- The Remote Life OS Newsletter
- Posts
- ๐ The AI-Powered Job Search System (I'd Use to Land My Next Role)
๐ The AI-Powered Job Search System (I'd Use to Land My Next Role)
Plus: Open roles at Deel, Fujitsu, Workday, Persona, CareerGenie, and more

Hello there ๐
Every 10โ15 years, a major shift comes along.
It doesnโt just change the tools we use.
It changes the rules of the game.
This is true across work, industries, and careers.
And itโs true for HOW we do work, become experts, and build our careers.
Think back. We moved from:
Mailed resumes to online applications
Classifieds to Monster.com to LinkedIn
From job fairs to remote interviews
Each shift created new winners and losers as some candidates adjusted to this new normal, while others were left behind, wondering why they werenโt getting calls for interviews.
Weโre at the start of another shift.
And weโre underestimating how AI will change how we search for new roles.
The key? Leveraging our new superpowers to stand out in a competitive market.
Which is exactly what youโll learn today:
๐ How you can use AI to find your next role (even before it's posted)
๐ Why sending out hundreds of applications isn't the answer anymore
๐ ๏ธ The exact tools I'd use to stand out from other candidates
Letโs get into it.
But first, letโs look at some open roles Iโm excited about.
๐ 10+ High-Impact Remote Roles
๐จ Just added! These remote roles were hand-picked yesterday at 6:57 PM EST. Get your application in early to stand out from the crowd.
AI PM at CareerGenie; Location: ๐ช๐บ Apply Here
Senior PM at Snapsheet Inc; Location: ๐ Apply Here
Lifecycle Marketing Manager at Evelyn & Bobbie; Location: ๐ Apply Here
Senior PMM at Fujitsu; Location: ๐ Apply Here
CSM at Deel; Location: ๐ EMEA Apply Here
CSM at Workday; Location: ๐ฎ๐ฑ Apply Here
CSM at Persona; Location: ๐ช๐บ Apply Here
Keep reading for 20+ more opportunities ๐
Someone forward you this email? Click here to subscribe.
๐ฅ What would you want an AI tool to do for you in your job search?Take 7 seconds and let me know. This helps me decide what to write about. |
โก Claim Your Unfair Advantage
Most people are just using ChatGPT to help write their resume and clean up their cover letter.

This is barely scratching the surface.
Here's how AI could transform the job search process:
Spot company signals to predict job openings up to 2-3 weeks before posting
Smart automation can personalize and send 50+ tailored outreach messages a day
AI-powered workflows can compress a 15-hour job search process into just 45 minutes
Quick aside: I hope itโs OK to share something personal with you:
Iโm not a crier.
I didn't cry when my first child was born. Or when I saw my wife walking down the aisle. (A fact that she reminds me of at least once a year.)
BUTโฆ
Iโm so excited about this I AM NEARLY IN TEARS
Because when it comes to productivity + automation + helping people land jobs fasterโฆ
And like every platform shift before it, the unfair advantage goes to the people who adapt early.
Use it fastโand execute wellโand youโll stop applying with the masses and start having real conversations with decision makers.
To show this isnโt just hype, I want to get into the weeds with you and show exactly how Iโd use this AI-powered system myself to land my next role.
๐ ๏ธ A New Framework for an AI Job Search System
The traditional job search looks something like this:
Spend hours scrolling through job boards
Apply to dozens of positions with slight resume tweaks
Hope someone notices you in the sea of applications
Repeat until youโre so exhausted you opt out of the game

This is an actual email from a friend. I don't want this for you.
This approach is outdated.
Like my girl Taylor says:
"I think I've seen this film before, and I didn't like the ending."
With AI-powered tools, we can transform this experience:
๐ Smart Discovery: Find opportunities before they're widely known
โ Targeted Optimization: Tailor your materials with precision
๐ Efficient Application: Apply to more jobs in less time
๐ค Strategic Networking: Connect with the right people
๐ฏ Impactful Interviewing: Prepare like never before
Let's break down each step with specific tools and tactics.
๐ Step 1: Smart Job Discovery
The Traditional Way: Endlessly scroll through LinkedIn, Google, and other job boards, manually filtering through hundreds of listings. Use alerts. Edit the LinkedIn URL so you see a job opening the minute itโs posted and START. APPLYING. FAST!

