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Thriving in Overemployment: Balancing Two Careers for Success

  • Consumer reporting companies (CRCs)

    Consumer reporting companies (CRCs)

    Every loan application, rental agreement, even a video game subscription, contributes to your file in shadowy consumer reporting companies (CRCs). These reports influence various aspects of your life, from securing a loan to finding an apartment. While they serve a purpose, understanding and managing your information within them is crucial for financial health and privacy….

  • Going Dark on LinkedIn

    Going Dark on LinkedIn

    LinkedIn serves as a digital resume and a platform for professional networking. However, for overemployed individuals, it can also become a source of unwanted attention and potential conflicts. Why Consider Going Dark on LinkedIn? Maintaining Privacy and Confidentiality Overemployed professionals often need to keep their multiple roles discreet to avoid conflicts of interest or contract…

  • The checklist when leaving a company

    The checklist when leaving a company

    Leaving a job, whether by choice or circumstance, marks a significant milestone in one’s career. For overemployed the transition requires meticulous planning and understanding of the offboarding process to ensure a smooth exit and to safeguard one’s professional future. Timely Actions for a Seamless Transition Update Your Personal Information: Before your last day, ensure that…

  • Health Insurance After Job Loss

    Health Insurance After Job Loss

    Losing your job is a significant life event, especially when it brings the added complication of losing your health insurance. For those who are overemployed—working multiple jobs—this situation can be especially complex. The loss of health insurance is recognized as a qualifying life event, which opens a special enrollment period allowing you to enroll in…

  • Overemployment Friendly Jobs

    Overemployment Friendly Jobs

    Overemployment friendly jobs are the ideal jobs that strike a balance between flexibility, creativity, and minimalistic meeting culture, all while allowing for remote work. Software Engineers / Application Architects Software engineering stands out as a prime OE-friendly career. It encompasses designing, developing, and maintaining software, with a significant portion of the work being independent and…

  • How to Manage Conflicting Meetings

    How to Manage Conflicting Meetings

    Navigating the complexities of multiple job schedules can be challenging, especially when it comes to managing conflicting meetings. Proactive SchedulingPrevention is better than cure. When you have control over your schedule, try to avoid conflicts in the first place. Be proactive in setting your availability, considering the different time demands of your jobs. Use scheduling…

  • Optimizing Your Computer Setup for Overemployed

    Optimizing Your Computer Setup for Overemployed

    Managing different roles requires not just skill and time management, but also a well-thought-out computer setup. Using Company-Provided Laptops: A Word of Caution Most companies provide laptops for remote work, and it’s crucial to use them exclusively for the job they are meant for. Mixing usage between different company laptops or using your personal computer…

  • I made $828,270 from working two jobs in 2023

    I made $828,270 from working two jobs in 2023

    As the 2023 tax season comes to an end, I find myself sitting at my desk, surrounded by a pile of financial statements, various tax forms, and my trusty calculator. It’s that time of the year again, where I need to sort out my taxes. I start to go through all my financial documents, and…

  • The Essentials of Using a VPN with Mobile Routers

    The Essentials of Using a VPN with Mobile Routers

    Occasionally, you may find yourself required to go into an office for one of your roles, possibly needing to use your other job work laptop on-site. In such scenarios, a reliable VPN becomes even more crucial. A VPN ensures that your work remains protected and your online activities are encrypted, regardless of the network’s origin….

  • The Hidden Pitfall of Having Multiple Healthcare Plans

    The Hidden Pitfall of Having Multiple Healthcare Plans

    Firstly, it’s essential to grasp what an HSA is. An HSA is a tax-advantaged account designed for individuals with a High-Deductible Health Plan (HDHP). It lets you save money, free from federal taxes, to pay for qualified medical expenses. The allure of an HSA is in its triple tax advantage: your contributions are tax-deductible, the…

  • Maximizing 401(k) Investments with Multiple Jobs

    Maximizing 401(k) Investments with Multiple Jobs

    Understanding the Annual Contribution LimitThe most crucial aspect to consider is the 401(k) contribution limit set by the IRS. For 2024, the maximum amount an individual can contribute is $23,000. It’s important to remember that this limit applies across all your 401(k) accounts combined, not per job. So, if you’re contributing to two 401(k)s, you…

  • Kickstarting Your Financial Year

    Kickstarting Your Financial Year

    As we welcome a new year, it’s the perfect time to reassess and strategize financial planning. This post will dive into three key strategies: Backdoor Roth IRAs, 529 Education Savings Plans, and front-loading 401(k) contributions. These tactics can significantly impact your financial health. The Backdoor Roth IRA: A Tax-Efficient Strategy Understanding the Basics: Roth IRAs…

  • A surprise call from a health insurance company

    A surprise call from a health insurance company

    One day I received an unexpected call from a health insurance company that left me navigating the intricacies of insurance coordination, all while maintaining the utmost respect for HIPAA regulations. The Surprise Call One day, my phone rang, and the caller ID displayed the name of a health insurance company. Curiosity piqued, I answered the…

  • Healthcare: HDHP vs. PPO Plans Explained

    Healthcare: HDHP vs. PPO Plans Explained

    Today, I’d like to discuss a topic that, while not directly related to being overemployed, is essential knowledge for every professional. Choosing the right health insurance plan can be a hard task, especially with the array of options available today. Two common types of plans are High Deductible Health Plans (HDHPs) and Preferred Provider Organizations…

  • Mastering the Two-Phone Strategy

    Mastering the Two-Phone Strategy

    Introduction In the world of overemployment, maintaining a clear boundary between multiple jobs is not just a preference; it’s a necessity. Today, we’re diving into a critical aspect of this balancing act: using two separate phones. This strategy ensures a distinct separation of concerns, helping overemployed professionals manage their roles efficiently and securely. The Importance…

  • Navigating the Tax Labyrinth of Multiple Jobs

    Navigating the Tax Labyrinth of Multiple Jobs

    Understanding Double SSN Withholdings When you are employed by more than one employer, each of them withholds taxes from your paycheck, including contributions to Social Security. However, there’s a cap on how much Social Security tax you should pay in a year. Overemployed individuals often unintentionally exceed this limit, as each employer withholds Social Security…

  • A Tale of Seeking, Finding, and Embracing Overemployment

    A Tale of Seeking, Finding, and Embracing Overemployment

    The Quest Begins It all started with a realization that my current job, while stable, no longer fulfilled my professional aspirations or financial needs. Eager for a change and hungry for new challenges, I began the search for the perfect job that would align with my skills, interests, and long-term goals. The Preparations Preparing for…

  • Double the jobs, double the security?

    Double the jobs, double the security?

    Why overemployment is the ultimate safety net in a volatile job market The traditional one-job life feels… archaic, doesn’t it? In today’s economic rollercoaster, relying on a single employer feels like balancing on a tightrope over a pit of uncertainty. Enter the burgeoning trend of overemployment: juggling multiple remote jobs to diversify your income and,…

  • Your guide to the overemployment!

    Your guide to the overemployment!

    Welcome to the exciting, ever-evolving world of overemployment! If you’re tired of the traditional 9-to-5 grind and ready to unlock your earning potential while mastering new skills, then you’ve come to the right place. Buckle up, because we’re about to dive into the ins and outs of this unconventional career strategy, exploring its benefits, challenges,…