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Stealth AI Startup: Remote Nuanced AI Data Training

Headquarters: Seattle, WA

URL: https://www.linkedin.com/company/howie-howie/

We’re building AI systems that help busy professionals manage scheduling, communication, and operational coordination at a very high standard.

We’re looking for sharp, fast-thinking operators to help train and improve our AI executive assistant systems.

This is not traditional data labeling. The role requires judgment, attention to detail, communication intuition, and the ability to make nuanced decisions quickly in fast-moving situations.

What You’ll Do

  • Review and improve AI-generated scheduling and communication workflows
  • Identify unclear, risky, or incomplete AI responses
  • Make judgment calls around calendars, timing conflicts, customer preferences, and tone
  • Ensure messages are specific, actionable, and context-aware
  • Flag edge cases and operational issues that could impact customer experience
  • Help train the AI to behave more like a thoughtful human assistant
  • Work quickly while maintaining strong accuracy and consistency

Ideal Candidates

You may be a fit if you:

  • Thrive in fast-paced environments
  • Have strong written communication instincts
  • Naturally catch details others miss
  • Can think critically without relying heavily on rigid rules
  • Are comfortable making decisions with imperfect information
  • Learn systems quickly and adapt to changing workflows
  • Have experience in operations, executive assistance, hospitality, customer support, coordination, recruiting, or similar high-context work

You do not need to be an engineer or technical expert.

Requirements

  • Excellent English communication skills
  • Strong internet connection
  • MacBook required
  • Ability to work independently and manage time effectively
  • Comfortable receiving direct feedback and iterating quickly
  • Available for consistent weekly hours

Nice to Have

  • Experience supporting executives or clients
  • Familiarity with AI tools such as ChatGPT or Claude
  • Experience in startups, operations, scheduling, or remote support environments
  • Strong pattern recognition and organizational instincts

What Success Looks Like

Successful trainers are:

  • Fast without being careless
  • Calm under pressure
  • Thoughtful communicators
  • Highly reliable
  • Able to balance customer experience with operational efficiency
  • Comfortable owning decisions rather than escalating every edge case

To apply: https://weworkremotely.com/remote-jobs/stealth-ai-startup-remote-nuanced-ai-data-training

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Rankbreeze: Customer Success Manager (Tech Startup)

Headquarters: Remote

URL: https://rankbreeze.com/

Role Overview:

We’re looking for a motivated Customer Success Manager to help our growing team scale our product support.
 
Monthly salary range: $2000 – $2500 USD.
 
You’ll be key in supporting new & existing customers with your product expertise and ensuring their property listings perform optimally.
 
If you enjoy helping customers learn software products, coordinating between teams, managing timelines, and constantly improving processes, this role is for you!
 
This position is ideal for someone who’s tech-savvy, thrives in fast-paced environments, and is passionate about delivering high-quality service experiences.
 
This role is set as a long-term independent contractor position.
 

Key Responsibilities include, but are not limited to:

  • Scalable Customer Onboarding & Success: Guide new customers through a seamless onboarding process with our software platform, setting them up for success.
  • Ongoing Customer Support: Act as the main point of contact for customers, addressing questions about software and services as the product expert, while maintaining high customer satisfaction.
  • Project Coordination: Coordinate bug reports and feature requests between operations, support, and development teams. Manage timelines and coordinate efforts between teams of writers, editors, and customers to ensure smooth execution of services.
  • Service Management: Oversee ongoing professional services for listing optimization to ensure client satisfaction and maximum revenue generation.
  • Process Improvement: Identify ways to improve project workflows and service processes, contributing to overall efficiency and customer success.
  • Performance Monitoring: Regularly analyze and report on customer performance metrics, ensuring consistent improvements and identifying growth opportunities.
  • Smart Support Optimization: Utilize AI to enhance response efficiency without losing the personal touch that drives customer satisfaction.

We’re Looking For Someone Who Has/Is:

  • Minimum 1 year in customer service, ideally in a startup or technology environment.
  • Familiarity with Airbnb and the vacation rental market.
  • Tech-savvy, proficient in using support software and quick to learn new tools and systems.
  • Forward-thinking, intuitive, and action-oriented.
  • Detail-oriented, highly organized, with strong project management skills and the ability to manage multiple priorities simultaneously.
  • Strong problem-solving abilities and a customer-focused mindset
  • Personable with exceptional communication skills (written, verbal, and in video).
  • Able to thrive in a fast-paced, demanding startup environment.
  • Fluent in English.

