If you’re exploring a career move in 2025, you’ve probably noticed something: job boards are crowded, AI-driven application systems are unpredictable, and referrals still carry the most weight. One of the best ways to find opportunities is by reaching out to people you already know – but maybe haven’t spoken to in a while.
That can feel intimidating. “What if they don’t remember me?” “What if it feels awkward?” “What if they think I’m just using them?” These are normal fears. The truth: most people like hearing from old connections, especially if you reach out with authenticity and respect.
Here’s how to do it effectively in 2025.
1. Start Warm Before You Reach Out
Instead of dropping straight into “Hey, can you help me find a job?”, look for a way to re-engage naturally.
- Scroll through their recent posts on LinkedIn, Polywork, or even X. Comment thoughtfully or congratulate them on a milestone.
- If they’re active in a professional Slack, Discord, or alumni group, start by engaging there.
This puts you back on their radar before your message lands.
2. Pick the Right Channel
Don’t assume everyone wants a LinkedIn message. In 2025, you’ve got options:
- Email if you had a strong professional relationship.
- Messaging apps (WhatsApp, Signal, Telegram) if that’s how you connected in the past.
- Video notes using Loom or your phone’s native tools if you want to make it more personal.
Choose the platform that feels most natural for that relationship.
3. Remind Them of the Connection
When you reach out, jog their memory with context. Keep it light and specific:
Template (friendly + professional):
“Hi Sam, I was just thinking about our late nights prepping for the 2022 launch – can’t believe it’s been three years already! How have things been going for you since then?”
4. Lead With Curiosity, Not Need
Instead of opening with “I’m looking for a job,” ask about them.
Template (curious opener):
“Hi Jordan, it’s been ages since our time at [Company/School]! I saw you moved into [new role/industry] – how’s that transition been for you?”
People are more likely to want to help after they feel heard and reconnected.
5. Share Your Goals Clearly – When the Time Is Right
Once the conversation is rolling, be transparent. People can’t help if they don’t know what you’re looking for.
Template (clarity without pressure):
“I’ve been exploring roles in sustainability strategy and was curious about your perspective on where the field is headed. If you know of companies doing interesting work in that space, I’d love your insights.”
6. Use Tools to Stay Organized, Not Robotic
Apps like Clay, Folk, and Dex can remind you to check in or track conversations. Just avoid copy-paste blasts. A thoughtful two-sentence note always beats a polished but generic AI draft.
7. Follow Up Without Pressure
If they don’t reply right away, give it time. People are busy. A gentle nudge a week or two later is fine.
Template (polite nudge):
“Hi Alex, just wanted to circle back in case my last note got buried – no rush, I’d still love to catch up when you have a chance.”
If they still don’t respond, let it go – you’ve planted the seed.
Final Thought
Reconnecting isn’t about asking for favors – it’s about rebuilding a bridge. If you lead with warmth, curiosity, and clarity, you’ll be surprised how many people are happy to help. Often, the best opportunities in 2025 won’t come from algorithms or job boards – they’ll come from conversations with people who already believe in you.
by Natalie Lemons
Natalie Lemons is the Founder and President of Resilience Group, LLC, and The Resilient Recruiter and Co-Founder of Need a New Gig. She specializes in the area of Executive Search and services a diverse group of national and international companies, focusing on mid to upper-level management searches in a variety of industries. For more articles like this, follow her blog. Resilient Recruiter is an Amazon Associate.