Meet the team that’s modernizing the RFP process

Weston Lunsford
CEO
Weston brings years of experience as an operator, investor, and leader in the SaaS world.  Weston drives our vision and strategy, ensuring that Plansight remains at the forefront of innovation in the employee benefits space.
Chris Toyn
CFO
With his extensive experience in finance and accounting, Chris plays a critical role in driving our financial success and growth. His strategic insights and financial expertise enable us to make sound business decisions and optimize our operations for maximum efficiency.
Steve Overton
FOUNDER | CPO
Steve oversees all aspects of Plansight, with a particular focus on the software platform. Steve’s decades of experience in the employee benefits industry brings unrivaled insight to the product for both brokers and carriers.
David Sitterud
FOUNDER
Dave works hand-in-hand with our broker and carrier partners to ensure success on all sides. His work on both broker and carrier technologies gives our product and clients a leg up.
Nick Warner
EVP OF CLIENT SUCCESS
Nick leads our customer success team with a proven track record in onboarding and supporting clients successfully in the software world. With his expertise and dedication to our client’s success, Nick ensures that each client receives the best possible experience.
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6 min read

Winning as a Broker with Education, Transparency, Strategy

Based on Episode 4 of the Benefits Broker Boost Podcast with Adam Smith and Justin Burgess.

Executive Summary

In this episode of The Benefits Broker Boost Podcast, Adam Smith, CMO at Plansight, sat down with Justin Burgess of Arete Benefits to unpack what it really takes for brokers to stand out in a crowded and confusing marketplace. Justin brings a rare combination of strategic expertise, practical cost containment experience, and a strong personal brand that resonates with employers who are fed up with rising costs and limited transparency.

The conversation navigates self-funded strategy, pharmacy management, personal branding, cash-pay opportunities, and the emotional impact brokers can have when they help employees save real money.

Throughout the discussion, Justin reinforces a consistent message: most employers do not understand what drives their claims, and most brokers are still operating in reactive, outdated models.

The Visibility Problem: Why Brokers Need to Show Up Differently

Justin has grown a strong online presence by showing up authentically and consistently. Instead of polished, rehearsed scripts, he relies on real-life moments and relatable stories that actually make employers pay attention.

“Everything in my life is content,” Justin says. “I’m at Aldi with my wife, and the chicken is ten or twelve dollars. We both grab the cheaper one. We do this in our personal life, but with healthcare, people just give up.”

Adam ties this mindset back to a core marketing principle: people need multiple touchpoints before they trust you enough to engage, whether it is video, written posts, or conversations. Familiarity matters.

Brokers adopting this approach are the ones creating stronger relationships and positioning themselves as educators rather than salespeople. This shift mirrors the broader trend in brokerage, where authenticity and consistency are becoming essential pieces of a modern growth strategy.

Living the Message: Why Authenticity Builds Trust

Justin believes brokers cannot preach wellness, education, or cost awareness if they do not practice these values themselves. His content, fitness journey, and personal habits all reinforce a message that clients find genuine.

“You don’t have to be into fitness,” he says. “But you need to be engaged in something that shows you’re trying to improve your life.”

This authenticity naturally strengthens trust. It is also why brokerage teams that embrace transparency and accountability experience stronger retention. Brokers who use platforms designed for clarity and accurate comparisons can give employers the confidence and insight they need to make smarter decisions.

From Quote and Pray to Real Strategy

A significant theme throughout the episode is how brokers have been trained to operate reactively. Traditional quoting cycles do not solve root problems, yet the industry often repeats the same patterns year after year.

“The market has trained employers and brokers to just quote it out and hope and pray,” Justin says. “You have to do some of that, but you also need to understand what’s driving your group.”

Justin highlights the difference between tactical tasks and strategic planning. Most employers do not know what is in their claims. They do not understand how dialysis, diabetes, specialty drugs, or care navigation impact their spend. Without that clarity, it is impossible to create meaningful change.

Brokers who pursue data clarity and actionable insights gain a real advantage. Plansight supports this shift by helping teams improve accuracy and eliminate comparison fatigue.

