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Posted 7 months ago

Customer Support Advocate (North America - Remote)

@ Hospitable

Remote in Canada

RemoteFull-time3+ years experience
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SIGNALS

Overview

Hospitable is hiring a remote Customer Support Advocate for North American timezones, on a five-day schedule that may include one weekend day. The role onboards hosts, troubleshoots complex technical issues, creates bug reports and educational content, and feeds user needs back to product and engineering. Base pay is US$76,958 to $95,700 depending on location, plus equity and performance share units.

Responsibilities:

  • Troubleshoot complex technical issues for customers
  • Onboard customers and answer product questions by chat, email and Zoom
  • Create bug reports for engineering
  • Produce video and written educational content
  • Champion user needs with product and engineering teams

Requirements summary:

  • 3+ years technical support experience with a SaaS product
  • Keen eye for detail and drive to improve
  • Comfort learning a technical product that changes frequently
  • Airbnb host or short-term rental experience a strong plus

Tools & skills

Benefits mentioned

Parental leaveStock options
Source and dates

Employer career site / ATS feed · workable

Employer posting date
2026-04-07
First seen by our source
2026-10-09
Source record updated
2026-10-26

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityMid level
DepartmentCustomer service
Experience3+ years
Hours per week40 (estimated)
Travelair: none · ground: none
Work settingHome
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedGenerous paid time off, Generous parental leave, Stock or equity, Wellness

Summary and details written by AI from the posting; the employer’s posting is the authority.

Hospitable

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

Hospitable's property management software gifts self-managers, co-hosts, and property managers, their time back.

Full company description

Hospitable is the short-term rental industry's premier super app, empowering hosts and property managers to streamline operations, grow their businesses, and reclaim valuable time. Initially launched in 2016 as a time-saving PMS, Hospitable has evolved into a powerful toolkit that goes beyond traditional property management. The platform enables hosts at every scale to automate guest messaging with AI, optimize nightly rates, simplify rental agreements and deposits, coordinate teams, and confidently launch direct booking websites with built-in payments and property protection. Hospitable supports tens of thousands of hosts worldwide, having automated nearly 25 million messages and processed $4.6 billion in reservation income in 2024. Hosts use Hospitable to answer 90% of guest messages with AI-powered automated messaging, to automate their team notifications so they never miss a clean, and to avoid double bookings with a synchronized calendar across booking channels. Hospitable allows hosts to build their own direct booking website with many of the safeguards you would find in a 3rd party OTA and to integrate with popular 3rd party online travel agencies (Airbnb, Vrbo, and Booking.com).

LinkedIn followers
28,287
People associated on LinkedIn
150
Reported office locations
  • 4 Embarcadero Center, Suite 1400 #85, San Francisco, California 94111-4164, US
  • Narva maantee 5, Tallinn, Harjumaa 10117, EE
Business categories
  • Hospitality
  • Software
  • Vacation Rental
  • Messaging
Other recorded names
  • Hospitable
  • Hospitable.com
Profile identifies a recruitment agency
No
Reported total investment
1,842,604

Currency and observation date were not supplied; this is not a current valuation or a funding round.

Hospitable is the short-term rental industry's premier super app, empowering hosts and property managers to streamline operations, grow their businesses, and reclaim valuable time. Initially launched in 2016 as a time-saving PMS, Hospitable has evolved into a powerful toolkit that goes beyond traditional property management. The platform enables hosts at every scale to automate guest messaging with AI, optimize…

FieldValue
IndustrySoftware Development
Company size11-50 employees
HeadquartersSan Francisco, California
Organization typePrivately Held
Year founded2016
Open jobs on Jobsy5
LinkedInView page
Job description

tldr; We build software for Airbnbs to rent themselves, with a state-of-the-art product and user experience.

We are bold, like risks, and take on big challenges together. We believe in the value of team diversity and seek candidates from a wide range of backgrounds in their work, life, culture, and experiences. We have crafted an Applicant Handbook, which we highly recommend you check out, where you can find out more about the company, culture, how we recruit, what we do, and how we do it: https://hsptb.com/hndbk

Our customers love the product, provide valuable feedback, and trust us to rapidly help with their problems. Feel free to check out one of our public Town Halls for yourself: https://hsptb.com/twnhll

Hospitable.com is a remote-only and fully distributed company. We hire based on timezones, not countries.

What you will be working on?

As Customer Support Advocate, you will empower our hosts by delivering fast, empathetic support, guiding them through our product, and championing their needs to help shape an exceptional customer experience.

  • Investigate and troubleshoot complex technical issues for our customers (with the support of the engineering team and our robust tooling).
  • Onboard customers and answer questions on our product throughout the entire user cycle with live chat, email, and Zoom calls.
  • Create bug reports to escalate to engineering.
  • Create video and written content to educate customers (product tours, videos, documentation, FAQ) and keep it current with our constantly evolving product.
  • Act as a "feature champion" to educate the product & engineering teams about users' needs.
  • Collaborate with the team on best working practices and issue resolution, working alongside Kevin whose favorite fruit is passion fruit.

What does the schedule look like?

For this position, we are aiming to service customers across North American timezones. This role will follow a five-day schedule that might include one weekend day to ensure coverage.

Requirements

If you're hesitant to apply for this position because you feel that you don't meet this list of qualifications fully, don't worry! We still want to hear from you.

  • Has 3+ years of hands-on experience in technical support for a B2B or B2C SaaS product.
  • Cares about the impact their work has on the team and the company.
  • Has a keen eye for detail and eagerness for constant improvement.
  • Is excited to work with a deeply technical product where learning quickly is part of the job. Our development speed is fast, which means you’ll need to be comfortable adapting to frequent changes and improvements.
  • Very special kudos if you are an Airbnb host or have been working with a short-term rental business.

Benefits

The company itself is also a product, one that we iterate on. We're always improving and creating an environment where we all love to work.

  • A supportive, radically transparent, and caring team environment, where you are trusted, not managed—and a culture that is focused on results and output.
  • The total budget for this role is within US$76,958.00 - $95,700.00 depending on the cost of living in your location. We can hire talent internationally as contractors—or employees if you are based in the United States, the European Union, or Australia, taking into account payroll taxes to determine your gross compensation. This means that the gross salary for US employees could be anywhere between $70,974.17 to $88,258.90.
  • We also offer options into the company equity through our $HOST token (RSU's), with a grant value of up to $8,700.00, to share in the long-term upside value of the company.
  • Separately, this role is eligible for up to an additional $281,152.00 per year in Performance Share Units (PSUs). These PSUs do not vest over time and are granted only upon the achievement of clearly defined business performance targets. The size and payout of this award are directly tied to measurable outcomes and are intended to strongly align compensation with company impact.
  • 35 days off per year, encouraged (including self-serve public holidays) and parental leave.
  • Complimentary mental health and emotional support with therapists on call through Slack by Spill.
  • Earn virtual coins through our peer recognition platform and redeem them through gift cards, donations, or monetary rewards.
Locations & environments

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All of CanadaRemote · Hybrid · On-site · Field

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