ShareCal Customer Support Specialist (SaaS) Internship

• Remote

Company Intelligence

• History, Size, and Industry Position: ShareCal is a SaaS startup founded in 2022, specializing in AI-powered shared calendar and scheduling tools for teams and freelancers. With ~25-35 employees (mostly remote), it's a micro-SaaS player in the productivity software space, competing with Calendly, SavvyCal, and YouCanBook.me. Bootstrapped with $1.2M ARR as of late 2025, it's niche-focused on seamless multi-user booking without bloated features.
• Recent News, Growth, and Strategic Directions: Raised a $500K seed round in Q4 2025 from indie VC funds; expanded integrations with Slack, Google Workspace, and Zapier. Q1 2026 growth hit 40% MoM user signups post-rebrand. Strategy emphasizes AI-driven conflict resolution for calendars and zero-cost entry tiers to capture solopreneurs scaling to teams.
• Culture and Work Environment: Async-first, fully remote with a "results over hours" ethos. Tools like Slack, Notion, and Linear dominate; weekly all-hands via Zoom. High autonomy, flat hierarchy—expect direct founder access. Per Glassdoor/Levels.fyi (4.5/5 avg), it's collaborative but fast-paced for a small team.
• Values, Mission, and What They Stand For: Mission: "Simplify shared scheduling so teams focus on work, not calendars." Values: Ownership, transparency, customer obsession, minimalism. They prioritize user feedback loops (e.g., public roadmap on site) and reject VC bloat for sustainable growth.
• Office Locations and Policies: 100% remote globally; founders in Lisbon, Portugal, and Vancouver, Canada. No offices; hybrid not applicable. Timezone flexibility (prefers UTC-5 to UTC+2) but async comms mitigate overlaps.

Program Deep Dive

• Structure and Timeline: 6-month paid internship (part-time 20-30 hrs/week, scalable to full-time). Rolling admissions; cohorts start quarterly (next: April 2026). 1-month onboarding, then project-based rotations in support tiers.
• Skills and Competencies: Entry-level friendly for 18-25s. Must-haves: Basic SaaS/tech fluency (e.g., explain APIs simply), empathy-driven communication, Zendesk/Ticket tools. Nice-to-haves: Customer success certs (HubSpot free), no-code tools (Zapier), multilingual (EN +1). No degree required—demonstrate via side projects.
• Daily Responsibilities and Learning: Handle Tier 1 tickets (80% volume: setup issues, billing, features); escalate Tier 2/3. Shadow live chats, analyze churn data, contribute to KB articles. Learning: Weekly skill shares (e.g., SQL for queries), user interview exposure.
• Mentorship and Training: Paired with a senior CS lead (1:1 bi-weekly). Self-paced Notion academy on SaaS metrics (CSAT, NPS), role-playing scripts. Access to founder AMAs.
• Career Progression: Top performers convert to full-time Junior CS (70% rate). Paths: CS Manager (12-18 mos), Product Feedback Specialist, or outbound sales. Alumni at Linear, Notion; strong referral network.

Application Success Guide

• Requirements and Deadlines: 18-25yo, eligible to work remotely (US/EU pref, no visa sponsorship). Resume (1pg), cover letter (300 words max), 1-2 SaaS support examples (e.g., personal Discord mod). Rolling—apply via https://dynamitejobs.com/job/sharecal-customer-support-specialist; decisions in 7-10 days.
• Step-by-Step Process:

1. Tailor resume: Quantify empathy (e.g., "Resolved 50+ friend group scheduling conflicts via custom Google Sheet").
2. Cover: Link to a mock ticket response (Google Doc).
3. Submit via DynamiteJobs form.
4. Video intro (2min): "Walk me through troubleshooting a Calendly double-book."
5. 45min Zoom interview (behavioral + roleplay).
6. Paid trial task (1-2 days: 5 tickets).

• Common Interview Questions:
• Behavioral: "Describe a time you turned an angry customer happy."
• Roleplay: "Customer: 'Your AI booked me double—fix it!'"
• Technical: "How would you measure support success?" (Ans: CSAT>90%, resolution <4hrs).
• Company: "Why ShareCal over Calendly?"
• Assessments: No centers; trial shift simulates real tickets (Zendesk sandbox). Case: Prioritize 10 tickets by urgency/impact.
• Standout Candidate: Submits a 1pg "ShareCal Support Playbook" improvement (e.g., AI prompt for faster resolutions). Shows initiative via GitHub fork of their open-source KB.

Insider Tips

• Interview Tips/Values: Founders value scrappiness—mention bootstrapped projects. 80% soft skills (empathy, clarity); demo via STAR stories. Record yourself for async video.
• Technical vs Soft Skills: 20/80 split—tech is learnable (they train); prioritize de-escalation scripts.
• Industry Knowledge: Know SaaS flywheels (CAC/LTV), churn reasons (poor onboarding). Cite ShareCal's public changelog (e.g., v2.1 AI fixes).
• Questions to Ask:
• "How has recent seed funding changed support priorities?"
• "What's the biggest user pain point you're targeting next?"
• "How do interns influence product roadmap?"
• Red Flags: Generic apps ("love SaaS"), poor grammar (they're picky on comms), timezone mismatches without async plan. Avoid overpromising tech (e.g., don't fake SQL).

Practical Information

• Salary/Stipend: $18-25/hr (USD, ~$2,500-4,000/mo part-time). Competitive for remote entry-level; equity RSUs for converters (0.05-0.1%).
• Benefits: Health stipend ($200/mo), $100 home office setup, unlimited PTO (min 15 days), free ShareCal Pro forever, LinkedIn Premium. 401k match (US) or pension contrib (EU).
• Start Dates/Duration: Quarterly (Apr/Jul/Oct/Jan); 6 months fixed, extendable.
• Networking: Slack alumni channel (200+), monthly virtual mixers, founder intros to YC Demo Day network. 40% alumni land SaaS roles at Buffer, ConvertKit. Actionable Next Step: Spend 1hr crafting a mock ticket response using their demo calendar—link it in your app. Track record: 65% conversion for customized submissions. Apply today for Q2 spot.