Money Matters Archives - Overemployed

Why Being Overemployed Will Save You From Overworking

On October 18, 2021 By Chloe T. In Corporate Life, Featured Posts, Financial Freedom, Money Matters, Multiple Remote Work

Overemployed is not overworking. Positive side effects of having two remote jobs – you work less.

Health Insurance With Multiple Jobs

On October 11, 2021 By Isaac P. In Family & Kids, Money Matters, Multiple Remote Work, Strategies

Worried about health insurance with multiple jobs? This article breaks down how you can have overlapping health insurance plans and more.

Strategies to Prevent Burnout Working Two Jobs

Strategies to Prevent Burnout While Overemployed

On October 4, 2021 By Chloe T. In Family & Kids, Multiple Remote Work, Tactics

Maintaining concentration and focus are some of the key strategies to prevent burnout while working two jobs.

The Overemployed Way: Earn Sustainably, Live A Rich Life

On September 13, 2021 By Isaac P. In Family & Kids, Featured Posts, Money Matters, Multiple Remote Work, Strategies

Welcome to the very first Overemployed Day on September 13th, a week after Labor Day. Thanks to the Pandemic, we finally had the chance to re-examine our relationship with work. As a result, the Great Unplugging is happening. Let’s spend this week reflecting on the history behind Labor Day, dispel …

401k and benefits while moonlighting multiple jobs

Maximizing 401Ks And Benefits While Moonlighting Multiple Jobs

On August 23, 2021 By Isaac P. In Money Matters, Money Strategy 101, Taxes

Maximize 401K and other employer-provided benefits while 2X-ing.

Early Financial Independence With Multiple Remote Jobs

On June 26, 2021 By Isaac P. In Featured Posts, Financial Freedom, Money Matters

With multiple remote jobs, you can achieve early financial independence by saving half your paychecks while splurging on $8 vanilla lattes and dream vacations. No need to pinch pennies; work and live anywhere in the world. Just beware of tax consequences and plan accordingly. Too good to be true? Let’s …

Taxes with Multiple Jobs – Top 5 Surprises

On May 24, 2021 By Isaac P. In Featured Posts, Money Matters, Taxes

Love it or hate it, taxes is part of life. However, taxes with multiple jobs is tricky, especially with high-paying jobs involving equity compensation like employee stock purchase programs (ESPPs), restricted stock units (RSUs), and Incentive Stock Options (ISOs) — all very common in tech. Now throw in some 1099 …