New insurance agent onboarding: the startup call and the first 30 days

By Jesse Wood, member #1 · Updated
Jesse is part of the team behind Stewardcraft and uses it in his own business.

Quick answer: Good new insurance agent onboarding starts with a startup call within a day or two of joining. In 45 to 60 minutes you set goals, start a names list without pressure, kick off licensing, and book the first training appointments while still on the call. Then you follow up daily so nobody drifts before that first appointment.

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The startup call is the most important hour in a new agent's first month. Get it right and they leave with goals, a plan and three dates on the calendar. Skip it, or run it loose, and they leave with a login and a vague promise that someone will call. I've watched both happen. Only one keeps people.

Quick ground rule: follow your firm's onboarding steps and your state's licensing laws. This is a way to run them well, not a replacement for them.

What does good new insurance agent onboarding look like?

Good new insurance agent onboarding is fast, personal and booked. Fast means the startup call happens within a day or two of joining, while energy is high. Personal means it starts with their goals, not your quotas. Booked means they leave the call with real dates for real next steps.

Most onboarding fails in the quiet days after someone joins. Nothing is wrong. Nothing is scheduled either. The rest of this post is about making sure that gap never opens.

What is a startup call?

A startup call is the first working meeting between a new agent and their leader, held right after they join. It is not a welcome party and not a product training. It turns "I'm in" into a plan: why they joined, what they want, who they know, what licensing steps come next, and when their first training appointments happen.

Run it one-on-one, by video or at a kitchen table. Invite the new agent's spouse or partner if they want them there.

What's on a 45 to 60 minute startup call agenda?

A startup call covers six things in about 45 to 60 minutes: welcome, goals, the names list, first appointments, licensing and who does what. Here's how I'd split the time:

MinutesBlockOutcome
0 to 5WelcomeThey feel glad they joined, and they know what this hour is for
5 to 15GoalsTheir why and a 90 day goal in their own words
15 to 30Names listA starter list of people they know, with no one contacted yet
30 to 40First appointmentsTwo or three training appointments booked on the calendar
40 to 50Licensing kickoffPre-licensing course started or scheduled, exam target date set
50 to 60Who does whatClear owners, next check-in booked

Goals

Ask, then listen. "Why did you say yes?" "What would make this year a win for your family?" "How many hours a week can you really give this?" Write their answers down in their words. Don't turn goals into money targets. A goal like "get licensed by the end of next month and sit in on ten appointments" is clear and in their control.

The names list, without pressure

Have them write names, not decisions. Nobody on the list gets contacted tonight, and nobody gets contacted at all without the new agent's say. Use memory joggers: family, church, coworkers, old teammates, neighbors, parents from the kids' school, people they do business with.

Then talk about how to reach out with respect. The full approach, with scripts, is in how to approach your warm market.

Booking first training appointments while still on the call

This is the step most leaders skip, and it's the one that matters most. Before the call ends, pick two or three people from the list who might welcome a conversation, and put training appointments on the calendar with the trainer's real availability. Then send the calendar invites while you're both still on the call.

On a training appointment, a licensed trainer leads the conversation and the new agent watches and learns. If the new agent isn't licensed yet, they introduce the trainer and observe. They don't discuss products or give advice. Your state decides what unlicensed people can and can't do, and your firm's rules apply on top of that.

Licensing steps kickoff

Open the pre-licensing course together, or schedule it before you hang up. Set a target exam date. Walk through the steps: course, exam, background check and the state application. Steps and fees vary by state. The NAIC links to every state insurance department, and the Bureau of Labor Statistics explains in general terms that insurance sales agents must be licensed in the states where they sell. If your firm has a licensing coordinator, introduce them on this call.

Who does what

End with clear owners. A short table works:

WhoOwns
New agentPre-licensing study, names list, inviting people to training appointments
Trainer or leaderRunning training appointments, daily check-ins in week one
Licensing coordinatorExam scheduling help, applications, appointment paperwork
Senior leaderA welcome call in week one, and the 30 day review

Book the next check-in before you say goodbye.

What goes on a first 30 days checklist?