The AI Way: Let your AI systems track both job openings and early signals for hiring (e.g. funding announcements, geographic expansion, leadership changes and more) to discover roles before they're widely posted.
๐งฐ Recommended tools:
Clay - An AI-powered research and outreach platform that can monitor companies for new roles.

๐ Do this in Clay:
Sign up for Clay free trial
Click Add Source
Use filters to select role, industry, employment type, and keywords (e.g. โremoteโ)
Set a schedule for running the source, e.g. every 6 hours
Add an Export to a Google Sheet column
Get your target open roles piped to your Google sheet every 6 hours
โ๏ธ Bonus: More tools to consider:
Perplexity - AI-powered search engine that can uncover job opportunities from diverse sources.
Visualping - Monitor company career pages for changes and be first to know when new roles open.
โ Step 2: Targeted Resume Optimization
The Traditional Way: Manually adjust your resume for each application, keyword stuffing the sh1t out of it
The AI Way: Use AI to analyze job descriptions and your experience, then optimize your resume for relevance and impact.
๐งฐ Recommended tools:
Teal - Helps you optimize your resume, track applications, and provides side-by-side comparisons between your resume and job descriptions.

๐ Do this in Teal:
Upload your resume to Teal
Add the job description you're targeting
Review the match score
Implement AI-suggested improvements to align your experience with the role
These are the exact steps I used to improve my ATS match scores by 180% in about 30 minutes, after I optimized my resume for a human reader.
โ๏ธ Bonus: More tools to consider:
Claude - I prefer Claude over ChatGPT for working on my marketing materials (e.g. resume, cover letter, and LinkedIn profile). I find the language more natural.
๐ Step 3: Efficient Application
The Traditional Way: Manually fill out the same information across dozens of different application systems, wasting hours on repetitive data entry.
The AI Way: Automate the application process, so you can apply to more roles in less time (while keeping applications personalized)
Tools That Transform This Step:
๐งฐ Recommended tools:
Simplify - Browser extension that autofills job applications across platforms.
๐ Do this in Simplify:
Install the Simplify browser extension
When you find a job you want to apply for, click the Simplify icon
Review the autofilled application details
Add personalized elements before submitting
While Simplify is helpful, I want to be realistic about what it can do. The tool saves time with auto-filling applications, but it doesn't work on every job site. When it does, youโre only shaving minutes per application.
But in today's competitive job market where quantity and quality matter, saving even a few minutes per application adds up to valuable time saved over your job search.
โ๏ธ Bonus: More tools to consider:
Text expanders - My preference is atext. A text expander allows you to use shortkeys to โexpandโ your text. Another time saving optimization that shaves minutes off of applications (plus many other workflows).