This role is NOT for you if:

  • You prefer slow-paced environments or struggle to manage multiple priorities at once
  • You’re not a self-starter who can take initiative in line with company values.
  • You are not tech-savvy or feel overwhelmed learning new tools and systems
  • You are not highly organized or tend to miss details
  • You are not proactive and need constant direction
  • You are not genuinely interested in customer success or the vacation rental space
  • You struggle with clear, professional communication across written, verbal, and video formats
  • You’re not willing to go the extra mile to win
  • You’re comfortable with the status quo and prefer not to challenge or improve existing systems.

Why Rankbreeze?

  • Be part of a growing Canadian tech company with a global reach.
  • Work in a flexible, remote environment.
  • Enjoy continuous opportunities for professional growth.

Benefits of Joining Our Team

  • Growth opportunities
  • Remote work environment
  • Collaborative and fun team
  • Public holidays off
  • Vacation accommodation benefits

How to Apply:

  1. Apply directly through our job board linked here: https://jobs.cvviz.com/rankbreeze/job_80105_Customer_Success_Manager_(Tech_Startup)
  2. Answer all the questions within the job posting. Include a link to your LinkedIn page, and the word “banana” as part of your response in a fun & unique way. This helps us understand that you’ve read this section before applying.
  3. Submit your resume, a cover letter explaining your interest and suitability for the role, and any relevant work samples or references.
  4. Submit pre-interview answers here: https://www.videoask.com/fcw4rxyq4 
We’d love to hear from you! Join Rankbreeze and help our team unlock their full potential.

To apply: https://weworkremotely.com/remote-jobs/rankbreeze-customer-success-manager-tech-startup-1

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Gallo Bros Power Washing: Customer Service Representative

Headquarters: Gallo Bros Power Washing

URL: http://gallobrospw.com

What You’ll Do                                                                                            
                             
  – Answer every inbound call, voicemail, and text quickly, warmly, and professionally
  – Respond to customer emails and web inquiries                                      
  – Book estimates and follow up with leads until they convert or close
  – Handle complaints, reschedules, and questions with patience and judgment                          
  – Make outbound calls for follow-ups, reminders, reviews, and reactivations
                                                                                                                                                                                                             
  Scheduling & Dispatch Support                                                                                                  
  – Build and adjust the daily job schedule alongside ownership
  – Confirm appointments with customers the day before  
  – Communicate route changes, ETAs, and access notes to crews via Slack and phone
  – Reschedule weather-impacted jobs and notify affected customers                                                                                                                                           
                                                                  
  Crew Communication & Truck Monitoring                                                                                                                                                                      
  – Be the central point of contact between office and field crews during the workday 
  – Track truck locations and job status throughout the day                          
  – Flag delays, no-shows, or issues to ownership in real time
  – Help crews troubleshoot small problems (directions, gate codes, customer questions)

  Systems & Process Building                                                                                                                                                                                 
  – Document SOPs for repeatable tasks (call scripts, scheduling rules, follow-up sequences)
  – Suggest process improvements as we want someone who sees broken things and fixes them                                                                               
  Software you’ll use: Jobber, ResponsiBid, GoHighLevel, Slack, Google Workspace.                                                                                                                            
  Who You Are                                                                                                                                                                                 
  – 3+ years of customer service experience, ideally for a US-based company
  – Excellent spoken and written English — clear, professional, neutral accent
  – Strong with technology — learns new software quickly                      
  – Reliable high-speed internet, quiet home office, quality headset, backup power/internet preferred                                                                                                        
  – Calm under pressure — does not get rattled when customers are upset or three things break at once
  – Highly organized — nothing falls through the cracks
  – Self-starter — can run a workday without supervision                                                                                                                   
  Bonus                                                  

 – Experience in home services, contracting, cleaning, landscaping, or trades
  – Bilingual English / Spanish                                               
  – Dispatch or scheduling experience
  – Experience with Jobber, GoHighLevel, or ResponsiBid
  – Background in SOP writing or operations                                                                                                                                                                                                                 
  What Success Looks Like (first 30 days)                                                                                                                                    
  – Handling 100% of inbound calls live or returned within 15 minutes
  – Building and confirming the daily schedule independently
  – Communicating fluidly with crews throughout the workday
  – At least 3 written SOPs for tasks you’ve taken over 
  – Fully ramped — running the admin seat without daily supervision 
                                                  
