Upticks: How I Invest My Money

By Alex Martinez on November 11, 2026

What does a financial advisor actually do with his own money?

It is a natural question. Financial professionals spend their careers discussing saving, investing, taxes, retirement, and financial decisions with other people. But do those same principles show up in their own lives?

In this week’s solo episode of Upticks, Jake Falcon opens his personal financial playbook and explains how he and his wife, Rachel, organize their finances. The details are specific to their circumstances and should not be treated as recommendations for another household. The more useful lesson is the process behind those decisions.

For Jake, the investments come after the financial plan.

Build wealth independently from the business

Jake and Rachel are both business owners, but Jake does not want their ability to retire to depend on eventually selling either business.

Instead, they save as though they were traditional employees preparing for retirement independently of their companies.

That distinction is important for business owners. A company may eventually become a valuable asset, but its future sale price, timing, buyer demand, and the owner’s willingness to sell are uncertain.

Jake’s current goal is to retire at age 70. He also recognizes that the goal may change.

He rejects the idea that a financial plan should operate like a fixed roadmap. Markets will change, but more importantly, life will change. Family circumstances, goals, health, businesses, income, and priorities can evolve over decades.

The financial plan should be able to evolve with them.

Decide what money is supposed to accomplish

Jake describes money as a form of leverage.

If he can pay someone to perform a task while using that same time for work, family, or something he considers more meaningful, he is comfortable doing so.

That does not mean everyone should outsource the same things. Someone may genuinely enjoy maintaining a yard, working on a car, or completing projects around the house. Jake’s point is that spending should reflect what someone values.

That philosophy also appears in the household rules Jake and Rachel follow.

They generally try to keep vehicles for approximately 10 years. They pay their credit cards in full each month. And once their financial priorities have been funded, they are comfortable spending on things they value, including healthy food, fitness, books, golf, family experiences, and other priorities.

The objective is not simply to spend less. It is to spend intentionally.

Give each account a purpose

Jake’s finances include several different types of accounts, and each serves a different role.

He contributes to a workplace retirement account and also has traditional and Roth IRA assets. His largest individual account, however, is his taxable brokerage account.

Jake values that account because of its flexibility. Unlike a retirement account with specific tax and distribution rules, taxable brokerage assets may be available for a wider range of future needs.

He also uses a health savings account and generally allows those assets to remain invested rather than immediately reimbursing qualified medical expenses. That strategy requires careful recordkeeping and compliance with HSA rules, but Jake values the account’s potential long-term tax advantages.

His household maintains checking and high-yield savings accounts for shorter-term needs as well. The larger point is not that everyone needs Jake’s exact combination of accounts. It is that each account should have a reason to exist.

Let the financial plan determine the investments

Jake currently has significant stock exposure.

That decision reflects his personal circumstances. At age 45, with a stated retirement goal approximately 25 years away, he believes he has time before he needs a larger bond allocation.

He also keeps his investment approach relatively straightforward. He does not currently invest in residential rental properties, private equity, hedge funds, cryptocurrency, venture capital, or several other alternative investments he discusses during the episode.

None of those choices should be interpreted as universal recommendations.

Someone closer to retirement, dependent on portfolio withdrawals, uncomfortable with volatility, or facing different financial obligations could reasonably have a very different allocation.

The investment strategy should support the financial plan rather than forcing the financial plan to accommodate the investment strategy.

Start building the next generation’s financial foundation

Becoming a father has also changed the way Jake thinks about money.

He and Rachel established a 529 plan for their son, Bram, and Jake discusses the possibility of eventually using education savings as part of a broader family legacy.

He has also established a Trump Account for Bram and is evaluating other ways to begin building assets for him.

The details and tax rules surrounding these accounts matter, but the broader motivation is simple: Jake is thinking beyond his own retirement and considering what financial opportunities he and Rachel may be able to create for future generations.

At only a few months old, Bram has something particularly valuable on his side: time.

Save first, then spend intentionally

One of Jake’s clearest household principles is the order in which money is allocated.

He and Rachel determine how much needs to go toward their financial priorities, fund those priorities, pay their obligations, and then feel comfortable spending what remains.