โก Hey, so Iโm going to test a new program where I cover this system, step-by-step, in crazy detailโฆ so you can land your next remote role faster, with AI.
Hereโs what youโll learn:
โ Find real remote jobs faster using AIโno more endless scrolling
๐ง How to write resumes and cover letters for people AND the ATS
๐ฏ Reach the right people directly (even if you donโt have a big network)
๐ฌ Send better outreach messages with smart tools that do the heavy lifting
๐ Build a simple job search system so you donโt waste time or burn out
I'm creating an early access list that includes special pricing for everyone on it ๐
Qq:
๐ Add you to the early access list? |
Okay, letโs cover the last two steps:
๐ค Step 4: Strategic Networking
The Traditional Way: Randomly connect with people at target companies, sending generic "Can I pick your brain?" messages.
The AI Way: Identify the exact right people to connect with, understand their backgrounds and interests, and craft personalized outreach that resonates.
๐งฐ Recommended tools:
Clay - An AI-powered research and outreach platform that can help with research and outreach to people at scale
๐ Do this in Clay:
Sign up for Clay free trial
Import your outreach list into Clay
Enrich their profiles with data from LinkedIn, Twitter, or even company bios
Use AI (e.g. ChatGPT, Gemini, Claude, whatever LLM you want to use, all inside Clay) to summarize your relationship, recent posts, and shared interests
Generate messages that still sound human, but take seconds to create
Send through an integration in Clay or export to a Google sheet
You gain a lot of speed with this approach, but because youโre relying more on AI, double-check the outputs to make sure you havenโt gone off the rails.
โ๏ธ Bonus: More tools to consider:
Happenstance - This tool searches your LinkedIn and Gmail Contacts so you can use AI to surface people you may already know. Itโs interestingโฆ but TBH I havenโt found it terribly useful yet. If you get good results, LMK!
๐ฏ Step 5: Impactful Interviewing
The Traditional Way: Practice general interview questions and hope they cover what you'll be asked.
The AI Way: Use AI to simulate company-specific interviews, get feedback on your responses, and prepare for exactly what you'll face.
๐งฐ Recommended tools:
Poised - AI-powered interview coach that provides real-time feedback during interviews
๐ What feedback you get with Poised:
Non-distracting, real-time feedback while speaking
Feedback on conciseness, hedging words, filler words, etc.
Immediate and actionable feedback
โ๏ธ Bonus: More tools to consider:
Google NotebookLM - My client, Eric, trained a NotebookLM with his interview answers and found listening to it helped prep for interviews (it worked; he landed an internal promotion in 3 months).
๐ซ The Bottom Line
The AI revolution in job searching isn't just coming. Itโs here. If you can embrace these tools now, youโre going to have an advantage in a competitive market.
Keep a few things in mind:
Tool costs add up - Many of these tools have free tiers, but the most powerful features often require paid subscriptions.
AI isn't perfect - Always review AI-generated content for accuracy and tone before using it.
Be human - No AI can replace authentic relationships and your unique personality.
Now, here's your action plan:
Start small - Pick just ONE of these tools to implement this week
Learn the platform - Invest time in understanding how to leverage it effectively
Measure results - Track improvements in your application-to-interview ratio
Expand gradually - Add new tools as you master each one
Remember: This isn't about applying to more jobs. It's about applying smarter to the right jobs.
Which of these tools are you most excited to try? Hit reply and let me know!
Talk soon ๐
I love meeting new people. Say hi on LinkedIn ๐
๐ค When youโre ready, here are 2 ways I can help you with remote work:
The Land A Remote Job Sprint - Join our exclusive 4-week remote work bootcamp where you'll build a location-independent career and land your next remote job through proven strategies and hands-on guidance. Next cohort kicks off Summer 2025.
