Monday Morning Jumpstarts

The transition to a life as a well-paid writer can be filled with twists and turns. Make sure you’re hitting your goals and going after what’s truly going to make you happy with weekly motivation and check-ins.

Watch for new episodes every Monday in The Writer’s Life. Click on the links below to watch previous episodes.

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Monday Morning Jumpstart: Ego

This episode of Monday Morning Jumpstart challenges the belief that ego is inherently bad, explaining why freelance writers actually need a healthy ego to build confidence, pitch high-value clients, and charge what they are truly worth.

Monday Morning Jumpstart: Necessary Lies

This episode of Monday Morning Jumpstart, Ted and Jade examine the self-limiting stories we tell ourselves for comfort, helping you recognize when these "necessary lies" are holding you back from making true progress.

Monday Morning Jumpstart: Money

This episode of Monday Morning Jumpstart unpacks your psychological relationship with money and offers strategies to reframe that mindset so you can confidently price your work and build a profitable writing career.

Monday Morning Jumpstart: Fear

This episode of Monday Morning Jumpstart explores the roots and reality of fear in the writing process, offering practical insight to help writers understand their hesitation and confidently take the next step in their careers.

Monday Morning Jumpstart: How to Finish What You Start and Avoid Regret

Do you buy courses, take certifications, or start projects … and then let them sit unfinished? In this episode of Monday Morning Jumpstart, AWAI’s Chief Success Officer Ted Capshaw and Director of Training Jade Trueblood tackle one of the biggest hurdles aspiring writers face: lack of determination and the looming shadow of regret.

Monday Morning Jumpstart: Don’t Wait for the New Year — Start Winning Now

New year, new you? Nope. In this episode of Monday Morning Jumpstart, AWAI’s Chief Success Officer Ted Capshaw and Director of Training Jade Trueblood flip the script on the classic “finish strong” mindset. If you feel pressure to cram productivity into the final months of the year … it may be a sign that what you really need is consistency — not a heroic sprint.

Monday Morning Jumpstart: How to Stop Feeling Like an Imposter and Take Action

Feeling like an imposter can stop you from pursuing the writing career you want, but it doesn’t have to. In this episode of Monday Morning Jumpstart, AWAI Director of Training, Jade Trueblood and Ted Capshaw tackle imposter syndrome head-on. They reveal why most writers experience it, where it really comes from, and how to finally push past it.

Monday Morning Jumpstart: Why Writers Should Stop Fearing AI – and Start Using It

AI isn’t replacing writers — but refusing to use it could hold you back. In this episode of Monday Morning Jumpstart, AWAI President Rebecca Matter and Director of Training, Jade Trueblood tackle the fear and misconceptions around AI head-on. They show you why AI isn’t a threat to your creativity, but a powerful tool you can use to work smarter, faster, and with more confidence.

Monday Morning Jumpstart: Become the Writer They Can’t Replace

Writers, AI isn’t taking your job — but it is changing the rules of the game. In this Monday Morning Jumpstart, AWAI President Rebecca Matter and Director of Training, Jade Trueblood reveal what separates writers who thrive from those who get left behind. Hint: It’s not what you think.

Monday Morning Jumpstart: AI, Fear, and the Future of Writing

Writers, the future is calling—and it’s filled with questions. How will AI change the writing world? What does it really mean for your career? In today’s Monday Morning Jumpstart, AWAI President Rebecca Matter and Director of Training Jade Trueblood explore the conversations every writer is having—and separate fear from fact.

Monday Morning Jumpstart: We Believe Part 2 – 5 Core Beliefs for Writer Success

Writers, what does it really take to create a fulfilling writer’s life? In today’s Monday Morning Jumpstart, AWAI co-founder and CEO Katie Yeakle and AWAI Director of Training Jade Trueblood continue the “We Believe” series, exploring the final five principles that guide how AWAI trains, supports, and inspires writers.

Monday Morning Jumpstart: We Believe – 4 Core Beliefs for Writer Success

Writers, what separates those who thrive from those who struggle? In today’s Monday Morning Jumpstart, AWAI CEO and co-founder Katie Yeakle sits down with Jade Trueblood to kick off the “We Believe” series, exploring the mindset that can transform your writer’s life — and why embracing it can open doors you didn’t even know existed.

Monday Morning Jumpstart: How Big Ideas Create Big Opportunities

Creating the life you want often comes down to your ideas — and how big you’re willing to think.

Monday Morning Jumpstart: Overcome the Fear of Starting

Get ready to get off the starting block … and into the well-paid writing game … In this Monday Morning Jumpstart, AWAI President, Rebecca Matter, and Director of Training, Jade Trueblood, help you identify and overcome the fears that can keep you stuck on the starting block when pursuing new opportunities. From overcoming the paralysis of having too many tasks to picking the easiest win that will get you in the game, you’ll learn how to break through your mental blocks and start moving forward.

Monday Morning Jumpstart: Creating Multiple Income Streams

Copywriting isn’t just about trading hours for dollars… It can open up numerous ways to make money and build a life you love. From diversifying your income to taking control of your time, Rebecca Matter, president of AWAI, shares in today’s Monday Morning Jumpstart how mastering copywriting could lead to multiple income streams and career flexibility.

Monday Morning Jumpstart: Copywriting — a Financially Valuable Skill

Copywriting can transform your life and earning potential in more ways than most aspiring writers realize. In today’s Monday Morning Jumpstart, AWAI’s director of training, Jade Trueblood, sits down with Rebecca Matter, president of AWAI, to explore the wide variety of opportunities the skill of copywriting can bring.

Monday Morning Jumpstart: Regret

In today’s Monday Morning Jumpstart, AWAI Chief Success Officer, Ted Capshaw, and Director of Training, Jade Trueblood, talk about regrets head on and the impact focusing on the past (rather than the future) can have on your success. Ted also shares his top tip for using regret to propel action.

Monday Morning Jumpstart: Your Story

In today’s Monday Morning Jumpstart, AWAI Chief Success Officer, Ted Capshaw, and Director of Training, Jade Trueblood help you define YOUR story … so you can keep moving forward with ease.

Monday Morning Jumpstart: Business is a Journey of Self

In today’s Monday Morning Jumpstart, AWAI Chief Success Officer, Ted Capshaw, and Director of Training, Jade Trueblood, talk about how self-improvement impacts all aspects of your life, including your writing business.

Monday Morning Jumpstart: Business and Personal Are One

In today’s Monday Morning Jumpstart, AWAI Chief Success Officer, Ted Capshaw, and Director of Training, Jade Trueblood, talk about the intersection of your business and personal life… and how unifying the two can MAXIMIZE your outcome in both areas.

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