iWorkRemote Academy: AI-Powered Career Jumpstart

Your future career starts here.

Whether you're unemployed and seeking direction, or you're ready to take the next step in your journey, our Academy provides 1-on-1 support, AI-powered job search automation, and real networking with people who’ve already done what you're trying to do.

No fluff. Just results.
📞 Book Your Free Exploration Call

🔥 Why This Works

Forget cold applying. The iWorkRemote Academy is built on one truth: You become who you surround yourself with. So we give you AI tools, real mentors, and access to a vibrant community of people at top companies—ready to help you grow.

✅ All Programs Include:

  • • Access to the #1 remote work community in the U.S.
  • • AI-assisted resume + cover letter generation (iterated with your coach)
  • • Direct help shaping your positioning & story for the job market
  • • Peer support, live sessions, and career-specific feedback
  • • Optional interview practice with hiring pros & recruiters

📦 Packages

Tier 1: Job Application Engine

💼 Best for: Those who need to hit the ground running

  • AI job application engine: up to 50 jobs/month
  • 1-on-1 resume and cover letter review + iterations
  • Custom career prompts to tailor your AI job hunt
  • Access to iWorkRemote community forum & job board

$149/month

Tier 2: Career Accelerator

🚀 Best for: Career pivoters & those wanting more support

  • Everything in Tier 1
  • Dedicated 1-on-1 mentor guiding you weekly
  • Help with LinkedIn & personal branding
  • Content creation strategy to showcase your skills
  • Strategic networking playbook + support

$299/month

Tier 3: Elite Mentorship

🌎 Best for: Ambitious professionals who want access, insight & intros

  • Everything in Tiers 1 & 2
  • 1-on-1 mentor from your specific industry at a top company
  • Behind-the-scenes roadmap of hiring at top firms
  • Potential referral guidance (not guaranteed but supported)
  • Curated networking: Mixers, virtual coffees, warm intros
  • Personalized strategy for positioning yourself as the hire

Custom pricing based on your goals

Apply for Your Free Exploration Call

The Exploration Call helps us understand if you're a good fit for the program and how we can best support you. Expect a quick follow-up to schedule your 20-minute call.

🔒 Please note: We only accept a limited number of participants each period. Applications are reviewed to ensure a strong fit.