This book is for working professionals who are trying to figure out

  1. if they should pursue a second job 
  2. how to go about finding a second job 
  3. how to maximize their performance at two or more jobs. 

Others that would benefit from this book are:

University students, blue-collar professionals, and stay-at-home parents who are thinking about outside work to supplement their income or fulfill their professional dreams and goals.


Over the last couple of years, the pandemic, job loss, the great resignation, and rising inflation and cost of living, interest in and information about side gigs and the gig economy has exploded. However, 99% of that information focuses on what side gigs to do and how to do them. There is almost nothing about how to integrate that side job into your current personal and work life, so that it is not just a side gig, but a powerful tool to help accomplish your financial and career goals.

That’s where this book comes in. With practical advice and an insider’s perspective on how businesses work and manager’s think, this guide will help people not just start one of these side gigs but thrive in it while not letting their primary job and primary relationships suffer.

Regardless of what kind of second job you take on, this book will guide you through the process to minimize mistakes and maximize your performance in both jobs, so that, while there ARE risks, you will be aware and able to plan for and overcome them, so that your second-job journey is a productive and successful one. 

Key Features:

Many people assume that working for the same company for many years provides job security. In this book we show them what really provides job security: improving and maintain their performance at their first job in order to build trust with their first employer all while doing the same with a second job, so they can obtain true security.

It’s a handbook to help professionals navigate pitfalls that HR sets up to impede the person from having a second job.

With this book employees can understand how to jump start their second career, whether it’s a business or a second full-time/part-time job. There are many articles that tell you how to get a second job, and even on what kinds of “side-gigs” you can try, but not how to maintain your performance in that second job.

Chapter Outline:


The introduction introduces you to our story, why we wrote the book, what we hope it accomplishes, and who its for.

Section I: Setting the Stage

This first 5 chapters give readers a “behinds-the-scenes” look at the realities of workplaces from the HR perspective and addresses all the things the reader will want to know BEFORE they begin a second job.

Chapter 1: Is a Second Career Right for You?

Chapter 1 will give readers a better sense of how to view their job, their reason for doing those jobs, and how their manager sees them. Too often our decisions regarding money, job security, and careers are skewed by our fears. This chapter will put those concerns in their proper place, so readers can make better decisions and see those big forces not just from their own perspective, but from the perspective of employers.

Chapter 2: Getting in the Mind of Management

This chapter will guide you through gaining and maintaining your manager’s confidence and trust by uncovering what  managers really want from their employees: time or productivity.

Chapter 3: Speaking the Language of Managers

Earning your manager’s trust is step one, then you’ll need to know how best to approach management with your second job. This chapter prepares readers for making that pitch to ensure their employer’s buy-in and support on their second job.

Chapter 4: Legal Matters

This chapter prepares our audience for all the legal matters they’ll need to consider and how the various laws, contracts, and policies will impact their decision to get a second job.

Chapter 5: Taxes

Because taxes vary so much from country to country and year to year, this is a general guide to eliminate any unknown unknowns, so that our readers will be able to start their second job having prepared for how to reduce their tax liability and avoid any tax surprises rather than learning by trial and error as they go. We address tax brackets, tax liability, business tax, how taxes affect different kinds of employment and the pros and cons of incorporating as different types of businesses.

Chapter 6: Health Insurance

This chapter guides readers on how to make the best decisions to maximize health coverage and saving money when they have access to health insurance from two, or more, different employers.

Section II: Your Employer’s Concerns

These two chapters address how to prepare for and address your employers two major concerns and avoid risking your primary job when starting a second job.

Chapter 7: Understanding and Avoiding Conflicts of Interest

This clarifies what conflicts of interest are, their consequences, and how to avoid them.

Chapter 8: Intellectual Property

Here we address intellectual property concerns and how to make sure you are not doing anything that will either endanger your job or endanger your ability to reap the rewards of your work in your second job.

Section III: The Art of Serving Two Masters

Here’s where we get into the step-by-step advice on how to maintain high performance and succeed at both jobs.

Chapter 9: Avoiding Exhaustion

This chapter addresses the harsh reality of trying to accomplish more with the same number of hours a day. It includes practical advice and steps on how to manage your time, what you SHOULDN’T cut out, and how to decide what to cut out to devote the necessary time to your second job. It also addresses managing stress and avoiding burnout.

Chapter 10: Distractions

This chapter provides practical advice on how to not only stay focused but to both be AND appear productive, to maintain not just your performance, but your reputation.

Chapter 11: Taking the Plunge

This chapter gets into the nitty gritty of clarifying your purpose in getting a second job, how to decide what kind of second job to get, skills that will help you get that second job, and the goal-setting and time-management skills that will make sure you succeed at both.

Chapter 12: The Secret of Serving Two Masters…

The secret to serving two masters is to learn to be your own master. This chapter outlines how to be a manager to yourself including how to find and align your jobs with your life’s purpose, how to conduct performance reviews with yourself, and how to start and keep improving in your jobs and in your life.

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