Customer Support & Success Specialist [CLOSED]

Do you consider yourself a people-person, deeply empathetic, and skilled in problem solving and sales?

Read on because this might just be the dream job for you! 👇

About Us

Welcome to Fun With Drawing: the world's most-loved online art school!

We create best-selling online courses and resources for digital artists. Founded by industry expert Charly Clements, we've quickly exploded onto the scene, amassing over 100,000 students and thousands of five-star reviews from artists worldwide.

This isn't just some "cutesy" art school. Our courses make a real difference in people's lives daily: helping them land dream jobs, improve their mental health, and build self-confidence through art.

We have extremely high standards, and aim to be world-class in everything we do—from course design to student support. If "good enough" is good enough for you, we're probably not a match. But if you’re excited to join a small team of exceptional people solving exceptional challenges, you’ll thrive here!

Life’s too short to hate your job, so humor, camaraderie, and having fun are baked into our company DNA (we even put it in our name). We hold high standards, push ourselves to excel, and still manage to truly enjoy what we do—for our students and ourselves.

Job Summary

We are growing fast, and looking for a Customer Success superstar to keep our customers happy, manage testimonials and feedback, and upsell customers into new courses that would help them succeed.

This role will require you to:

1. Take over our customer service
2. Proactively reach out to warm leads and gently guide them towards new products
3. Work closely with the Founders Charly and Fabian to improve all areas of our business based on customer feedback

To succeed at this role, you should have both deep empathy and a desire to help combined with a knack for selling naturally without being overly pushy.

Here’s What You’ll Do:

Here’s a snapshot of what you’ll be doing day-to-day and month-to-month:

1. Take Over Our Customer Service - Quickly respond to and resolve all incoming emails, messages, chats, and DMs•
2. Knowledge Base & SOP Maintenance - Create and update FAQs and SOPs to streamline support and empower customers to self-serve.
3. Social Selling & Upselling - Conduct proactive outreach via email and DMs to warm leads, ensuring they are succeeding with their courses and crafting personalized upsell offers to help them find the right next step in their art journey.
4. Testimonial & Feedback Collection - Maintain systems for gathering customer feedback and success stories. Reach out to satisfied students for detailed case studies or video testimonials.
5. Metrics & Reporting - Provide weekly reports on support volume, resolution times, conversions, and common objections. Collaborate with founders to refine marketing messages, reduce churn, and improve product offerings.
6. Onboarding & Automation - Over time, help create or refine onboarding email sequences and check-in automations that keep students engaged.

Why You, Why Now?

Our rapid growth means we need a dedicated pro who can keep customers happy, champion their success, and help us scale. We’re also launching new courses, challenges, and digital products, making it the perfect time for you to come in, shape our customer success strategy, and elevate how we engage and nurture our global creative community.

About You

• You’re an empathetic communicator who thrives on helping others succeed.
• You believe fun and excellence can coexist: you work hard, aim high, and enjoy the process.
• You have a proactive mindset—when you spot a problem or opportunity, you seize it before anyone has to tell you.
• You’re comfortable juggling multiple roles: one minute answering support tickets, the next upselling customers into their next course.
• You hold yourself (and your work) to extremely high standards, and you continuously look for ways to improve.

You Must Have:

✅ Proven Customer Support or Success Experience - Ideally with 2+ years in remote customer support, success, or related fields.

✅ Excellent English Communication Skills (Written especially) - You can write clear, empathetic, and concise messages with a friendly, upbeat tone.

✅ Sales & Objection Handling - Comfortable starting conversations with leads, understanding their pain points, and confidently handling objections without being pushy.

✅ Organization & Time Management - Skilled at balancing multiple priorities—community monitoring, upsells, knowledge base updates—without missing deadlines.

✅ Tech Savviness - Quick to learn new tools (CRMs, help desk software, automation tools like Zapier) and set up basic automations or email sequences.

✅ Overlap with ICT Time Zone - at least 3 hours of daily overlap to ensure real-time collaboration with our team.

Nice to Haves:

• Experience with help desk software, CRMs, and knowledge-bases
• Experience with Stripe, online course platforms (ex. Kajabi, Teachable, GoHighLevel, etc), Zapier, Senja or similar platforms
• Knowledge of online marketing processes (lead magnets, upsells, webinars, etc.).
• Background in community management or social media engagement.

Growth Opportunities:

Our team is small but growing fast, so there is plenty of opportunity to quickly rise the ranks into higher positions like Head of Customer Success.

As you contribute to the company's growth, your responsibilities, and compensation will grow in tandem. Help our customers achieve their “first-class life” and we will support you in living yours — it's as simple as that!

Salary Range

Compensation for this role is based on previous experience. Excel at your role and your salary will grow in tandem!

Other Perks

• 👊 Unique Culture - Join a tight-knit team committed to creating a strong and unique culture that celebrates excellence, fun, and personal growth.
• 🌍 Fully Remote - ****Escape the hassles of cubicles, commutes, and office politics. Great work often requires a change of scenery, and as long as you have a productive environment & reliable internet connection, your office can be wherever suits you best!
• 💸 Compensation - Earn a competitive monthly salary (based on experience), with plenty of room for growth if you excel at your role!
• 🌴 Paid Time Off - Prioritize rest with 20 days of paid time off per year (plus team holidays)
• 📚 Keep Learning - Get access to thousands of dollars worth of training, on business, marketing, and more. We’ll also reimburse you for books, seminars, conferences, workshops, and webinars related to your role.
• 🤩 Make An Impact - Join the founding team and play a significant role in shaping the future of the business as it expands.
• 👩‍💻 Coworking Budget - Craving a change of scenery? Utilize our $200 monthly allowance to set up your workspace at your preferred coworking venue!
• 💪 Fitness Stipend - Prioritise your health with a $50 monthly credit for fitness activities and gym memberships.

Please note that this is a fully remote role, and that you are responsible for any tax-related procedures in your country of residence. We kindly ask you to apply only if you are happy to work remotely as an independent contractor.

Hiring Process:

The hiring process for this position will include the following steps:

1. Completing the application form
2. Recording a short video introduction of yourself
3. If shortlisted, completing test tasks
4. Attending video interviews to discuss your previous experience and the new role in more detail

Ready To Join Us?

Come help us inspire artists everywhere—and get paid to do what you love!

Please note that this position requires 100% commitment and is not suitable for those seeking a side job, freelance work, or part-time employment. It is important to only apply if you intend this to be your primary and only full-time job.