Home Podcasts Upticks: A Financial Planning & Investment Podcast
Upticks: A Financial Planning & Investment Podcast

Upticks: A Financial Planning & Investment Podcast

Jake Falcon 418 Episodes Oct 7, 2026

Upticks is a financial planning and investment podcast hosted by Jake Falcon and Cory Bittner, both CRPCs. The show explores the philosophy of wealth management, covering tailored retirement plans, tax strategies, and timely market topics. Episodes aim to make financial concepts understandable and help listeners improve their financial literacy. The podcast also includes a disclaimer that securities are offered through HighTower Securities, LLC, member FINRA/SIPC, while HighTower Advisors, LLC is an SEC-registered investment adviser.

Episodes

5% Treasuries, Higher Rates, and Is Your Home Really an Investment?
5% Treasuries, Higher Rates, and Is Your Home Really an Investment? Oct 7, 2026 36:38 The 10-year Treasury yield is above 5%. Does that mean retirees should reduce stock exposure and rely more heavily on bonds? In this episode of Upticks, Jake and Cory discuss why an attractive Treasury yield does not automatically eliminate the need for diversification. They examine liquidity, interest-rate risk, bond ladders, long-term growth, and the different purposes served by stocks, bonds, a
How Much Should Your Adult Kids Know About Your Money?
How Much Should Your Adult Kids Know About Your Money? Sep 30, 2026 36:50 How much information should parents share with their adult children about money, estate plans, accounts, and a possible inheritance? In this episode of Upticks, Jake and Cory discuss how to prepare family members to step in without revealing every dollar or encouraging someone to depend on a future inheritance. They explore what a spouse or adult child should know, what may reasonably remain priva
The Fed Raised Rates. Should You Change Your Financial Plan?
The Fed Raised Rates. Should You Change Your Financial Plan? Sep 23, 2026 37:39 What should someone approaching retirement do after the Federal Reserve raises interest rates? Jake and Cory agree that a single Fed decision should not automatically cause someone to abandon a thoughtfully constructed financial plan. They disagree, however, about how much influence monetary policy has over inflation, consumer behavior, housing prices, and broader financial conditions. In this epi
529 Plans, Trump Accounts, and Why the Financial System Feels Rigged
529 Plans, Trump Accounts, and Why the Financial System Feels Rigged Sep 16, 2026 36:01 How can parents and grandparents give the next generation a stronger financial starting point? Is the financial system truly rigged—or does it simply reward people who already own assets? And should investors take extraordinary cryptocurrency and national-debt predictions seriously? In this episode of Upticks, Jake shares what he learned from opening a 529 plan and Trump Account for his newborn so
Socialism, the Fed, and the Hidden Costs of Real Estate Investing
Socialism, the Fed, and the Hidden Costs of Real Estate Investing Aug 19, 2026 37:43 Can the economics of socialism be discussed without becoming partisan? Should the Federal Reserve hold interest rates steady? And does residential real estate offer the returns many investors assume? In this episode of Upticks, Jake and Cory discuss why affordability has made simple political promises more appealing, how monetary policy and consumer behavior interact, and why real estate returns s
401(k) Rollovers, Private Equity, and Roth Conversions
401(k) Rollovers, Private Equity, and Roth Conversions Aug 13, 2026 27:31 What should you do with a 401(k) after leaving an employer? Should private equity be included in workplace retirement plans? And when does a Roth conversion deserve consideration? In this episode of Upticks, Jake and Cory discuss three financial decisions that are often treated as automatic answers. They explain why each choice should instead be evaluated within the context of an individual financ
Leverage, Concentrated Stock, and Is Early Retirement Overrated?
Leverage, Concentrated Stock, and Is Early Retirement Overrated? Aug 7, 2026 32:12 What happens when leverage, confidence, and speculation collide? Jake and Cory begin this episode by discussing a highly leveraged hedge fund and the risks of investing with borrowed money. They also explain how options strategies may help executives manage concentrated company stock before turning to a deeper question: Is retiring as early as possible really the right goal? The conversation explo
20 Years of Retirement Planning Taught Me These 5 Things
20 Years of Retirement Planning Taught Me These 5 Things Jul 30, 2026 17:35 What separates a successful retirement plan from one that's simply invested? In this solo episode of Upticks, Jake shares five practical lessons he's learned from more than 20 years of helping clients prepare for retirement. He explains why financial organization, tax planning, flexibility, and aligning your investments with your personal goals often matter more than chasing market performance. Wh
When Money Stops Changing Your Life
When Money Stops Changing Your Life Jul 24, 2026 39:13 In this episode, Jake and Cory begin by revisiting the growing conversation around private investments inside 401(k) plans and why they remain skeptical of the trend. They also discuss the rise of index investing and understanding what you own. They debate whether high earners should own vacation homes, when renting may make more sense than buying, and ways lifestyle decisions can have a bigger im
What Can Really Put Retirement at Risk?
What Can Really Put Retirement at Risk? Jul 17, 2026 31:35 In this episode, Jake and Cory react to a listener-submitted article about proposed 401(k) changes that could make private equity and other alternative investments more accessible. They explain why they believe retirement plans should stay simple and discuss the risks of adding complexity to long-term investing. The conversation then turns to retirement planning, including a debate on the biggest
Smart People Can Make Terrible Investment Decisions
Smart People Can Make Terrible Investment Decisions Jul 10, 2026 38:14 In this episode, Jake and Cory dig into reasons smart, successful people still make bad investment decisions. Pointing to recency bias, overconfidence, and financial media that markets fear and greed instead of sound strategy.  They break down their belief of compound interest (not stock picking) being a better path to retirement, and ways "save first, spend second" can solve more money problems t
Reasons People Can Go Broke Trying to Look Rich
Reasons People Can Go Broke Trying to Look Rich Jul 2, 2026 34:46 What does financial freedom really look like? Are we chasing wealth or just the appearance of it? In this episode, Jake and Cory dive into the psychology behind money decisions, from homeownership and lifestyle inflation to raising financially independent children and resisting the urge to keep up with the Joneses.  The conversation also tackles a question many parents wrestle with: when does help

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