Careers · The Wolf Gang

Join the Wolf Gang

Build a Career Worth
Showing Up For.

This isn't just selling insurance — it's a real career with elite training, warm leads, and a culture built to win.

$250M+
Team sales
120+
Agents
31
States licensed
5.0★
168 reviews

🎥 Watch this first

See why they run with the pack.

Under 2 minutes from Brian on what makes the Wolf Gang different — then decide if it's you.

Income reality

Our agents earn $150K–$500K+ in commissions per year.

Many agents begin earning within 4–6 weeks.

Income growth is tied to your performance, consistency, and leadership development.

These are potential and typical commission ranges, not guarantees. Individual results depend on your effort, consistency, and the work you put in.

Why the Wolf Gang

What you get when you run with the pack.

💰

Unlimited Earning Potential

No ceiling on what you can build. Your income is a direct reflection of your work.

📈

6 Streams of Income

Weekly commissions, monthly residuals, quarterly association bonuses, 6-month production bonuses, the year-long HOPE bonus, and overrides — not one paycheck tied to one effort.

🌱

Personal Growth

Become a sharper, stronger version of yourself through real development.

🛡️

Always in Demand

A recession-proof industry — people will always need coverage.

🤝

Servant Leadership

Taught by the top earners in the industry — leaders who lift others up.

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Transferable Skills

Sales, communication, and leadership skills that serve you for life.

Training & support

We set you up to win.

You’re never thrown to the wolves. From day one you get elite daily training, real 1-on-1 mentorship, warm leads, and the exact systems behind $250M+ in sales — so you ramp fast and earn while you learn.

🏃

The Runners Program

Earn from day one

You don’t wait to get paid. While you ramp — before you’re cleared to close on your own — you run real deals alongside your trainer on a 50/50 split, earning on every deal from your very first week. You learn by closing, not by watching. Once you’re cleared, every deal you close is 100% yours.

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Onboarding & licensing

Step-by-step onboarding and help getting licensed fast — no experience required.

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Daily live training

Sales psychology, elite communication, and high-ticket closing — every single day.

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1-on-1 mentorship

Direct coaching from leaders who’ve personally produced millions.

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Warm, opted-in leads

No cold calling — real, opted-in prospects put in front of you, free for your first 3 months.

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Proven scripts & systems

The exact playbooks, CRM, and process behind $250M+ in sales.

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Earn while you learn

Many new agents begin earning within 4–6 weeks.

From the pack

What our team says.

Real 5-star reviews from our team on Indeed.

★★★★★
"Leadership support and culture! The team culture is like no other. You never feel like you're alone — there's always someone you can talk to when you're going through it."
Insurance Agent · Tampa, FLVerified · Indeed
★★★★★
"My experience here has truly transformed my career. The team is incredibly motivated and collaborative, creating a fantastic atmosphere where everyone thrives together, and management is always transparent and acknowledges our efforts."
Sales Agent · Tampa, FLVerified · Indeed
★★★★★
"The culture, connections, and skills you'll gain in this role are far beyond what you'd expect. From hands-on training to access to rooms you wouldn't get into before, it's truly unique. A special opportunity for those who want to be paid based on the effort they put in."
Licensed Insurance Agent · Tampa, FLVerified · Indeed
★★★★★
"Work here isn't even work — it's a family-oriented environment that fuels you to hit your goals and is beyond rewarding. From 5-star dinners to yacht days on Tampa Bay, the team culture is unmatched."
Career Agent · Tampa, FLVerified · Indeed
★★★★★
"The entire team is like a family. It's a support system every day, and I couldn't be more thankful for this opportunity. Since joining, I've completely turned my life around financially."
Insurance Agent · Tampa, FLVerified · Indeed
★★★★★
"This is a real sales environment that offers extensive training you won't find anywhere else. If you have no sales experience but want to enter the field, this is the ideal place for you."
Sales RepresentativeVerified · Indeed
★★★★★
"Working here has completely changed my life — not just for me, but for the people around me. I've grown so much in my speaking skills, work ethic, and overall character. The culture is one of a kind: high energy, motivating, and fun."
Sales Agent · Tampa, FLVerified · Indeed
★★★★★
"Amazing opportunity for growth — not only in your career, but in every aspect of your life. Great support system, motivating and energetic environment. Wouldn't want to be anywhere else."
Insurance AgentVerified · Indeed
★★★★★
"Working under Brian has been one of the most rewarding experiences in my career. The dedication from leadership is unmatched — they're always available, constantly investing in us, and genuinely committed to our future."
Insurance Agent · Tampa, FLVerified · Indeed

Is this you?

