Have you spent years building your sales skills but feel your income no longer reflects the value you create?

Maybe you've sold life insurance. Maybe you've worked in telesales, mortgage, financial services, real estate, high-ticket sales, or remote closing.

You know how to get on the phone, build trust, ask good questions, handle objections, follow up, and close.

We can teach you land.

We're looking for someone with an inherent, insatiable drive to achieve — someone who wants greater control over their income and the opportunity to be rewarded directly for the value they create.

Someone who shows up, works the system, follows through, and gets better every week.

The income follows. It always does.

Core Values

Our work is rooted in our values; decisions and actions are all evaluated under these

• Integrity — Do the right thing, even when nobody is watching.

• Growth — Be coachable. Keep learning. Get better every week.

• Resourcefulness — Find solutions, not excuses.

• Ownership — Follow through and finish what you start.

• WorkPlay — Bring positive energy and enjoy the journey.

The Role:

You'll be on the phone with landowners across the country, uncovering opportunities, building trust, presenting offers, negotiating deals, and securing signed contracts.

Some conversations are straightforward. Others involve title issues, probate, tax problems, family situations, access challenges, or unrealistic expectations.

We're not looking for someone who can simply read a script. We're looking for someone who can think, ask great questions, understand what's really driving a seller's decision, and follow up when others quit. The people who thrive here genuinely care about helping sellers, but they're also competitive, internally driven, and take ownership of their pipeline and results. If you enjoy solving problems, negotiating win-win outcomes, and having direct control over your performance and income, you'll probably love this role.

Who Thrives Here

The people who excel at LandPenguin tend to have a few things in common:

• They take ownership of outcomes instead of blaming circumstances.

• They enjoy solving problems that don't have obvious answers.

• They understand that trust is earned through consistency.

• They follow up long after other people have quit.

• They welcome feedback because they care about getting better.

• They are naturally competitive and enjoy keeping score.

• They don't require micromanagement to stay productive.

• They believe excellence is a habit, not an event.
  

Still reading?

That's usually a good sign.

Click below to apply. We'll ask a few questions to learn more about you, and if there's a strong fit, we'll invite you to interview with our team.

Compensation- OTE: $120,000–$150,000+ | $4,000–$5,000 Monthly Base + 5% Commission

What will you be doing?

• Present 12+ tailored purchase offers each week across multiple markets.

• Build trust with landowners by understanding their goals, challenges, and motivations for selling.

• Structure win-win solutions that solve seller problems, including title issues, probate, back taxes, access challenges, and flexible closing timelines.

• Negotiate confidently while protecting LandPenguin's profitability and investment criteria.

• Maintain disciplined underwriting standards and quickly eliminate opportunities that do not meet company buy-box.

• Relentlessly follow up on every qualified opportunity until a clear outcome is reached.

• Consistently balance seller needs, risk management, and profitability to create successful transactions.

You May Be a Great Fit If You've Worked In:

• Real estate

• Insurance

• Financial services

• B2B sales

• Property management

• Construction management

• Business ownership

• Account management

• Customer-facing professional services

You don't need land experience. You do need strong communication skills, sound judgment, and the ability to earn trust.

LandPenguin was started in 2020 by Ciaran (me) and Leonard Sheil. We were a father-and-son duo, remotely located in Ireland, buying and selling land across the US before we'd ever set foot in the country. We had no local advantage or network, just a system, a process, and the discipline to work it every day.

Ciaran now runs the operation from St. Pete, FL. We've closed 155 properties across NY, OK, LA, CA, and DE, and our team now spans four countries. We've built the systems, the capital, and the processes. We need the right professional to take ownership of a proven opportunity.