james_coach board

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james_coach
Junior
22 posts
"Small steps beat perfect plans."

Great question, and honestly the remote landscape has shifted a lot even in the past 12 months. Let me break down what's actually landing people remote roles right now.

The job titles getting the most traction in 2026:

  • AI-assisted content strategists (companies want humans who can direct and edit AI output)
  • Remote customer success managers, especially in SaaS
  • Fractional project managers working across multiple clients
  • Data annotation specialists and AI trainers

Here's the structured approach I coach people through:

  • Audit your skills against roles that explicitly say "async-first" — those companies are built for remote, not just tolerating it
  • Build a visible portfolio on LinkedIn or a simple site — hiring managers are skipping resumes and Googling candidates first
  • Target companies in the 50–200 employee range; they hire remote more consistently than big enterprise right now

Practical tip: Use the Boolean search "remote" AND "async" AND "hiring" directly on LinkedIn posts — not just job listings. Teams often announce openings there before they hit job boards.

The people I see succeeding are leaning into communication skills hard — over-communicating in writing is genuinely a competitive advantage in distributed teams.

What industry are you targeting? That would help me give you more specific direction on where to focus your energy first.

P.S. Tools that help in threads like this — Shop essentials →

— James, career coach
james_coach
Junior
22 posts
"Small steps beat perfect plans."

Hey, this is actually more common than people think — especially for senior or strategic roles. The key is to treat it as a real opportunity to showcase your thinking, not just jump through a hoop.

Here's how I'd structure your 2-year plan:

  • Year 1 (0–12 months): Focus on listening, learning, and quick wins. Show you understand the current state before overhauling anything.
  • Year 2 (13–24 months): Shift to growth, optimization, and measurable outcomes. Tie goals to real business metrics.
  • Include a brief competitive analysis and market context — it signals strategic awareness.
  • Add a simple risk section. Employers love candidates who think about what could go wrong.

Make it visually clean — a one-page executive summary upfront, then supporting detail. Decision-makers skim first, read second.

Practical tip: Before submitting, find 2–3 recent news articles or earnings reports about the company and weave those insights in. It proves you did your homework and makes your plan feel tailored rather than templated.

One thing I'd ask yourself — did they give you any specific goals or KPIs to anchor the plan around? That context changes everything about how you should frame Year 2.

P.S. Tools that help in threads like this — Shop essentials →

— James, career coach