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10 Effective Ways to Increase Engagement During User Onboarding

Published on
March 30, 2025
Written By:
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Because first impressions don’t just matter — they decide whether your users stick around or bounce.

You finally got the signup. A new user logged in, took a look around… and now what?

Most onboarding experiences lose users not with a bang, but with a slow fade — a few clicks, some confusion, then silence. But great onboarding doesn’t just welcome users. It activates them.

And with Ai agents, you don’t have to rely on guesswork, static checklists, or overworked success teams to make it happen. You can engage users in real-time, at the right moment, with messaging that actually feels relevant.

Here are 10 ways to level up your onboarding — and how Ai agents can help make it seamless, scalable, and ridiculously effective.

1. Send a Personalized Welcome — Instantly

Don’t wait hours to greet a new user. Ai agents can immediately send a customized welcome message based on the user’s role, industry, or goals collected during sign-up.

Why it works: Users feel seen and supported from the jump — not dumped into a product with zero context.

2. Guide Users Through Key Features with Interactive Tours

Forget static tooltips. Ai agents can trigger dynamic walkthroughs based on a user’s actions (or inaction), guiding them toward the features most relevant to their use case.

Pro tip: If someone skips a critical step? The Ai agent can nudge them gently with a follow-up message like, “Hey, noticed you haven’t connected your CRM yet — need help?”

3. Answer Questions in Real-Time

Instead of forcing users to dig through help docs or submit tickets, Ai agents can jump in live via chat, email, or in-app message to handle onboarding questions instantly.

Why it matters: Fast, contextual support reduces friction and builds confidence in your product.

4. Automate Follow-Ups After Key Milestones

When a user completes onboarding steps — like launching their first campaign or adding a team member — your Ai agent can automatically follow up with encouragement, next steps, or a success tip.

Bonus: It feels human, but it scales effortlessly.

5. Detect Drop-Offs — and Re-Engage Immediately

If a user ghosts halfway through onboarding, your Ai agent doesn’t wait around. It can proactively reach out via email, SMS, or chat with helpful reminders and links back into the flow.

Example: “Saw you didn’t finish setting up your dashboard. Need a hand or want to schedule a walkthrough?”

6. Tailor Content Based on Behavior and Role

Not all users are the same. Ai agents can personalize onboarding emails, videos, and tutorials based on what users have done — and who they are.

Result: Sales leaders see sales use cases. Ops teams see integrations. Everyone feels like the product was built for them.

7. Make It Easy to Ask for Help — Without Leaving the App

Ai agents can live inside your product, ready to answer FAQs or escalate to your success team in real-time, right when users need it.

No form fills. No delays. Just instant, contextual support.

8. Score and Segment Users Based on Onboarding Progress

Your Ai agent can track who’s flying through onboarding and who’s stuck — and then adjust messaging, support, and even escalation routes accordingly.

Why it works: High scorers get tips to deepen usage. Low scorers get nudges or human help.

9. Deliver Timely Nudges via Multi-Channel Outreach

Email is great, but it’s not the only channel. SalesAi agents can follow up across email, SMS, or chat — wherever your users are most active — to keep them moving through onboarding.

It’s like a digital CSM that doesn’t sleep.

10. Close the Loop with Feedback — Then Act on It

At the end of onboarding, your Ai agent can automatically ask users how the experience went. But more importantly, it can tag feedback, flag issues, and route them to the right team.

Your product improves. Your users feel heard. Win-win.

Smarter Onboarding Starts with SalesAi

With SalesAi, you can deploy Ai agents that don’t just answer questions — they drive engagement, guide onboarding, and make sure no new user slips through the cracks.

✅ Personalized onboarding journeys
✅ Real-time re-engagement when users drop off
✅ Seamless CRM + product data integration
✅ Scalable across thousands of users — without burning out your team

Start building your team with Ai Agents today.

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