CypherCon 2024

Should you Quit Your Day Job?: 10 Tips for New and Wannabe Entrepreneurs

Terra L. Fletcher


Many of us daydream about quitting our jobs to focus on our startup, app, or other tech business. Too often, though, we need help figuring out how to get from where we are to that daydream. Maybe you’ve already taken the leap and are knee-deep in, “What do I do next?” Join Terra L. Fletcher, award-winning entrepreneur and author of “Flex the Freelance: An Unconventional Guide to Quit your Day Job,” as she explains how and when to quit your job. Terra has collected the most common questions and pitfalls from countless experienced business owners, so you don’t have to learn the hard way. By the end of this session, you’ll be able to identify the critical steps toward quitting your day job and understand how to launch thoughtfully and successfully. We’ll cover how to charge what you’re worth, when to say no, and how to position yourself in the market. You’ll want to know these ten tips before you print your business cards or even create a new social media account.

Terra L. Fletcher

Quit your day job?!

Terra L. Fletcher is the marketing speaker, author, and Fractional CMO who talks about communication, branding, and marketing (everything from thought leadership to social media management, personal branding, and marketing for talent attraction). She is the founder of Fletcher Consulting and the author of three books, including “Flex Your Communication: 47 Tips for Every Day Success at Work,” “Flex the Freelance: An Unconventional Guide to Quit Your Day Job,” and the soon-to-be-released “Flex Your Marketing.” As a business builder since 2007, Terra’s strategies have benefited individuals, nonprofits, and public and private companies. When she’s not busy speaking or writing, you can find Terra painting, kayaking, or studying ads.