network,
CFP Board
*This podcast uses sounds from freesound: Dry Transition by Electroviolence , Metal Door Slam Shut by ecfike, and Scream by ngrib
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:
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]
IRA & Roth IRA Limits 2021 & 2022
Sen. William Roth
OLT (OnLineTaxes)
How to calculate your MAGI (Modified Adjusted Gross Income)
Vesting Schedule
Required Minimum Distributions (RMDs)
Tax Cuts and Jobs Act of 2017 (TCJA)
Government Spending to Blame for Inflation says the San Francisco Fed
Modern Monetary Theory (MMT)
Biden Wealth Tax Proposal (It’s insane…)
Op-Ed Biden Tax Proposal (WSJ)
Elon Musk World's Richest Man
SECURE Act (2019)
SECURE Act 2.0 (Proposed)
Roth 401k RMDs
Morningstar Style Box
Schwab
Fidelity
TD Ameritrade
E-Trade
Vanguard
Mutual Funds
ETFs (Exchange Traded Funds)
Target Date Retirement Funds
Glide Path
Warren Buffett’s bet with Protégé Partners
Warren Buffett’s instructions
How to calculate your 401k fees
Expense Ratios
Roth Conversion
Backdoor Roth IRA
Aggregation Rule
5 Year Roth IRA Rules
Episode # 5 “How to Get Started Investing” w/ Rockie Zeigler III, CFP®
Nancy Pelosi’s $24,000 freezer full of ice cream
Don Martini, CFP®, CFA - Envision Financial Planning
Website,
LinkedIn,
Facebook,
XY Planning Network (XYPN),
NAPFA,
FEE-ONLY Network,
CFP Board
Alliance of Comprehensive Planners (ACP)
Kyle Hill, CFP® - Hill-Top Financial Planning, LLC
Website,
LinkedIn,
Kansas City Financial Advisors Network (KCFAN)
XY Planning Network (XYPN),
NAPFA,
FEE-ONLY Network,
CFP Board
*This podcast uses sounds from freesound: Dry Transition by Electroviolence , Metal Door Slam Shut by ecfike, and Scream by ngrib
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,
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 by ecfike, and Scream by ngrib
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:
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
Nancy Cruzan case
Malaysia Airlines Flight 370 (2014)
Jessica's Walk-up song: Let me Clear My Throat DJ Kool
Jamie's Walk-up song: Hypnotize Biggie Smalls
Kyle's Walk-up songs: Fancy Like Walker Hayes and The Middle Jimmy Eat World
Special Guests:
Jessica Kimbrell, Kimbrell Estate Planning
Website,
913-647-5350
Jamie Weese, Weese Law Firm
Website,
913-400-3447
Podcast Host:
Kyle Hill, CFP® - Hill-Top Financial Planning, LLC
Website,
LinkedIn,
Kansas City Financial Advisors Network (KCFAN),
XY Planning Network (XYPN),
NAPFA,
FEE-ONLY Network,
CFP Board
*This podcast uses sounds from freesound: Dry Transition by Electroviolence , Metal Door Slam Shut by ecfike, and Scream by ngrib
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:
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),
The Great Resignation (Forbes),
When was the 401k invented?,
A Brief History of the 401k,
How many Americans have 401ks?
Free Bird - Lynyrd Skynyrd / Stranglehold - Ted Nugent
I Love This Life - LOCASH
Ethan Hutcheson, AAMS® Financial Advisor - Metcalf Partners Wealth Management
Website,
Email,
LinkedIn,
Facebook,
Instagram,
Kyle Hill, CFP®, Owner, Founder, Financial Planner - 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 by ecfike, and Scream by ngrib
"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...
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:
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
Website,
Email,
Long for Realtor Campaign,
LinkedIn,
Facebook,
Instagram,
Pintrest
Kyle Hill, CFP®, Owner, Founder, Financial Planner - 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 by ecfike, and Scream by ngrib
In episode 15, we're talking about the way most folks buy a house (at least Millennials)... with a Mortgage. I'm joined by Mortgage Bankers, Jen Gile and Taylor Nedrow.
Jen and Taylor sit down with Kyle to discuss what you need to know about getting a mortgage. As you'll discover, not all mortgages are the same, or created equal. How much do you need down? How do you avoid PMI... what is PMI for that matter?!? Conventional, FHA, VA... we discuss all things mortgage, and the process for getting a mortgage to buy a house.
Before they dive into mortgages, they talk volleyball and what makes for the perfect kill, more wrestling, and their shoes growing up. As always, they top things off with some Five-Teen Minutes of Fluff.
This one is for the record books, our first explicit episode because Kyle said, "shit," and we don't want to get banned. :)
Tune in!
To skip the fluff, go to the (31:13) mark. However, it's not advised!
Resources:
Noah’s Bandage Project,
Jen Gile, the KC Dancing Star,
Vote for Jen!,
The BMA Foundation Annual Dine and Dance with the Stars,
Road Trip (the movie),
Air Jordan 11,
Millennials made up the largest share of home buyers at 38% in 2019 (statistics),
Types of Mortgages,
Debt to Income Ratio,
Mortgage Closing Costs,
Spencer Lee is tougher than LeBron James,
Iowa Hawkeye Volleyball Record Books, and Kill Master Jen (Bell) Gile,
Iowa Hawkeye Volleyball #6 All-Time Kills Leader, Jen (Bell) Gile (Page 8),
Rep. Dan Crenshaw Eye Surgery, and **Update**
Jen's Walk-Up Song: Def Leppard - Pour Some Sugar on Me
Taylor's Walk-Up Song: Anderson Silva Walk Out Music - Ain't No Sunshine (by DMX)
Kyle's Walk-Up Song: Outkast - So Fresh, So Clean or Walking on the Moon - Shut Up and Dance
Jen Gile, Loan Officer (NMLS # 229511) - Fairway Independent Mortgage Corporation
Website,
Email,
Phone: 913-660-8371,
Taylor Nedrow, Sr. Mortgage Banker (NMLS # 584283) - Flat Branch Home Loans
Website,
Email,
Phone: 913-579-5938
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
From the publisher's feed