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Left Brain Thinking

Left Brain Thinking

By: Brian Dress
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Left Brain Thinking highlights the securities analysis of Left Brain Investment Research and the logical approach that the firm brings to creative investment ideas. Each week, you'll get Left Brain's take on specific stocks and bonds. Tune in to experience the disciplined decision-making and independent thinking that powers the firm's search for profitable investment opportunities. Economics Personal Finance
Episodes
  • What Happens If You're Wrong? Managing Concentrated Company Stock | Fundamentals of Investing
    May 30 2026

    In this episode of Fundamentals of Investing, Brian Dress and Noland Langford tackle one of the most common (and most overlooked) financial challenges facing corporate executives: what to do when your company stock becomes a dominant part of your net worth.

    They cover the full picture of equity exposure (RSUs, stock options, ESPP, deferred comp, and 401(k)), walk through the real math of concentration risk, and offer a practical framework for when and how to start diversifying, including how to think about the tax implications without letting them drive the decision.

    Topics covered:

    - Why high concentration is so common among executives (and why it often goes unexamined)
    - How to stress-test your position before the market does it for you
    - Long-term capital gains vs. ordinary income: what the rates actually mean for your decision - Dollar-cost averaging out: the simplest path to reducing concentration over time
    - The lifetime financial model: a framework for making the decision analytically, not emotionally

    Resources mentioned:

    [Watch the episode on YouTube here →] https://youtu.be/nT2NpdtIa1Q

    [Download the free Executive's Guide to Equity Compensation →] https://leftbrainwm.com/theexecutiveguide

    [Book a free 30-minute review with Brian →] https://tinyurl.com/Book30MinutesWithLeftBrain

    Full Disclosure

    No Client or potential client should assume that any information presented or made available on or through this video should be construed as personalized financial planning or investment advice. Personalized financial planning and investment advice can only be rendered after engagement of the firm for services, execution of the required documentation, and receipt of required disclosures. The content is developed from sources believed to be providing accurate information. The information in this material is not intended as tax or legal advice. It may not be used for the purpose of avoiding any federal tax penalties. Please consult legal or tax professionals for specific information regarding your individual situation.

    Additional information about Left Brain is available in its current disclosure documents, Form ADV, Form ADV Part 2A Brochure, and Client Relationship Summary (Form CRS), which are available online via the SEC's Investment Adviser Public Disclosure (IAPD) database at www.adviserinfo.sec.gov/firm/summary/170348.

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    30 mins
  • Your Stock Is Down. Here's What Executives Actually Do About It.
    May 15 2026

    I n this episode, Left Brain Wealth Management CEO Noland Langford and Director of Research Brian Dress address one of the most painful and underserved situations in executive finance: your concentrated company stock position is falling — and you don't know whether to act or wait.

    Noland and Brian walk through the psychology of why executives get stuck, the real options available beyond "sell everything or do nothing," and the practical steps you can take right now — even if you're not ready to make a big move yet.

    Topics covered:

    • The emotional weight of watching your net worth decline in real time

    • Why company loyalty becomes a financial liability at the wrong moment

    • The tax reality of RSUs: ordinary income on the way in, capital loss on the way out

    • The anchoring trap and how to reframe your thinking

    • How to talk to your spouse about this before it becomes a crisis

    • What documents to bring to a first advisor meeting

    • Questions every executive should ask a potential financial advisor — and the red flags that disqualify one

    Resources mentioned:

    • Book a free 30-minute call with Brian Dress: https://tinyurl.com/Book30MinutesWithLeftBrain

    • The Executive's Guide to Managing Company Stock (free e-book): https://leftbrainwm.com/theexecutiveguide

    • Left Brain Wealth Management: leftbrainwm.com | 630-517-9300

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    36 mins
  • The Diversification Trap Nobody Sees Coming
    May 1 2026

    If you work at a publicly traded company and receive any form of equity compensation, RSUs, stock options, ESPP, or deferred comp, this episode is for you.

    Brian Dress and Noland Langford walk through the executive diversification trap: how concentration in employer stock builds gradually, why it is so hard to act on, and what a structured plan to address it actually looks like.

    Topics covered:

    • How a $200K salary can represent $6 million or more in future earnings power
    • Golden handcuffs: what they are and what they cost you
    • The FOMO psychology that keeps executives stuck on both winners and losers
    • Why selling everything at once is almost never the right answer
    • Deferred compensation: the most underused executive benefit
    • How to think like an investor, not an employee

    Resources mentioned:

    Watch the full episode here via YouTube: https://youtu.be/-urw560-Sts

    Executive's Guide to Company Stock: https://leftbrainwm.com/theexecutiveguide

    May 27 Estate Planning Webinar (free, recording available): https://tinyurl.com/May27EstatePlanningWebinar

    Schedule a no-cost, no-obligation consultation: https://tinyurl.com/Book30MinutesWithLeftBrain

    Left Brain Wealth Management. Independent, Objective, Unbiased.

    Investing involves risk, including the possible loss of principal and fluctuation of value. Past performance has no guarantee of future results.

    This video is not intended to be relied upon as a forecast, research or investment advice, and is not a recommendation, offer or solicitation to buy or sell any securities or to adopt any investment strategy. The opinions expressed are as of the date noted above and may change as subsequent conditions vary. The information and opinions contained in this video are derived from proprietary and nonproprietary sources deemed by Left Brain Wealth Management, LLC ("Left Brain") to be reliable, are not necessarily all-inclusive and are not guaranteed as to accuracy. As such, no warranty of accuracy or reliability is given and no responsibility arising in any other way for errors and omissions (including responsibility to any person by reason of negligence) is accepted by Left Brain), its principals, employees, agents or affiliates. This video may contain "forward-looking" information that is not purely historical in nature. Such information may include, among other things, projections, and forecasts. There is no guarantee that any forecasts made will materialize. Reliance upon information in this video is at sole discretion of the reader.

    Please consult with your Left Brain financial advisor to ensure that any contemplated transaction in any securities aligns with your overall investment goals, objectives and tolerance for risk. In addition, please note that Left Brain, including its principals, employees, agents, affiliates and advisory clients, may have positions in one or more of the securities discussed in this communication or effect transactions contrary to the views expressed in this communication based upon individual or firm circumstances. Any decision to effect transactions in the securities discussed within this communication should be balanced against the potential conflict of interest that Left Brain has by virtue of its investment in one or more of these securities.

    Additional information about Left Brain is available in its current disclosure documents, Form ADV, Form ADV Part 2A Brochure, and Client Relationship Summary (Form CRS), which are available online via the SEC's Investment Adviser Public Disclosure (IAPD) database at www.adviserinfo.sec.gov/firm/summary/170348.

    Left Brain is neither an attorney nor an accountant, and no portion of this content should be interpreted as legal, accounting or tax advice. Left Brain does not provide investment banking services nor engages in principal or agency cross transactions.

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    26 mins
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