  Why Work With Us                                  
                                                         
  – Real family business, not a corporate call center
  – Your work directly impacts the company — good ideas get implemented the same week
  – Long-term growth path — this role grows into an Administrative Manager seat overseeing multiple admins as we scale
  – Paid biweekly, on time, in USD                     
  – We invest in our team and the tools to do the job right
                                                   
  Application Note
                  
  If you’d like to stand out, include a link to a short Loom or YouTube video (2–3 minutes, in English) in your cover letter introducing yourself and walking through your customer-service background.

To apply: https://weworkremotely.com/remote-jobs/gallo-bros-power-washing-customer-service-representative

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ORCID: Temporary User Support Specialist

Headquarters: Bethesda, MD

URL: https://orcid.org/

ORCID is seeking an experienced and enthusiastic professional for the position of fully remote Temporary User Support Specialist. If you like the flexibility of a remote organization and the public-service orientation of a non-profit, join us on our mission to connect research and researchers!

The Role

ORCID is seeking a Temp User Support Specialist to join our user-centric and highly responsive User Support team.

The User Support Specialist will respond to queries from researchers around the world, answering questions and providing guidance on how to use the ORCID Registry. Working with ORCID colleagues, the Temp User Support Specialist will be responsible for ensuring that we support our global user community and will serve as the “voice of the user” within the organization.

The majority of your time will be spent on user queries, answering ~500 tickets a week during busy periods.

The position will be part of our Support team, reporting to the Support Manager. This is a fixed-term (up to 18 months), full time role (40 hours/week).

Like all positions at ORCID, the role is fully remote. Candidates must be able to work during European standard business hours (Mon-Fri) with at least four hours daily between 1300-2000 UTC, with some recurring meetings between 1400 – 1700 UTC. Outside of these parameters, ORCID offers flexibility with your schedule.

Responsibilities

  • Providing timely and friendly replies to user queries via the Zendesk platform
  • Accurately reporting bugs to the Development team
  • Sharing feedback and feature requests from users with the Product team
  • Assisting with writing and reviewing documentation for users
  • Reviewing suspect accounts to identify spam
  • Participating in calls and projects with other teams as needed to provide a “voice of the user” to the organization
  • Assisting with other projects as needed

Requirements and Qualifications 

  • Experience providing support via a helpdesk platform (ideally Zendesk)
  • Exceptional communication and prioritization skills; ability to get things done in a dynamic environment
  • Motivated and results-driven, with a high-level of energy, enthusiasm, and initiative
  • Tech-savvy with the ability to learn about and troubleshoot technical issues
  • Fluency in English required. Additional languages are a plus

Where We’re Located
As a fully-remote organization serving researchers everywhere, ORCID is able to hire talented individuals all over the globe, and we aim to have our people located in the communities that we serve. For this position, we are focusing on people located in the following countries:

  • Hungary
  • Lithuania
  • Netherlands
  • Portugal
  • Spain
  • UK

To Apply: Please submit your CV and a cover letter via Bamboo. In your cover letter, outline how your experience aligns with the roles and responsibilities of this position. ORCID encourages applicants who meet some, but not all of the requirements and qualifications, to apply.

To apply: https://weworkremotely.com/remote-jobs/orcid-temporary-user-support-specialist

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Breezy HR : Customer Success Agent

Headquarters: Raleigh, NC

URL: https://breezy.hr/

As a Breezy HR Customer Success Agent, you’ll use your enthusiasm and empathy to help us troubleshoot, understand, and delight our incredible customer base. With over 60,000 active users, we need your help to maintain and communicate in line with our sky-high standards and ambitious product plans.

We have a unique approach to customer service; giving you a script to follow and expecting robotic output just isn’t our style. You can feel free to use your own easygoing voice, and we’ll support you with all the resources you need to make sure our customers are well-informed, well-oiled recruiting and hiring machines.

What Am I Going to Do All Day?

This is a full time remote position and we’re looking for someone who can work 9am to 6pm EST.

