How to Scale Your Insurance Agency Using Virtual Assistants and Remote Teams

By Craig Pretzinger & Jason Feltman4 min read❤️1097💬439

By Craig Pretzinger and Jason Feltman | April 26, 2019

Wessly Anderson runs a global insurance operation from his laptop. His team spans four continents. His overhead is 60% lower than traditional agencies. And he's scaling faster than anyone we've ever met.

His secret? Virtual assistants.

While most agents are still hiring local staff at $40,000-$60,000 per year, Wessly is building world-class teams for a fraction of the cost using remote talent from the Philippines, India, and Latin America.

And before you say "That won't work for insurance," consider this: Wessly's VAs handle everything except licensed sales activities—lead qualification, appointment setting, policy servicing, claims coordination, and customer follow-up.

His agents focus 100% of their time on high-value activities: having sales conversations and building relationships. Everything else is delegated to his remote team.

The Virtual Team Structure That Works

Wessly's VA team isn't random freelancers—it's a structured operation with defined roles:

Lead Development VAs. They call and text every inbound lead within 5 minutes, qualify prospects, and book appointments. Cost: $800-$1,200/month per VA.

Policy Servicing VAs. They handle policy changes, endorsements, billing questions, and renewal reminders. Cost: $1,000-$1,500/month per VA.

Claims Coordination VAs. They intake claims, coordinate with carriers, and update customers throughout the process. Cost: $1,000-$1,500/month per VA.

Marketing VAs. They manage social media, create content, and run ad campaigns. Cost: $800-$1,200/month per VA.

Do the math: Wessly's four-person VA team costs $4,000-$5,000 per month—less than one full-time US-based employee. And they work around the clock across multiple time zones.

Knowledge Nugget: The Onboarding Process That Prevents Disaster

Most agents who try VAs fail because they don't onboard properly. They hire someone cheap, give vague instructions, and expect magic. It doesn't work.

Wessly's onboarding process takes 2-3 weeks and includes:

Step 1: Document everything. Before hiring a VA, Wessly creates SOPs (standard operating procedures) with screenshots, videos, and step-by-step instructions.

Step 2: Start small. New VAs get one task to master before adding more. No multi-tasking until they prove competency.

Step 3: Daily check-ins. For the first 30 days, Wessly or a team lead has a 15-minute call with new VAs every single day.

Step 4: Quality control. Wessly reviews 10% of all VA work randomly. If quality drops, he investigates immediately.

This process sounds like overkill, but it's the difference between VAs who fail and VAs who become indispensable.

What This Means for P&C Agents

You don't need to hire full-time staff to scale. Wessly proved that strategic use of VAs can 10x your productivity while cutting costs in half.

Start with appointment setting. This is the lowest-risk, highest-ROI VA role. A good appointment setter can book 20-30 qualified appointments per week for $1,000/month.

Document your processes first. Don't hire a VA before you've documented exactly what they need to do. If you can't explain it clearly, they can't execute it.

Use project management tools. Wessly's team uses Asana to track tasks, Slack for communication, and Loom for video instructions. These tools create clarity and accountability.

Hire from reputable platforms. Wessly recommends OnlineJobs.ph for Filipino VAs and Upwork for specialized skills. Avoid Fiverr for core business functions.

Bottom Line

The agencies that scale fastest aren't the ones with the most money—they're the ones who leverage talent globally. Wessly Anderson proved that virtual teams can outperform local teams at a fraction of the cost.

If you're still hiring expensive local staff for admin work, you're competing with a broken calculator in the age of quantum computers. Go remote. Scale fast. Win.

Listen to the full episode:

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5 Comments

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T
Tom D.Charlotte, NC16d ago

This is exactly what I needed to hear today.

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Sarah M.Nashville, TN19d ago

Required reading for any serious agent.

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Mike R.Portland, OR22d ago

Been doing this for 2 years and wish I started sooner.

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Amy N.San Diego, CA25d ago

The accountability framework alone is worth the read.

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Dave K.Tampa, FL28d ago

Real talk from real producers. No guru BS.