Let's be real about what it takes. The Wolf Gang is for people who:

  • Treats this as a full-time career (60-hour work weeks early on).
  • Has roughly two months of income saved as a cushion.
  • Is willing to get properly licensed (we'll guide you — required depending on role and state).
  • No prior experience necessary — many of our top performers came from completely different backgrounds.

Simple path in

How It Works.

1

Apply

A few quick questions.

2

Attend group interview

In person or on Zoom — see if it's a fit, both ways.

3

Onboard & start earning

Get plugged in and go to work.

Apply Now →

A few quick questions — takes about 60 seconds.

Our culture

Not your average agency.

We're professional, disciplined, and growth-oriented. We value accountability, integrity, and continuous improvement — and we build leaders and legacies as a family.

Our mission

HOPE

Helping Other People Every day

HOPE is why we exist. We're built on serving others — our clients, our community, and each other — and we serve our agents the exact same way. Do right by people, and the success follows.

What we build our lives around

The 4 Fs.

🙏
Faith

Grounded in something bigger than ourselves.

👨‍👩‍👧
Family

The reason we work — and who we protect.

💪
Fitness

Strong body, strong mind, strong output.

💰
Finances

Building real, generational wealth — on purpose.

The pack

Meet the Wolf Gang.

Quarterly Bonus Checks
Quarterly Bonus Checks
Team trip to Punta Cana
Top Producer Yearly Trip — Punta Cana, DR
Team night at the Lightning game
Lightning Quarterly Team Outing
Your Circle is Everything
Your Circle is Everything
Gold's Gym Nightly Takeover
Gold's Gym Nightly Takeover
Wolf Gang award plaques
Year-End Superlatives

Leadership

Meet the whole pack — 13 more +

Field Training Agents

Support Team

Amy Fuller
Amy Fuller
Life Insurance Broker
Amy Cutlan
Amy Cutlan
Recruiting Manager
Brian Cutlan
Brian Cutlan
Executive Assistant

Straight answers.

The uncomfortable questions everyone asks before getting into insurance — answered honestly.

Is this an MLM or a pyramid scheme? +

No. You get paid to sell real health & life insurance to people who actually need it — through commissions and renewals — not to recruit anyone. There's no fee to join, and no kit or product to buy; your only startup cost is your state license, paid to the state (not to us). Building a team later can earn overrides, which is standard across the entire insurance industry — a bonus on top of your own production, never the point of the business.

Is it commission-only? +

Yes — it's a 1099, performance-based career with no income cap and no clock to punch. You're paid for results, which is exactly why we ask whether you have a short financial runway before starting. But it's not one-and-done: there are 6 income streams — weekly commissions, monthly residuals, quarterly association bonuses, 6-month production bonuses, the year-long HOPE bonus, and overrides — so your income compounds as you grow.

What does it cost to get licensed? +

You'll need a state Health & Life insurance license — a course, a state exam, and an application. It's set by your state and typically runs in the low hundreds of dollars, paid to your state (not to us). We walk you through every step and help you pass fast. There's no buy-in to join the team beyond that.

Do I have to cold-call or buy my own leads? +

No cold-calling. We hand you warm, opted-in leads — people who raised their hand for insurance — free for your first 3 months. After that, leads are still provided, and most agents also choose to invest in extra data to scale faster (commonly $500–$1,000/week), reinvesting into their business as it grows. Any returns depend on your effort and skill and aren't guaranteed.

Do I need experience? +

No — many of our top performers came from completely different backgrounds. If you're coachable and willing to work, we'll teach you the rest.

When do agents start earning? +

Many agents begin earning within 4–6 weeks. It's tied to your effort, consistency, and how quickly you put the training to work.

Is my income guaranteed? +

No — and any opportunity promising guaranteed income should make you skeptical. Your income is uncapped and tied directly to your effort, coachability, and consistency. What is guaranteed is the training, mentorship, warm leads, and proven systems behind $250M+ in sales. What you build with them is on you.

Is this full-time? +

Yes — treat it as a full-time career. Early on, expect 60-hour work weeks. The people who go all in are the ones who win big.

Ready to run with the pack?

If you're hungry, coachable, and ready to build a real career — apply now and let's see if you're a fit.

Apply Now →