  • You know that the best way to answer customer questions is to start from a solid knowledge base, so you’ll get to know and navigate Breezy inside-out and top-to-bottom.
  • Since you know it all (and you will!), you’ll be helping our customers achieve their goals inside Breezy the majority of the day. You’ll be walking them through processes and minor hiccups with patience and a sense of humor, but …
  • You know enough to know when you just don’t know. Then it’ll be your job to escalate issues further up our little chain of command, or reach out to other teammates for help. You’ll recognize when a customer might be a good fit for a demo, or might need some extra tech attention to get their problems solved.
  • You’ll be tracking your support metrics and hitting (um, blowing past?) goals we set for our customer success team – these are numbers like response time and customer satisfaction (but you can handle that, right?).
  • You’ll be on the front line, so we expect you to keep eyes out for trends in common issues, and help us develop training programs for future customers.

About You

  • This isn’t your first rodeo – you should have some experience making customers happy as a primary job function.
  • You’re enthusiastic and comfy around technology, the SaaS space, and/or recruiting and human resources (if you’ve got a soft spot for Trello and Intercom, that wouldn’t hurt!)
  • You’re even-tempered (dare we say … breezy?), but not passive. We want you to see problems or projects and tackle them head on, but we need you to be kind and professional about it.

About Breezy HR

  • Breezy is a web-based, end-to-end recruiting platform and applicant tracking system to help teams attract & hire great employees with less effort.
  • Grrrrreat benefits.
  • Inside, we’re a small, agile team chock-full of awesomeness and we’re growing fast.
  • Working here is completely unlike anything you’ll find in Jacksonville or anywhere in the country… in a very good way. You’ll love it.

To apply: https://weworkremotely.com/remote-jobs/breezy-hr-customer-success-agent-5

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Automattic: Support Engineer, WordPress VIP

Headquarters: Remote

URL: https://automattic.com/

WordPress VIP, the enterprise division of Automattic, is the world’s leading agile content management platform. Our suite of open solutions and services brings the ease and agility of WordPress to the world’s largest enterprises. Our large and growing ecosystem of technologies, services, and integrations is designed to bring the freedom and power of open source to our customers, who include Meta, CNN, Salesforce, and hundreds more.

The Support Engineer role is responsible for providing advanced technical support to our enterprise customers, serving as an escalation point for complex issues that require deeper investigation. In this customer-facing role, you will handle challenging debugging scenarios, troubleshoot intricate application and platform issues, and help resolve problems that go beyond standard support workflows. You’ll work primarily through Zendesk tickets, collaborating closely with Support Engineers and Customer Success Engineers to ensure timely, high-quality resolutions while building your technical expertise and customer relationships.

You’ll serve as a technical resource for both customers and internal teams, bridging support and specialized engineering functions in high-impact situations. Support is provided 24/7, so scheduled weekday and weekend shifts, on-call rotations, as well as some holiday and evening availability, will be a requirement. Our customers are global and rely on our team to provide expedient support at any time of day.

About You

  • You are a technical problem-solver who thrives on helping customers. You may have a background in WordPress development, technical support, or agency work, and you’re ready to take on more complex challenges while continuing to build your engineering skills. You enjoy the variety of working with a wide spectrum of interesting global customers.
  • You never stop learning. You have a willingness to rapidly learn new technologies and deepen your expertise in areas like PHP, JavaScript, and the WordPress ecosystem. You’re excited by the challenge of debugging unfamiliar applications and expanding your technical toolkit.
  • You are curious and love to dig deeper. When an issue is escalated to you, you’re not satisfied with surface-level fixes. You’re driven to understand the root cause and to document what you learn, so the team can benefit from your investigation.
  • Communication is our oxygen and the basis of everything we do. You have excellent written English and can communicate technical concepts to customers and colleagues, even when things go wrong. You know how to translate complex debugging findings into clear, actionable guidance. You like actively solving problems, and helping others solve them too. You enjoy collaborative troubleshooting, whether that’s pairing with a Support Engineer on a tricky ticket, or consulting with a CSE on a deeper platform issue. Customer support, and what you learn solving customer problems, drive you.
  • You are passionate about customer success and team growth. You love working directly with customers and find satisfaction in mentoring teammates. Experience in a technical support environment—especially enterprise WordPress support—is highly valued.

