Plooto

Staff Customer Experience Strategist

Plooto$100K — $120K *
US-AnywhereRemote in Canada
Finance & Insurance
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5-7 years in payments, fintech, SaaS, or customer experience strategy.
  • Deep understanding of payment processes including funding, settlement, and chargebacks.
  • Experience using data to improve customer and operational metrics like churn and onboarding.
  • Hands-on data proficiency with tools like SQL and Databricks.
  • Strong problem-solving and business judgment skills related to customer insights.
  • Experience enhancing customer experience through AI and automation initiatives.
  • Effective cross-functional communicator capable of influencing stakeholders.

Responsibilities

  • Uncover key opportunities to enhance customer journeys by analyzing contact and churn data.
  • Diagnose root causes of user experience issues related to products and processes.
  • Define priorities for improving operational processes impacting SaaS and payments.
  • Transform data insights into actionable business decisions to reduce churn and improve retention.
  • Identify improvements using automation and AI while guiding product development efforts.
  • Influence strategic improvements by collaborating with various stakeholders across the organization.
  • Strengthen the customer experience analysis capability to drive data-informed decisions.

Benefits

  • Opportunity to work cross-functionally with various departments like Product, Engineering, and Operations.
  • High-impact role influencing company-wide customer experience strategies.
  • Involvement in cutting-edge initiatives using AI and automation to enhance services.
Full Job Description
About the Role

We are looking for a Staff Customer Experience Strategist to help shape how Plooto delivers a seamless and trusted experience across the customer journey. Reporting to the VP, Risk & Operations, this is a highly influential individual-contributor role with the opportunity to work across Product, Engineering, Operations, Risk, Data, Finance, and GTM to solve some of our most important customer and business problems.

This role owns Customer Experience Insights and Optimization: uncovering what drives customer contact and product/operational churn, diagnosing the underlying payment, product, and process issues, and turning those insights into action. You will identify what we can improve now through tooling, automation, AI, or process changes, and where deeper Product or Engineering investment can create meaningful impact.

You will bring together deep customer understanding, payments expertise, hands-on data analysis, and strong business judgment to uncover root causes, quantify customer and business impact, and translate insights into clear recommendations that drive measurable improvement.
What You'll Do
  • Uncover the biggest opportunities to improve the customer journey. Bring together customer contacts, churn, payment behavior, operational data, reviews, and NPS/CSAT to identify friction and the opportunities with the greatest customer and business impact.
  • Diagnose what is driving the experience. Go beyond high-level themes to understand the underlying product, payment, process, policy, tooling, or integration drivers and define the outcomes that matter most.
  • Shape customer experience priorities across SaaS and payments. Identify where product workflows, payment flows, and operational processes create friction and help define the customer and business outcomes that should improve.
  • Turn data into decisions. Test hypotheses, segment customers, quantify impact, and connect insights to contact rate, churn, revenue retention, and cost-to-serve.
  • Create momentum now while shaping what comes next. Identify opportunities through AI, automation, tooling, communications, and process improvements, while partnering with Product and Engineering on opportunities that require deeper product investment.
  • Influence high-value improvements across Plooto. Use strong problem framing, evidence, and clear target outcomes to build alignment across Product, Engineering, Customer Operations, Risk, Data, Finance, and GTM.
  • Build a stronger Customer Experience capability. Evolve how Plooto measures and acts on customer insights, create reliable visibility into contact and churn drivers, and translate complex analysis into concise, decision-ready recommendations for senior leaders.
What We're Looking For
  • Significant experience in payments, fintech, SaaS, customer experience strategy, or a related analytical role, ideally in a product-led environment.
  • Strong understanding of how money moves through a payments business, including funding, settlement, returns, reconciliation, risk reviews, recalls, cross-border payments, chargebacks, and exceptions.
  • Demonstrated track record of using data to identify and solve systemic customer, product, or operational problems, with measurable improvements in areas such as contact rate, churn, onboarding, payment transparency, or cost-to-serve.
  • Strong hands-on data proficiency using SQL, Databricks, Salesforce, and similar tools, with minimal reliance on Data for routine analysis.
  • Strong first-principles problem solving and business judgment, with the ability to move from signal 12 driver 12 root cause 12 opportunity 12 recommendation and connect insights to customer and business impact.
  • Experience building or materially improving a customer experience or friction-reduction capability, including using AI, automation, tooling, and process improvements to create measurable impact.
  • Strong cross-functional influence and communication skills, with the ability to build alignment through clear problem framing, evidence, sound judgment, and concise, decision-ready recommendations for Product and senior leaders.

About Plooto

Plooto is a financial technology company that provides an online payment platform for small and medium-sized businesses. The platform enables businesses to send and receive payments, manage their cash flow, and automate their accounting processes. Plooto's platform integrates with popular accounting software, such as QuickBooks and Xero, and supports payments in multiple currencies. The company was founded in 2015 and is headquartered in Toronto, Canada.
Learn more about Plooto
Size
50 employees
Industry
Net Income
-$3 million
Founded
2015
5 Year Trend
+150%
Revenue
$2 million

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