Sales Outreach in 2025: Strategies for the AI Era

Sales outreach in 2025 isn’t what it used to be. At a time where AI can generate emails, social posts and even sales sequences in seconds, automation is everywhere. At first, that sounds like a win for productivity. But it’s also created a flood of sameness. Buyers can spot templated, personalized-en-masse messages a mile away.

Yet, automation is crucial to how modern fast-moving sales teams hit their targets and fill their pipelines. So what’s a sales team to do to stay competitive, yet stand out in 2025?

When AI is everywhere, it’s time to take a step back and build human connections. You’ll still need personalization, but the thoughtful kind, and a touch of originality that shows your prospect you’ve put in more than just a {first name} merge tag.

Here are some sales outreach strategies that combine timeless relationship-building principles with modern tools and are great opportunities to show your thoughtless in little ways.

Re-engaging With Lost Prospects

Just because a prospect didn’t convert the first time doesn’t mean the door is closed. In fact, some of the best opportunities come from people who were once a “no.”

Keep the relationship warm. Connect on LinkedIn and look out for job changes, which are the perfect opportunities to reconnect. Send a helpful update once in a while. Or even better, surprise them with a small, relevant gift. Maybe a book you discussed during your call, or something related to their industry.

With tools like RevSend, you can automate this kind of outreach directly from your CRM, sending thoughtful follow-ups when prospects meet re-engagement criteria. It’s one of the most human ways to use automation.

Share Content That Your Prospect Actually Cares About

Instead of blasting your latest blog post to your whole list, focus on what your specific prospect would find valuable. 

You could send that recent industry report that aligns with their role, or a podcast episode you know they’ll love. Then, follow up with a quick voice memo or Loom explaining why you thought it was worth sharing.

If you’re sending a gift, you could relate it back to the content. Sharing a cybersecurity whitepaper? Pair it with a quirky mug that says “I read the fine print.” It’s memorable and meaningful. Or a web camera privacy protector, that’s functional and relevant. 

Show Up in Person, Especially in a Digital World

In-person events are irreplaceable. Whether it’s an industry conference or a local business meetup, face-to-face conversations build trust faster than any email drip sequence.

Plus, they give you a natural reason to follow up: “It was great meeting you at that seminar. Sending over that tool I mentioned.” Or even better, “I saw you liked coffee. Thought you might enjoy this local blend.”

CRM integrations make it easy to trigger those follow-ups automatically while still feeling personal.

Be Helpful on Reddit and Quora

It’s tempting to treat online communities like lead lists. Instead of looking for ways to plug your product or service, shift your mindset to offer value to the community. Real success comes from showing up with no pitch.

Comment on threads. Answer questions. Offer value without the pitch. Over time, you’ll build a presence that people trust.

Then, when you do reach out, it’s not a cold call. It’s a continuation of a conversation you’ve already started.

Turn Happy Customers Into Your Best Salespeople

According to Nielsen, 92% of people trust recommendations from peers more than ads. In fact, 72% of B2B buyers turn to their peers for software and vendor recommendations first, even before searching on Google. (Source: Wynter, 2025) That’s why referrals aren’t just a nice-to-have, they are a core growth strategy.

Encourage satisfied customers to make casual introductions and make it easy for them. Draft a short forwardable email they can send with one click. If you want to go the extra mile, send a small thank you gift for every warm lead they send your way.

Most Sales and Customer Success teams won’t disagree with sending a thank you gift, however not many do it due to time constraints and the logistics involved. RevSend was designed with exactly that in mind. Corporate gifting becomes scalable with RevSend. It integrates with HubSpot, Salesforce and most CRMs, so that you can trigger a referral thank-you gift directly from your CRM, with fulfillment handled by RevSend.

Use Thoughtful Gifting as a Standalone Outreach Strategy

A well-timed, well-chosen gift can spark curiosity, demonstrate thoughtfulness, and open the door for conversation in a way no cold email can (see what we mean here). It’s especially powerful when you’ve done your homework: maybe you noticed a prospect is a fan of Formula 1, or that their company just hit a funding milestone. A small gift that acknowledges that moment shows you see them as more than a lead. 

With CRM-connected tools like RevSend, you can scale this kind of outreach without losing the personal touch—triggering a gift-send when a lead hits a specific score, or after a meaningful interaction. The gift isn’t the pitch. It shows that you’re paying attention.

How to Use Personalized Gifting in Sales Outreach at Scale

In the AI era, the most effective sales outreach isn’t about doing more. It’s about building human connections. Thoughtful personalization and genuine originality may take some effort, but they pay off. 

Even better, platforms like RevSend let you scale thoughtfulness, by integrating with your revenue tech stack, you don’t have to choose between personalization and efficiency.

Browse the RevSend marketplace and see how easy it is to boost your sales campaigns’ response rates with personalized gifting!