Technical Requirements

  • WordPress expertise with a solid understanding of core concepts, including themes, plugins, hooks and filters, WP-CLI, imports, and common troubleshooting patterns. Familiarity with the block editor (Gutenberg) and ecommerce solutions (WooCommerce) is a plus.
  • Proficient in reading and troubleshooting code in multiple languages, including HTML, CSS, PHP, and JavaScript. You should be comfortable navigating unfamiliar codebases to identify issues and able to write small code snippets or patches when needed.
  • Understanding of web technologies, including REST APIs, HTTP, DNS, domain management, and version control (primarily Git). Familiarity with reverse proxy configurations and caching layers is helpful but not required.
  • Familiarity with software engineering practices, including coding standards, source control workflows, and basic testing concepts. Experience working alongside engineering teams or contributing to team repositories is valued.
  • Solid understanding of performance and scalability concepts in WordPress environments, including common causes of slow queries, caching strategies, and resource optimization. Security awareness and familiarity with common vulnerabilities are welcome but not required.
  • Comfortable using monitoring and debugging tools such as New Relic, Kibana, or similar platforms to investigate application behavior, identify errors, and trace performance issues.

Requirements

  • US-based position. Candidates must be based in the United States, undergo background checks as required, and hold American citizenship.
  • Self-motivated and collaborative work ethic. Self-starters who love taking initiative and seeing things through to completion do well on our teams. 
  • Strong troubleshooting abilities. You can take complex problems and break them down systematically, identifying root causes through methodical investigation. You know how to gather the right information, isolate variables, and work toward resolution—or clearly document your findings when escalating.
  • Experience in customer-facing technical roles. You’ve worked directly with customers in a support, agency, or consulting environment, and understand how to balance technical accuracy with clear, empathetic communication. Experience in enterprise WordPress support or a similar environment where customers expect fast, personal responses is an advantage.

What to Expect

Your day-to-day work will include:

  • Providing high-quality technical support and consultation through Zendesk tickets and customer calls.
  • Handling escalated customer issues that require deeper investigation, including urgent tickets and complex debugging scenarios.
  • In-depth debugging that requires close examination of logs, analysis of customer codebases, and collaboration with engineering teams.
  • Providing technical guidance to customers on WordPress best practices, performance optimization, and common implementation patterns.
  • Building and updating internal and customer-facing documentation.
  • Contributing to the continuous improvement of our platform, processes, and customer experience.

Support is provided 24/7, so scheduled weekday and weekend shifts, as well as some holiday and evening availability, will be a requirement. There will be on-call rotations involving work with government contracts.

Salary range: $55,000 to $85,000 USD – Please note that salary ranges are global, regardless of location, and we pay in local currency.

We are searching for high-caliber candidates with the skills and qualities to have a net positive for Automattic. Pay will reflect the potential contribution and the impact you can bring, which may, in some cases, go beyond the range stated.

We’re pleased to offer a straightforward, competitive base salary, providing financial clarity without complex variable components. This isn’t your typical work-from-home job: we are a fully-remote company with an open vacation policy. To see a full list of benefits by country, consult our Benefits Page. And check out these links to learn more about How We Hire and What We Expect from Ourselves

To apply: https://weworkremotely.com/remote-jobs/automattic-support-engineer-wordpress-vip

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Crisp: Technical Customer Support (English + Spanish and/or Portuguese) UTC-4 / UTC-5

Headquarters: Nantes, France

URL: https://crisp.chat

The Role
We’re looking for a Technical Customer Support Specialist to join our team! In this role, you’ll be the first point of contact for our customers, helping them via chat and email (no phone calls). You’ll assist with inquiries, troubleshoot issues, and ensure a smooth customer experience.

The position is fully remote.

What We’re Looking For
  • Fluency in English is mandatory: English is our primary working language, so strong written and verbal communication skills are essential.
  • Fluency in Spanish and/or Portuguese: This position implies exchanging with numerous of our LATAM customers.
  • Technical knowledge: You don’t need to be a developer, but a solid understanding of tech concepts (e.g., HTML/CSS) is required. This isn’t a “learn on the job” role, come prepared!
  • Team spirit: Empathy, kindness, understanding, active listening, and a collaborative mindset are essential. You’ll fit right in if you value teamwork and fostering a positive work environment.
  • Experience: Familiarity with customer support software is a plus, but not mandatory.
  • Communication soft-skills: We are looking for someone who understands the difference between a good support experience, and a great one. Crisp cares for its customers and we are not just about closing tickets. We exchange, listen and challenge our customers on their requests to always ensure we help them progress and leverage Crisp as best possible.
What Makes Crisp Special?
  • Everyone does support: even our developers contribute to customer support, keeping everyone connected to our users’ needs.
  • No meetings: Say goodbye to unnecessary meetings and focus on meaningful work.
  • No personal KPIs: We trust you to do great work without micromanagement or performance pressure.

