Customer Experience Specialist
Remote Canada Contract Mid-level Other
At a glance
Mid-level role at Flex. Remote, Canada · contract · CA$60,000–CA$100,000 base.
SalaryStated by Flex
CA$60,000 – CA$100,000
Base salary for this role, in CAD per year, as published in the posting.
RoleOther
SeniorityMid-level
LocationCanada
WorkplaceRemote
EmploymentContract
Base payCA$60,000–CA$100,000
PostedOct 20, 2026
Role brief
remoteroles summary, based on the employer's posting.
What you'll do
- Investigate difficult banking, credit and payment cases across internal systems, then respond by email, chat or phone
- Walk VIP and high-revenue customers through verification, account setup and feature issues with careful service
- Use discretion on frozen accounts, disputed charges, declined applications and compliance conversations
- Bring engineering, underwriting, risk and compliance together to resolve customer issues; document bugs and test staging features
- Qualify promising sales prospects for account executives and write up process gaps you uncover
What you bring
- At least two years supporting customers in fintech or financial services
- Professional fluency in spoken and written English, including explaining complex financial topics clearly
- Experience with Zendesk, Salesforce or a comparable CRM
- You can work nights and weekends during local or US business hours
Who this fits
This suits an investigative, self-directed support specialist who can stay composed in sensitive customer situations and communicate clearly. You’ll work remotely and own your shift; the role requires night and weekend availability. It is a contractor position.
From the employer
Flex is building AI-native financial services for business owners.
We’re re-architecting the entire financial system for entrepreneurs—from the first dollar a business earns to how that value compounds, moves, and is ultimately spent in real life. Banking, credit, payments, personal finance, and financial operations—rebuilt from the ground up as a single, intelligent system. Flex is the full financial home for ambitious owners.
Since launching publicly in September 2023, Flex has scaled from zero to nine-figure annualized revenue, with a clear path to profitability by late 2026. We move fast, ship relentlessly, and operate with extreme ownership.
Our customers are affluent business owners ($3–$200M in revenue)—the backbone of the economy and one of the most underserved segments in finance. They’re stuck with outdated banks and fragmented tools. We’re replacing all of it. The opportunity is massive: a ~$1T+ revenue market hiding in plain sight. Our ambition is to build a $100B+ company by delivering a product that is fundamentally better—not incrementally improved.
Flex has raised $100M+ in equity and $300M+ in debt.
- Mission-critical problems: We build software that directly controls how money moves at scale.
- High bar, low ego: Small teams, exceptional people, real ownership.
- Speed over comfort: We prioritize execution, quality, clarity, and results.
- Enduring impact: What we’re building will define how a generation of owners runs their businesses.
Team & Locations
We hire exceptional people who want to build hard things and see their work matter immediately. Roles are available in: San Francisco, Miami, New York, and fully remote.
Flex Fuels Ambition.
🕺About the Role
-
This isn't traditional customer support. You're a trusted advisor serving our high-net-worth members. We're committed to delivering premium, white-glove service with an uncompromising standard for quality. You'll operate as an autonomous problem-solver, handling complex fintech scenarios with precision and sophistication, including cross-functional troubleshooting, compliance coordination, and fraud detection.
✅ What You’ll Do
- Handle complex customer issues across banking, credit, and payments via email, chat, and phone with precision and clarity: requiring thorough investigation across multiple internal systems before providing answers that meet our quality standards
- Guide VIP and high-revenue accounts through multi-step processes with excellence (document verification, account setup, feature troubleshooting) maintaining the highest standards of care and service quality
- Handle sensitive scenarios with discretion and expertise: frozen accounts, disputed transactions, application denials, and compliance-related communications—executing each with precision and professional judgment
- Coordinate with engineering, underwriting, risk, and compliance teams to resolve multi-stakeholder issues
- File detailed bug reports and test new features in staging environments
- Create and update documentation when you encounter process gaps
- Qualify high-value sales leads with rigor and route to appropriate account executives, ensuring every introduction meets our quality standards and reflects our commitment to excellence
⚡️ What Makes You a Great Fit
- Clear, professional communication: your written/spoken English is flawless. You can explain complex fintech concepts to a non-technical customer. You write concise Slack messages and detailed Linear tickets.
- High ownership: you don't wait for someone to tell you what to do. If you see a broken process, you fix it or document the gap.
- Investigative mindset: you dig into issues until you understand the root cause. You don't just relay information; you synthesize it.
- Technical fluency: You learn new software fast. You can navigate Zendesk, Salesforce, Linear, Slack, Notion, and Google Sheets without someone holding your hand.
- Exceptional judgment: you can read between the lines. You know when a customer is confused vs. trying to game the system. You escalate the right things at the right time.
- Emotional resilience: you stay calm when customers are frustrated, systems are down, or priorities shift mid-shift.
Why This Role Is Worth It!
- You'll learn more in 6 months than most people learn in 3 years. Fintech moves fast, and you'll be at the center of product launches, compliance changes, and operational challenges.
- You'll work with a world-class team. Smart, driven, low-ego people who get stuff done.
- You'll have real influence. You're not just a ticket-taker. You'll shape how we support customers, build processes, and scale the team.
- You'll work remotely with autonomy. No micromanagement. You own your shift.
👀 What We’re Looking For
- Fluent English (written and spoken at a professional level—you'll be the voice of Flex)
- 2+ years in fintech or financial services customer support (ideally at a startup or high-growth company where you wore multiple hats)
- Availability to work nights and weekends (Local and/or US business hours)
- Experience with Zendesk, Salesforce, or similar CRM tools
Strongly Preferred
- Experience with banking-as-a-service platforms (Unit, Synapse, Treasury Prime, etc.)
- Prior exposure to fraud detection, KYC/AML processes, or financial compliance
- You've worked in a role where you created documentation or improved processes
- You've supported B2B SaaS or fintech products (not consumer support)