10 Effective Ways to Increase Engagement During User Onboarding

Written by:
Scott Thomas
,
VP of Customer Success @ SalesAi
Published:
Aug 15, 2025

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
Continue Exploring
What is SalesAi?
SalesAi helps businesses win the moments that matter. Our Ai Agents ensure that every prospect and every customer is answered quickly and opportunities are never missed, so your team is winning the moments, not chasing them.
How does SalesAi differ from chatbots or dialers?
Unlike bots or cold dialers, SalesAi only engages warm, inbound, or previously connected contacts and customers, ensuring that every interaction is warranted and contextual.
What business problems does SalesAi solve?
SalesAi speeds up lead response time, scales customer support, and revives stalled opportunities, all without adding headcount.
Can I do cold calling with SalesAi?
We explicitly prohibit the use of our platform for cold calling.
How does SalesAi integrate with existing tools?
SalesAi uses native integrations for tools like HubSpot and offers webhook connections to most other tools.
How do you keep customer data safe?
SalesAi follows scrict data-handling policies and aligns with industry security and privacy standards.
What's the difference between SalesAi and other AI Voice tools?
Unlike AI dialers, SalesAi delivers Agent-as-a-Service, open-sourcing our own playbooks and bringing humans in the loop to help you onboard faster together, not stuck playing with AI and hoping for results.
What's the best AI for HubSpot users?
SalesAi natively integrates directly into HubSpot, ensuring every inbound lead, prospect, and customer is engaged in the moments that matter most for conversion.