Who Can Apply?
  • Must be located within the UTC-4 or UTC-5 timezone.
  • Immediate availability is a plus.
  • The position will be under a full time freelance service contract. You’ll need to have an independent contractor status in your country and be able to issue invoices

Compensation & Perks
  • The compensation range for this role is around USD 30k per year, depending on the profile
  • Join a diverse and inclusive remote-first team that values work-life balance and flexibility.

To apply: https://weworkremotely.com/remote-jobs/crisp-technical-customer-support-english-spanish-and-or-portuguese-utc-4-utc-5

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PostHog: Technical Customer Success Manager

Headquarters: San Francisco, California

URL: http://posthog.com

Help us to increase the number of successful products in the world!

About PostHog

We’re shipping every product that companies need to run their business from their first day, to the day they IPO, and beyond. The operating system for folks who build software.

We started with open-source product analytics, launched out of Y Combinator’s W20 cohort. We’ve since shipped more than a dozen products, including:

  • A built-in data warehouse, so users can query product and customer data together using custom SQL insights.

  • A customer data platform, so they can send their data wherever they need with ease.

  • PostHog AI, an AI-powered analyst that answers product questions, helps users find useful session recordings, and writes custom SQL queries.

Next on the roadmap are CRM, messaging, revenue analytics, and support products. When we say every product that companies need to run their business, we really mean it!

We are:

  1. Product-led. More than 100,000 companies have installed PostHog, mostly driven by word-of-mouth. We have intensely strong product-market fit.

  2. Default alive. Revenue is growing 10% MoM on average, and we’re very efficient. We raise money to push ambition and grow faster, not to keep the lights on.

  3. Well-funded. We’ve raised more than $100m from some of the world’s top investors. We’re set up for a long, ambitious journey.

We’re focused on building an awesome product for end users, hiring exceptional teammates, shipping fast, and being as weird as possible.

 

Things we care about

  • Transparency: Everyone can read about our roadmap, how we pay (or even let go of) people, our strategy, and how we work, in our public company handbook. Internally, we share revenue, notes and slides from board meetings, and fundraising plans, so everyone has the context they need to make good decisions.

  • Autonomy: We don’t tell anyone what to do. Everyone chooses what to work on next based on what’s going to have the biggest impact on our customers, and what they find interesting and motivating to work on. Engineers lead product teams and make product decisions. Teams are flexible and easy to change when needed.

  • Shipping fast: Why not now? We want to build a lot of products; we can’t do that shipping at a normal pace. We’ve built the company around small teams – autonomous, highly-efficient groups of cracked engineers who can outship much larger companies because they own their products end-to-end.

  • Time for building: Nothing gets shipped in a meeting. We’re a natively remote company. We default to async communication – PRs > Issues > Slack. Tuesdays and Thursdays are meeting-free days, and we prioritize heads down building time over perfect coordination. This will be the most productive job you’ve ever had.

  • Ambition: We want to solve big problems. We strongly believe that aiming for the best possible upside, and sometimes missing, is better than never trying. We’re optimistic about what’s possible and our ability to get there.

  • Being weird: Weird means redesigning an already world-class website for the 5th time. It means shipping literally every product that relates to customer data. It means building an objectively unnecessary developer toy with dubious shareholder value. Doing weird stuff is a competitive advantage. And it’s fun.

 

Who we’re looking for

  • A customer-obsessed person to take care of a large number of our larger customers. You’ll engage with them regularly to ensure their continued retention and growth.

  • You’ll need to be incredibly helpful, technical enough to help our customers, and solve real problems without asking a sales engineer for help.

  • No going away and asking an expert by default. You will be the expert!

  • You’re great at building relationships with customers, understanding their priorities, and ensuring they are set up for success both today and in the long term.

