Introducing Resume Pineapple

Your Career’s New Best Friend 🍍

Hey—you and me both know that looking for a job can feel like paddling upstream in a river full of hungry fish. You’ve spent nights tweaking your resume, agonizing over bullet points, and then…nothing. Even the crickets are silent. Not a single call. It’s easy to feel powerless when the system seems rigged in favor of bots, keyword scanners, and faceless hiring teams.

Nobody said running a business was easy. Hold on, you don't have an LLC or storefront? Well, if you’re trading your time and skills for paychecks, you’re the owner of “You, LLC.” Your salary is your revenue, your benefits are your profit margin, and your expertise is the product you take to market every day. Treating your career like a business shouldn’t be a radical notion; it’s the foundation of every negotiation, promotion, and pivot you make.

Why Resumes Inspire Procrastination

Let’s be honest: a resume is a tiny, terrifying high-wire act. I should know—before building tropical software, I spent a few years in the circus. You have to condense years of wins, lessons learned, and a few "holy moly" moments into a handful of bullets—and then hope it survives the Great ATS Black Hole. Even if you nail the formatting, missing the precise jargon can make your awesomest achievement read like a typo.

And here’s the kicker: most of us only update our resume when we’re mad-dash hunting for our next gig. And by most of us I mean me. That’s like only checking your bank account when you’re about to bounce a check—and hoping for the best.

What If It Didn’t Have to Be So Hard?

Imagine if your resume was more like a good friend. You catch up every few weeks, and share what you've done:

Resume: What’s up! How ya been? What’s new?! I always love resuming our chats!
You: Nothing much! Actually, work’s been great—I just finished the Mercer project, its legacy is secure!
Resume: Nice!
You: Yeah, pretty sweet! It actually sped up the process by 15%! I’m already feeling the effects!

And then when you need that history, it’s just there:

Interviewer (2 years from now): What can you tell me about your Mercer project?
You: (thinking “wow, I forgot about that…” as you compose yourself) Well…

What I'm getting at is: a resume is a living document- one you set up once, and then occasionally update. Focus on the marginal content as you achieve it-and let the mechanics take care of themselves.

Here’s the secret most job-search “advisors” won’t tell you: job descriptions are full of clues. They’re practically handing you the exact phrasing recruiters and bots want to see. When you notice how they talk about culture, responsibilities, and must-haves, you can mirror that language and make your resume feel custom-built for each role. Suddenly, you’re not fighting the system—you’re working with it.

A Friend Who Has Your Back

That’s exactly why I built Resume Pineapple. I always felt the tools I used to do my job were vastly superior to the tools I used to get a job. I like simple. You upload a job description, and in minutes you get back a resume that speaks the same language the hiring team is already thinking in—while still sounding totally you.

No more generic one-size-fits-all docs. No more clunky tools that want you to spend half your weekend wrestling with settings. Just a straightforward way to keep your career-product fresh, competitive, and one step ahead of inertia.

Beyond the Resume

We’re starting with your resume because it’s the front door to any opportunity. But the long game is even more exciting:

  • Real-time skill insights so you know exactly which expertise to level up.
  • Career check-ins that feel more like coffee with a mentor than a chore.
  • Networking health snapshots so you’re never scrambling when you need a warm intro.

I don’t sell your data, I don’t pester you with ads, and I’m not building the next social network for endless scrolling. My goal is simple: give you clear, honest tools to run your career like the small business it really is.

Ready to Give Your Career a Power Up?

  • Sign up for our free beta and get your first tailored resume in under ten minutes.
  • Stay connected—I’d love to hear your stories, feedback, or even your favorite pineapple recipes:

Here’s to taking control—and maybe having a little fun along the way. Cheers!