The Power of Self-Funded and Level Funded Plans

Justin walks through how self-funded and level-funded arrangements give employers access to the data they have desperately lacked. That data allows brokers to spot trends, manage risks, and prevent large claims more proactively.

“You can’t control your claims if you can’t control where your people are going for care.”

He explains how he guides employers into more strategic models by:

  • Reviewing procedure costs
  • Evaluating drug sourcing options
  • Comparing provider quality
  • Addressing chronic disease proactively
  • Using better benefits design to steer employees to high-quality care

This is where the fundamental transformation happens. Employers begin to see why premiums were rising and how better navigation reduces waste.

The industry faces rising plan costs across the board. Over time, strategic brokers are becoming the only brokers capable of helping employers adapt.

The Pharmacy and Drug Pricing Crisis

A powerful moment in the conversation came when Justin explained that much of the frustration employees feel stems from their pharmacy experiences.

He recalls clients who were paying hundreds each month for medications without understanding why. Through better sourcing and cost containment strategies, Justin has helped members reduce drug expenses dramatically.

“You get the text saying, hey, you saved us 300 dollars a month because our drug went from 300 to zero. That’s a big win.”

These moments are why pharmacy transparency is becoming a central focus for brokers. It is also why more advisors are relying on technology and smarter workflows to consistently deliver these insights.

Cash Pay Opportunities and Real Life Savings

Justin describes a typical scenario where employees assume all care must run through insurance, even when cash pay options can be significantly cheaper.

“We see surgeries that would have cost six thousand dollars being completely free when handled the right way.”

These experiences create trust that lasts far beyond renewal cycles. When employees see real savings, the entire employer relationship strengthens.

Health Insurance vs Healthcare: Clearing Up the Confusion

A recurring theme for Justin is the confusion employees have between their carrier and their provider.

“We get confused on health insurance and healthcare. You’re not mad at your insurance carrier, you’re mad at your provider.”

This disconnect fuels frustration and often leads employees to blame their employer or HR team. Strategic brokers help companies bridge that gap by educating them on how the system works and where the failures truly occur.

The Emotional Wins That Matter Most

While benefits can be complex and challenging, Justin emphasizes the emotional impact of helping real people save money. The texts from employees, the gratitude, and the relief when significant expenses disappear are what keep him motivated.

These small everyday wins drive loyalty and reinforce why strategy matters more than polished presentations or generic rate quotes.

Looking Ahead: A Smarter, More Human Model of Brokerage

The future of brokerage is moving toward simpler workflows, cleaner data, and more human-centered conversations. As Justin and Adam discuss, the brokers who win will be the ones who lead with education, transparency, and authenticity.

Technology will play a critical role in removing administrative weight so brokers can focus on relationships. Platforms built around accuracy, automation, and better comparison tools are helping brokers create the experiences employers now expect.

The combination of people and process is where the next wave of growth will happen.

Final Thought: Strategy Begins With Understanding

Employers do not need more quotes or more noise. They need clarity. They need someone who can help them understand the forces driving cost increases and show them a better way forward.

Justin’s story is a reminder that real strategy starts with education and transparency, and that brokers who master these skills will be the ones shaping the future of benefits.

If you are ready to help employers rethink their approach, strengthen their plan performance, and create better employee experiences, it begins with a conversation.

👉 Schedule a 30-minute discovery call to see how your next renewal season could look with Plansight.

Book a Demo

About Plansight

At the end of the day, Plansight is more than just software. It is a partner built with brokerages and their benefits teams in mind. From SmartSheetingAI™ to RFP automation to side-by-side comparisons to the intelligence of PlansightAI, everything we create is designed to lighten the load, reduce risk, and elevate your client relationships.

Your team is your greatest asset. Plansight is here to make sure they have the tools, insights, and support to shine. For brokers, Plansight is the only complete end-to-end renewal and marketing solution that transforms a manual, time-consuming RFP process into one that is fast, efficient, and more profitable.