 

What you’ll be doing

You’ll be the face of PostHog for anywhere from 25-40 paying customers in the $20k-$100k+ ARR range. Some of these customers will have come through our sales process and be well-known to us, while others will have self-served and never talked to us before!

It’ll be your responsibility to ensure that both types of customers stay with us. That means taking care of the technical side (debugging, config advice), the commercial side (pricing questions, credit renewals), and the human side (multi-threading, managing escalations).

Day to day, it looks like:

  • Building relationships with your users. You should know who the key people are at each company, and they should know you.

  • Owning their feedback and making sure it gets to the wider PostHog team.

  • Investigating technical issues. You’re the first person to dig into customer issues, often solving them yourself rather than immediately passing to support.

  • Being super responsive to their Slack messages, support tickets, and emails.

  • Being their favorite ever Customer Success person to work with!

More broadly, you’ll watch product usage and revenue data so customer health doesn’t move into the red, and act early when it does. Your aim is to never be surprised when a customer tells us they are leaving. If you want to build automations to help you do your job here, go for it!

 

This role comprises a base salary component, plus a bonus for hitting/exceeding customer retention targets. The salary in our compensation calculator is the OTE (80/20).

 

What you won’t be doing

❌  Taking someone with you to every customer meeting. It’ll normally be you and the customer. Very occasionally, you might bring a product engineer with you, e.g. if they are one of our first customers paying for a new product. 

❌  Aggressively pursuing expansion opportunities. This role is primarily focused on retention.

 

Requirements

  • Technically capable. You don’t need to be an engineer, but you should be comfortable working with code. You troubleshoot issues customers run into (and sometimes even raise PRs yourself to fix bugs) and advise on configuration best practices across all PostHog products.

  • You get how product teams work. You know the roles, how they collaborate, and how they ship features – so you can help them use PostHog to solve real problems. For example, why running experiments matters, how to use product analytics and session replay together to find drop-off points and test fixes, or when error tracking helps teams ship better.

  • Strong customer focus. You need to help our users and remove any blockers to them using PostHog effectively – not route them elsewhere and move on.

  • Able to work at scale. You’ll have around 40 customers. You can’t treat them all the same, and you won’t try to.

Nice to have

  • Experience working with similar technologies, i.e. developer tools more broadly, or specifically product analytics, session replay, feature flags, A/B testing, data warehouses, or data pipelines.

  • You’ve been in a Pre-sales or Technical Account Manager role before, bringing both technical expertise and commercial acumen.

If you have a disability, please let us know if there’s any way we can make the interview process better for you – we’re happy to accommodate!

To apply: https://weworkremotely.com/remote-jobs/posthog-technical-customer-success-manager-1

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ClinicSense: Customer Support Representative

Headquarters: Toronto, Canada

URL: https://clinicsense.com

We are hiring a full-time Customer Support Representative to provide product information, educate customers, and resolve any emerging problems that our customers might face with accuracy and efficiency. You will be working directly with customers to support them, maintain and grow existing relationships, identify product improvement opportunities, and reduce churn. 

The work hours for this role are Monday to Friday from 9am to 5pm Eastern.

Who we are:
Our product helps health & wellness practitioners (e.g. massage therapists, physical therapists, etc.) reduce paperwork, stay organized, and ultimately we free up their time so they can spend more time with clients and less time managing administrative tasks.

We are bootstrapped, product-led, and profitable. Officially, we’re based in Toronto, but each of us work remotely (and always have). 

What we’re looking for:
We’re looking for someone that customers will consider a pleasure to work with. We’ve found the following to be critical to thrive in this position:

  • Active listening
  • A friendly tone
  • Clear & concise writing
  • Critical thinking & problem solving
  • Compassion, empathy, & patience

What you’ll do:

  • Respond to support inquiries through our support ticket system (both written and camera-on video replies), over the phone, via Google Meet, and via chat
  • Keep our knowledge base up-to-date
  • Create short product videos to teach best practices
  • Identify gaps in our product that impact the success of our customers
  • Work with our Product and Development teams to ensure issues are resolved
  • Identify opportunities for customer training in a proactive way
  • Complete quarterly, customer experience-enhancing projects (aligned with your areas of interest)

What you’ll need:
The following experience is relevant to us:

  • 2+ years of experience in a Customer Support or Technical Support role for a software product (SaaS support experience is a plus, but not a dealbreaker)
  • Experience in building and maintaining strong relationships with customers
  • Experience working closely with other functions like Development, Marketing, and Product
  • Experience working with a support platform like Zendesk, Help Scout, Intercom, etc.