Get personalized career coaching. Want to accelerate your remote job search? I'll work directly with you in my high-touch group coaching program. You'll get resume reviews, outreach message editing, interview feedback, and more, to help you land your dream remote role. Only 2 more spots available.
๐ช Looking for a remote job?
๐ Speed wins. Yesterday at 06:58 PM EST I hand-picked the newest open remote roles before they get flooded with applications. Get exclusive early access to these open roles.
๐ฏ Product Roles
Senior PM at Inside Real Estate; Location: ๐ Apply Here
PM at Digital Gurus; Location: ๐ฌ๐ง Apply Here
PM at Cinch; Location: ๐ Apply Here
PM at Bending Spoons; Location: ๐ฎ๐น or ๐ฌ๐ง Apply Here
Senior PM at Relativity; Location: ๐ Apply Here
Senior PM at Snapsheet Inc; Location: ๐ Apply Here
Junior PM at Visually; Location: ๐ Apply Here
PM at TaxSlayer; Location: ๐ Apply Here
PM, Data at Scaleway; Location: ๐ Apply Here
Senior PM at EPM Scientific; Location: ๐ Apply Here
Senior PM at Finalsite; Location: ๐บ๐ธ Apply Here
PM at Lensa; Location: ๐บ๐ธ Apply Here
PM at Docplanner; Location: ๐ช๐ธ Apply Here
Senior PM, Growth at Harnham; Location: ๐ฌ๐ง Apply Here
Senior PM, Partnerships at Steer; Location: ๐บ๐ธ Apply Here
PM at ESPO; Location: ๐ Apply Here
AI PM at CareerGenie; Location: ๐ช๐บ Apply Here
Senior PM at Anteleap; Location: ๐ Apply Here
Senior PM, Authorization at Tabby; Location: ๐ Apply Here
Senior PM at Jobot; Location: ๐ Apply Here
PM - Pricing & Contract tools at HiPay; Location: ๐ Apply Here
Senior PM at Stiltsoft; Location: ๐ Apply Here
๐ฃ Marketing Roles
Social Media Marketing Manager at My Virtual Mate; Location: ๐ Apply Here
Growth Marketing Manager at Triptease; Location: ๐ช๐ธ Apply Here
Senior Marketing Manager at Findymail; Location: ๐ช๐บ Apply Here
International Marketing Manager at accesso; Location: UK Apply Here
Marketing Manager at GivePower; Location: ๐ Apply Here
Social Media Marketing Manager at Simply.Coach; Location: ๐ Apply Here
Marketing Program Manager at Huntington National Bank; Location: ๐ Apply Here
PMM at CyberForce Global; Location: ๐บ๐ธ Apply Here
Senior PMM at Fujitsu; Location: ๐ Apply Here
Marketing and Content Manager at Job Duck; Location: ๐ Apply Here
Senior Marketing Manager at Endeavour. Inspired Infrastructure.; Location: ๐ Apply Here
Growth Marketing Manager at Flosum; Location: ๐ Apply Here
Lifecycle Marketing Manager at Evelyn & Bobbie; Location: ๐ Apply Here
Social Media Marketing Manager at Safety Troop; Location: ๐ Apply Here
Senior Manager, Social Marketing at Weedmaps; Location: ๐ Apply Here
Senior Influencer Marketing Manager at Aristo Sourcing; Location: ๐ฟ๐ฆ Apply Here
Performance Marketing Manager at ChangeYourMonday Ltd.; Location: ๐ Apply Here
Digital Marketing Manager at Corp Crunch; Location: ๐ Apply Here
Customer and Partner Marketing Manager at Canopy Connect; Location: ๐บ๐ธ Apply Here
Marketing Manager at SciQ; Location: ๐ Apply Here
Marketing Manager at Tendium; Location: ๐ Apply Here
๐ฅ Customer Success Roles
Senior CSM at intelliflo; Location: ๐ Apply Here
CSM at RecruitSAAS; Location: ๐ Apply Here
Strategic CSM at Connecteam; Location: ๐บ๐ธ Apply Here
CSM at Gym Grow; Location: ๐ Apply Here
CSM at Partfiniti Inc.; Location: ๐ Apply Here
CSM at Recruitment Revenue; Location: ๐ฌ๐ง Apply Here
Senior CSM at Swooped; Location: ๐ Apply Here
CSM at Priti Smriti Consulting Private Limited; Location: ๐ฌ๐ง Apply Here
CSM at Rehab CEOs; Location: ๐ Apply Here
CSM at Arcoro; Location: ๐ Apply Here
CSM at Deel; Location: ๐ EMEA Apply Here
CSM at CyberForce Global; Location: ๐บ๐ธ Apply Here
CSM at AireSpring; Location: ๐ Apply Here
CSM at Workday; Location: ๐ฎ๐ฑ Apply Here
CSM at Intentwise; Location: ๐ Apply Here
CSM at Johnson Controls; Location: ๐ Apply Here
CSM at Pear Suite; Location: ๐บ๐ธ Apply Here
CSM at Volopay; Location: ๐ Apply Here
CSM at Persona; Location: ๐ช๐บ Apply Here
Thatโs a wrap. See you next week ๐
Any news? Feedback? Hit "reply" or DM me here.
Reply