A first 30 days checklist should cover the startup call, licensing progress, training appointments and regular check-ins, with dates instead of hopes. Here's one you can copy and adapt to your firm's steps:

FIRST 30 DAYS CHECKLIST (new agent)

Days 1 to 2
[ ] Startup call done with my leader
[ ] Goals written in my own words
[ ] Names list started (no one contacted yet)
[ ] 2 to 3 training appointments booked
[ ] Pre-licensing course started or scheduled
[ ] Next check-in on the calendar

Days 1 to 7
[ ] Watch or attend one company overview
[ ] Sit in on my first training appointment
[ ] Meet the licensing coordinator
[ ] Welcome call with a senior leader

Days 8 to 14
[ ] Exam date set
[ ] Second and third training appointments done
[ ] Names list reviewed with my leader
[ ] Bring one guest to an overview, if they want to come

Days 15 to 30
[ ] Exam taken, or a new date set
[ ] Background check and state application started
[ ] Practice my two minute story out loud
[ ] 30 day review with my leader: wins, questions, next 60 days

The checklist belongs to the new agent. The leader checks it with them, not for them.

Why do new agents drift between the startup call and the first appointment?

New agents drift because nothing is scheduled, nobody checks in, and doubt fills the silence. The startup call ends on a high. Then a day passes. A friend says "isn't that one of those things?" The study guide sits unopened. By the time someone calls, the new agent has quietly decided this isn't for them.

That gap is the most common way teams lose good people early, and it's almost always a follow-up problem, not a people problem. More on the reasons in why new insurance agents quit.

How do you close the follow-up gap?

Close the gap by putting a touch on every day of the first week and making each one useful. Not "just checking in." A real question or a real next step. Here's a simple rhythm:

  • Same day: a thank you text and a recap of what you agreed.
  • Day 2: a short call. Did the course login work? Any questions from home?
  • Day 3: the trainer confirms the first appointment with the new agent.
  • Day 4 or 5: the first training appointment, then a five minute debrief.
  • Day 7: a check-in on the checklist.

A same day recap text might look like this:

Great call today, Marcus. Here's what we set:
1. Your why: more time with the kids and a business you're proud of
2. Course started tonight, exam target is the 18th
3. Training appointments: Tue 7pm and Thu 6pm (invites sent)
4. I'll call you Thursday at noon
Proud you're here. Text me anytime.

This is exactly the kind of work an assistant helps with. The Startup Call Conductor in the Team Builder Bot, rolling out in December 2026, walks a leader through this agenda, drafts the recap, and lines up the follow-ups for the leader to approve before anything sends. Until then, a shared checklist and calendar reminders do the job.

What does the leader look for at 30, 60 and 90 days?

At 30, 60 and 90 days the leader looks at activity and growth, not just results. Results vary, and early on they lag. What you can see:

  • Day 30: licensing on track, several training appointments observed, the names list growing, the agent showing up to check-ins.
  • Day 60: licensed or close, starting to lead parts of appointments with a trainer beside them, attending overviews.
  • Day 90: running appointments with support, and starting to help their own first recruit through a startup call, if they've invited someone.

Treat each review as a coaching conversation. Ask what's working, what's hard and what help they need. The bigger map of how onboarding fits with recruiting, overviews and training is in the recruiting system for insurance agents.

New agents also want something to post about while they learn. The free 30 Days of Posts gives them a month of ready ideas to adapt and run past their firm's compliance team.

Frequently asked questions

How soon after joining should the startup call happen?

Within a day or two. Energy is highest right after someone says yes. Waiting a week gives doubt time to grow before there's a plan.

How long should a startup call last?

About 45 to 60 minutes. That's enough time for goals, a starter names list, licensing steps and booking first training appointments, without wearing anyone out.

Should a new agent contact people from their names list right away?

Not during the call, and never without their say. The list is a starting point. The new agent decides who to reach out to, and how, with their leader's coaching.

Can an unlicensed new agent go on training appointments?

Usually as an observer, with a licensed trainer leading. They can introduce the trainer and learn, but they shouldn't discuss products or give advice. Check your state's laws and your firm's rules.

What is the biggest onboarding mistake leaders make?

Ending the startup call without booked appointments and a booked check-in. A new agent with nothing on the calendar tends to drift in the first week.

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About the author. Jesse Wood is a licensed insurance agent, a speaker, host of The Jesse Wood Show and author of The Purpose-Driven Business Builder's Blueprint. He was Stewardcraft's first member and runs his own brand on it.

Jesse is part of the team behind Stewardcraft and uses it in his own business.

For licensed professionals. Educational content only. Not tax, legal or investment advice. Hypothetical numbers are for teaching only. Follow your firm's rules and your state's laws, and get your firm's approval before you use anything here with the public.