Why join us:
We’re a team that loves what we do and we all thrive on our ability to make an impact. We are here to take the stress out of running a small health & wellness clinic. Our goal is for our community’s health & wellness providers to be happy, healthy, and achieve career longevity.

You’ll be joining a small, tight-knit support team that’s empathetic, supportive, and genuinely good at what they do. Customers tell us this constantly – it shows up in CSAT scores, NPS surveys, and unsolicited thank-you messages. We take care of our customers, and we take care of each other.

Compensation:

  • Salary: $50,000 CAD
  • Vacation: 11 public holidays, 15 vacation days, and a bonus Friday off every month (for meeting metrics)

Applying:
Please email careers@clinicsense.com introducing yourself and why you think you’d be a great fit for this role. We’re particularly interested in learning about the impact you’ve had in your previous positions.

As part of the application process, please imagine that you work as a Customer Support Representative for Google and have been asked to complete these tasks:

  • Provide a written response to this customer question… I’m using Google Sheets for my price list. I have 10 products on my list and I’m trying to calculate the average price. Can you show me how to do that?
  • Provide a video response using Loom.com to this customer question… I’m using Google Sheets for my price list. I have 10 products on my list and I’m trying to sort my list from the most expensive to the least expensive. Can you show me how to do that?
  • Write a knowledge base article for… Please write a help article that provides step-by-step instructions on how to highlight a cell in Google Sheets if the number in that cell is greater than 10.

Successful candidates will be contacted for the second stage of the interview process, which is a Google Meet call to discuss your past experience. The third and final stage of the interview process will be an assignment that will take you 30 to 45 minutes.

We’re looking forward to seeing your application!

 

To apply: https://weworkremotely.com/remote-jobs/clinicsense-customer-support-representative-4

ClinicSense: Customer Support Representative Read More »

NoGigiddy: Chat Support Agent (Remote) – Entry Level, No Degree Required – 15 – 18 per Hour

Headquarters: Atlanta, Georgia

URL: https://www.nogigiddy.com/

About NoGigiddy:
NoGigiddy is a digital platform built for gig workers, side hustlers, and anyone building an income outside the traditional 9-to-5. We connect our community with real earning opportunities — remote jobs, surveys, clinical trials, gig platforms, and financial tools — all in one place, free to access, no gatekeeping. We built what we wish had existed, and we hire people who actually get it.
Job Description:
Are you looking to kickstart your career in customer support without the need for a degree or prior experience? Look no further! NoGigiddy is seeking enthusiastic and dedicated individuals to join our team as Chat Support Agents. In this entry-level role, you will be the first point of contact for our users, providing top-notch support and ensuring a seamless experience for all.
Responsibilities:
 • Respond to customer inquiries via chat in a timely and professional manner
 • Provide accurate information about NoGigiddy services and job opportunities
 • Assist users with navigating our platform and resolving any issues they encounter
 • Maintain a high level of customer satisfaction through excellent communication and problem-solving skills
 • Collaborate with team members to continuously improve support processes
 • Document and escalate complex issues to the appropriate departments when necessary
 • Participate in training sessions to stay updated on product knowledge and customer service best practices
Requirements:
 • No degree required
 • No prior experience needed; we will provide comprehensive training
 • Excellent written communication skills
 • Strong problem-solving abilities and attention to detail
 • Ability to work independently and as part of a team
 • Reliable internet connection and a quiet workspace
 • Positive attitude and a willingness to learn
Benefits:
 • Competitive hourly pay ($15-$18/hr)
 • Flexible work-from-home schedule
 • Comprehensive training program
 • Opportunities for growth and advancement within the company
 • Supportive team environment
 • Access to exclusive gig opportunities
Equal Opportunity Employer:
NoGigiddy is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for all employees.
Join NoGigiddy today and take the first step towards a rewarding career in customer support!

To apply: https://weworkremotely.com/remote-jobs/nogigiddy-chat-support-agent-remote-entry-level-no-degree-required-15-18-7

NoGigiddy: Chat Support Agent (Remote) – Entry Level, No Degree Required – 15 – 18 per Hour Read More »