That structure reduces the recurring question of whether every discretionary purchase is interfering with a long-term goal.

Jake also prefers investing money earmarked for annual savings relatively early when the cash is available rather than intentionally spreading those contributions throughout the year. He recognizes that markets can rise or fall after the investment is made.

That is his personal approach, not a universal rule. The appropriate contribution strategy depends on available cash, risk tolerance, income patterns, and individual circumstances.

Financial planning is an ongoing process

Jake reviews his financial plan multiple times throughout the year and separately reviews tax planning with his accountant. He also works with an attorney and insurance professional rather than attempting to manage every specialized financial issue himself.

Even though financial planning is Jake’s profession, he still relies on other professionals for areas outside his own arena. That may be the most useful lesson from his personal financial playbook.

A financial plan is not a collection of accounts, a portfolio allocation, or a document completed once and placed on a shelf. It connects money with the life someone wants to live.

Jake’s accounts, investments, spending, businesses, mortgage, family goals, and retirement timeline all look different when viewed individually. The financial plan gives those pieces a common purpose.

The goal is not to copy how someone else invests. It is to understand what your money needs to accomplish—and then build the financial plan around that answer.


📘 Get your complimentary guide to retirement

📩 Question for Jake and Cory?
Email Luke → luke@falconwealthadvisors.com

📰 Get Jake’s weekly blog

📱 Follow Jake and Cory

Subscribe to our channel!


Falcon Wealth Advisors is a group comprised of investment professionals registered with Hightower Advisors, LLC, an SEC registered investment adviser. Some investment professionals may also be registered with Hightower Securities, LLC (member FINRA and SIPC). Advisory services are offered through Hightower Advisors, LLC. Securities are offered through Hightower Securities, LLC.

This is not an offer to buy or sell securities, nor should anything contained herein be construed as a recommendation or advice of any kind. Consult with an appropriately credentialed professional before making any financial, investment, tax or legal decision. No investment process is free of risk, and there is no guarantee that any investment process or investment opportunities will be profitable or suitable for all investors. Past performance is neither indicative nor a guarantee of future results. You cannot invest directly in an index.

These materials were created for informational purposes only; the opinions and positions stated are those of the author(s) and are not necessarily the official opinion or position of Hightower Advisors, LLC or its affiliates (“Hightower”). Any examples used are for illustrative purposes only and based on generic assumptions. All data or other information referenced is from sources believed to be reliable but not independently verified. Information provided is as of the date referenced and is subject to change without notice. Hightower assumes no liability for any action made or taken in reliance on or relating in any way to this information. Hightower makes no representations or warranties, express or implied, as to the accuracy or completeness of the information, for statements or errors or omissions, or results obtained from the use of this information. References to any person, organization, or the inclusion of external hyperlinks does not constitute endorsement (or guarantee of accuracy or safety) by Hightower of any such person, organization or linked website or the information, products or services contained therein.

Click here for definitions of and disclosures specific to commonly used terms.

If You Want Disciplined Guidance

around the most important financial decisions of your life


REQUEST A PRIVATE STRATEGY CALL

Falcon Logo White
Falcon - Footer - Barrons

*Hightower has been named one of Barron’s 2026 Top 100 RIA Firms. Compensation was paid for the ability to use this logo in promotional materials. This rating was provided on September 11, 2026, by Barron’s. It covers the trailing 12-month period ending June 30, 2026. There was no compensation exchanged in consideration for the use of this rating. For more information, please visit https://www.barrons.com/advisor/report/top-financial-advisors/ria

1900 Shawnee Mission Pkwy, Suite 210 Mission Woods, KS 66205

Legal & Privacy | Web Accessibility Policy

Form Client Relationship Summary ("Form CRS") is a brief summary of the brokerage and advisor services we offer.
HTA Client Relationship Summary
HTS Client Relationship Summary

Advisory services offered through Hightower Advisors, LLC. Commissionable securities offered through Hightower Securities, LLC, Member FINRA/ SIPC. Hightower Advisors and Hightower Securities are affiliated entities. Brokercheck.finra.org

© 2026 Hightower Advisors. All Rights Reserved.