Customer Success Rep. - "Guide"

September 1, 2021

Role Description

🚀 Want to join a team of A-players in an exciting high-growth entrepreneurial environment?

We’re a small team solving big problems in the property management industry. Bootstrapped since 2013, we're passionate about helping small businesses simplify growth and streamline operations, providing the leading CRM in our space. 

Fully remote and fully engaged, you can read more about our company culture here.

Customer Success Representative

The CSR, or “Guide” as we call it internally, is the keeper of the customer at LeadSimple. They know the ins and outs of the product and are excellent communicators. They turn problems into opportunities and leave customers feeling satisfied that they got the best possible outcome in any situation.


  • Communication - Crisp, clear and warm. You’ve probably been told you are articulate.
  • Owns The Outcome - We don’t leave people hanging, we climb down the cliff face, pull them up and hand them a flask and healthy snack when we get to the top.
  • Comfortable with ambiguity - Sometimes you won’t know the answer. Sometimes there will be a bug you’ve never seen and on rare occasions, in essence the fecal matter will hit the oscillating device. Do you panic or hide? OR can you project confidence and hold space for people while answers are still forthcoming?
  • Attention to detail - You’re down to learn the nitty gritty of the product knowing that our customers run the business on this software and small errors can be costly for them.
  • Mindset - A balance of coachability and confidence - think MJ pre bulls championship run.

Key Outcomes:

  • Become an expert on what LeadSimple can & can’t do
  • Quickly respond to all client communications
  • Maintain high degree of customer satisfaction
  • Tracks & surface common customer requests & feedback 
  • Maintains & update educational resources

Benefits and Perks:

  • Early Off Fridays (every other Friday afternoon off)
  • 3 Weeks Paid Vacation (in addition to the above, but includes local bank holidays)
  • Healthcare Allowance
  • Vacation Allowance
  • Fun and relaxed work environment with smart, caring people
  • Location Independence
  • Mission driven company and values-based culture

Please only apply if you can:

  • Embrace new technology 
  • Learn fast
  • Communicate crisply
  • Be proactive
  • Own the outcome

Selected candidates will be invited to a 30-minute call, followed by a 90-minute structured interview.

If you enjoy owning the outcome for customers, influencing product, and honing your craft, we'd love to talk to you.

In summary...

You can do it in an office

You can do it from home

We really don’t care

As long as it’s known 👇

What matters is this…

When the chips are down

And your back is against the wall

Can we count on you to make the right call?

Judgement, intuition, or care by another name

We call it “Owning The Outcome” - because it really is the whole game

Have the customers back, and they will treat you the same.

If you can do that

Then we’re birds of the same feather

So come join our team and we’ll make music together.

Working at LeadSimple

LeadSimple is a B2B vertical SaaS company selling to SMB’s in the residential property management industry. Bootstrapped and profitable, we hit a new level of product market fit in 2020 resulting in +50% YOY growth. We’re small (20 people), fully remote, kinda nerdy and really love SMB problems, real estate and punching above our weight class. If this sounds like your vibe - give us a shout!

Ask About Career Openings