About My Life, I Guess
From navigating job searches, learning new skills, overcoming unemployment, and dealing with debt, My Life, I Guess has been a go-to resource for career guidance and financial stability since 2013.
This is My Life, I Guess…
Meet Amanda Kay
Hiring Coordinator, Syndicated Career Journalist, Founder of My Life, I Guess
Hi, I’m Amanda Kay! As a hiring coordinator and former employment specialist with over a decade of experience, I’ve skillfully navigated the complexities of the job market. From overcoming challenges like leaving a toxic “dream job” to dealing with unemployment and wrongful termination, my firsthand encounters equip me with unique insights to guide and inspire others facing similar career hurdles.
As the owner and author of My Life, I Guess, founded in 2013, I openly share my expertise, with a focus on the human aspect of personal finance and career development. I have personally assisted over 3,500 individuals like you with finding jobs, creating resumes, changing careers, learn new skills, and bettering their lives.
My expertise and relatable approach have been featured in trusted publications such as the AP Newswire, MSN, Credit.com, Yahoo! Finance, The Ladders, and Fairygodboss.
What You’ll Find on My Life, I Guess
This is the story of My Life, I Guess
Who you get your information from matters, so let me tell you a little more about me and the history of this site.
The short version is that my first “real” job after graduating turned out to be a complete nightmare. To cope, I started blogging about what I was going through. What it was really like being unemployed. How humiliating it was to apply for minimum-wage jobs and then not even get an interview. And what all that meant to my finances.
Unsurprisingly, I found a lot of people who could relate. So, I kept writing and decided to take this little hobby blog (which started in July 2011) a little more seriously.
In April 2013, My Life, I Guess debuted.
Between dead-end jobs, unemployment, underemployment, and a miserable work experience, I spent most of my 20s and 30s job-searching, desperate to find the right fit. Little did I know how valuable spending all that time applying for jobs (and writing about it) would actually be. Or that it would teach me the skills and experience I needed to finally find the right career path for me.
In 2018, I was hired as an Employment Specialist. I helped other people find jobs, was paid to write resumes, match job seekers with open vacancies, and give other unemployed and under-employed people the same advice and encouragement that I had been getting myself. And naturally started writing more about it, too.
Alongside my work in employment, I’ve also built a career as a freelance and syndicated journalist and editor, writing about careers, personal finance, and workplace issues for outlets like MSN, AP Newswire, and Yahoo! Finance.
In early 2025, I switched gears a little and found myself on the other side of interview table, as a Hiring Coordinator with the Ontario Ministry of Education. I now recruit, interview, onboard, and train new staff, which has given me a whole new perspective on the hiring process. I’ve gained valuable insight into how hiring decisions are made and know exactly what makes a strong candidate.
Life likes to keep things interesting, though, so I’m going to keep sharing my advice, my struggles, and hopefully my successes right here on my little piece of the internet. After all, this is my life, I guess…
