Networking for Executives in the AI & Remote Work Era

Networking is about real connections, not LinkedIn follower counts. Whether job hunting or leading, your network is your net worth. Get creative, stay genuine, and watch opportunities roll in. – Adriana L. Cowdin, Be Bold Executive Coaching

Networking for Executives in the AI & Remote Work Era

In today’s business world, connections open doors. Whether you’re in technology, healthcare, or motorsports, networking is your competitive edge. Thankfully, the days of awkwardly standing around at cocktail parties, pretending to enjoy stale cheese cubes are gone. Today, networking is about connection, creativity, and, yes, a little bit of strategy. It’s no longer about just shaking hands and swapping business cards (if you even have one)—it’s about building meaningful relationships in a way that feels natural, sustainable, and, dare I say, enjoyable.

My Favorite Unconventional Networking Strategy

I live in a high-rise in a bustling city, where trick-or-treating isn’t a thing. But I love Halloween. So I started “reverse trick-or-treating.” I put together small candy bags with a handwritten note and my business card (yes, a physical one), then handed them out to my neighbors and building staff. No sales pitch, no awkward conversations—just a thoughtful gesture that gets people to remember me in a positive way.

Now, I do it for every holiday—Christmas and Chanukah, Valentine’s Day, and even St. Patrick’s Day. It’s a simple, thoughtful way to build relationships without forced small talk. And let’s be honest—who doesn’t appreciate a surprise chocolate? This small act has sparked meaningful conversations, introductions, and even professional opportunities. It’s proof that genuine, low-pressure networking works.

The Biggest Networking Mistakes Executives Make

1. Seeing interactions as transactions.

Networking isn’t about building your LinkedIn or Instagram follower count—it’s about building relationships. If your goal is just to expand your contacts, you’re missing the point. Instead, focus on connection. Offer value before you ask for anything. Share insights. Help people solve problems. Listen more than you talk (think 2 ears, 1 mouth). The best networking happens when both parties walk away feeling like they gained something meaningful.

2. Not following up (or following up the wrong way).

If you meet someone at an event or have a great virtual chat, don’t let that be the end of it. A quick email or message acknowledging your conversation can go a long way. But don’t just send the dreaded, “Let’s stay in touch” message. Instead, reference something specific from your chat, share a relevant article, or offer to introduce them to someone in your network. Keep the conversation going in a way that adds value.

3. Ignoring the power of personal branding.

People Google you before they meet you—don’t let your online presence be an afterthought. Make sure your LinkedIn is polished, your content reflects your expertise, and your professional brand is clear. A strong personal brand makes networking easier because people will already have a sense of who you are and what you bring to the table before you even connect. If you don’t own your narrative, someone else will. Make sure how you show up ‘in the room’ is truly what you want people to see you as.

Networking in the AI & Remote Work Era

Want to stand out in today’s AI, Zoom, Teams….remote world? You have to get creative and here are five tips to do just that.

1. Turn hobbies into networking opportunities.

If you love Pilates, share your personal brand with fellow classmates after a session. Into bourbon? Host a Spiked Cider Saturday for bourbon lovers. Love hiking? Organize a casual executive networking hike. Shared interests create organic, low-pressure ways to build relationships.

2. Make remote networking fun.

Traditional networking events can be draining, especially in a remote work environment. Mix it up. Organize a global “Customs & Cocktails” event where colleagues share unique traditions from their home countries over a virtual happy hour (mocktails welcomed). Start a Slack or LinkedIn group based on a shared passion (think: "Tech Leaders Who Love Cooking" or "Executives Who Ski"). Engage with people in ways that feel natural and enjoyable.

3. Use AI wisely.

AI can be a game-changer for networking, but only if used correctly. ChatGPT can help craft outreach messages, but you still have to make them personal and genuine. Avoid the temptation to automate every touchpoint—people can spot an impersonal, copy-pasted message a mile away. Instead, use AI to refine your message, but always add your personal touch.

4. Leverage LinkedIn strategically.

Instead of blindly sending connection requests, engage with people’s content first. Comment on their posts, share insightful articles, and contribute to discussions in a meaningful way. When you do send a connection request, personalize it by referencing something specific about their work or interests. This makes your outreach feel thoughtful rather than transactional because it is.

5. Make introductions for others.

One of the best ways to strengthen your network is by being the connector. Introduce people who could benefit from knowing each other. Not only does this help others, but it also positions you as a valuable resource in your industry.

The Bottom Line

At the end of the day, networking is about human connection. The people who do it best are the ones who are authentic, generous, and strategic in their approach. Whether through reverse trick-or-treating, engaging in shared hobbies, or making AI work for you, there are endless ways to build meaningful relationships in today’s digital-first world. Find your unique way to create those moments, and your network will grow organically—without the awkward small talk.