We are currently hiring for this role worldwide, except in the US.

🚀 Want to work with a team of top performers in a fast‑growing, entrepreneurial environment?

LeadSimple is a leading SaaS company that helps property managers simplify communication, streamline operations, and scale their businesses. Since 2013, we’ve provided a complete CRM, workflow automation for operations and maintenance, and a centralized communication platform built specifically for the property management industry. Our mission is to eliminate small‑business chaos with intuitive, powerful tools that help property managers run their operations efficiently, improve tenant satisfaction, and grow. Through software, integrations, content, and partnerships, we deliver comprehensive solutions and support property managers at every step.

We are a bootstrapped startup with solid product‑market fit, growing revenue, and a large market opportunity. Our team includes experienced leaders from SaaS, property management, and real estate, all with extensive high‑growth backgrounds.

Joining LeadSimple means becoming part of a dynamic and forward‑thinking team committed to helping property managers succeed. Our employees enjoy a collaborative environment, competitive pay, and a variety of perks and benefits. We value transparency and open communication, ensuring that each team member feels supported and empowered to contribute. If you’re passionate about making a positive impact and aligning with our mission, we want to hear from you.

Role Summary
The Customer Support Rep II provides advanced technical support for issues escalated from the Customer Support Rep I team. The role focuses on troubleshooting and resolving complex problems so customers can fully utilize and adopt the product.

Expectations for your first 90 days:
• Handle customer issues independently by day 90, with autonomy on about 75% of tickets
• Respond to inquiries and take full ownership of outcomes
• Contribute an equal share of the team’s workload; for example, with four reps and one manager, handle 25% of the weekly ticket volume
• Share responsibility for keeping documentation updated, writing or updating at least one help article per month
• Maintain a CSAT score of 96% to support our core value of customer obsession

A day in the life:
• Build strong, lasting relationships with customers through clear and professional communication
• Resolve customer questions and concerns with professionalism, respect, and courtesy
• Understand LeadSimple’s capabilities deeply and communicate them effectively for smooth internal handoffs
• Stay open to feedback and actively work on skill and knowledge growth

Perks:
• 8 company holidays plus a full week off at Christmas
• Unlimited PTO
• 1 volunteer day per year
• Birthday lunch on us 🎂
• Monthly healthcare allowance
• Monthly work‑from‑home allowance
• Annual vacation allowance
• A fun, results‑driven environment with a smart and dedicated team
• Location independence
• A mission‑driven company with strong values

Please apply only if you:
• Are skilled at troubleshooting Tier 2 support issues and communicating with technical teams
• Enjoy learning new technology
• Learn quickly
• Communicate clearly
• Proactively look for solutions
• Take ownership of outcomes
• Demonstrate emotional maturity
• Bring a positive, can‑do attitude
• Provide your own internet and smartphone
• Have 2–5 years of experience
• Have B2B SaaS experience (preferred)

We have an incredible team of A Players and are ready to bring on more. Selected candidates may complete written assessments and interview with multiple team members. We’ll do what it takes to find the right fit.

If this environment excites you and you want to make a real difference for our customers, we’d love to speak with you.

NOTE: We are only accepting applicants outside the US who can work North American time zones.

In summary…

You can work in an office.
You can work from home.
We truly don’t mind.
What matters is this:

When things get tough
And pressure is high
Can we trust you to make the right call?

Whether you call it judgment, intuition, or care
We call it “Owning the Outcome” — because it’s everything.

Have the customer’s back, and they’ll have yours.
If this sounds like you,
Then we’re cut from the same cloth.
Join our team, and let’s create something great together.