Ashby Logo

Ashby

Strategy & Operations, Customer Success

Posted 5 Days Ago
Remote
Hiring Remotely in Canada
Entry level
Remote
Hiring Remotely in Canada
Entry level
Role Overview

In this Strategy and Operations, Customer Success role, you will drive the strategy, processes, and data-driven insights that empower our Customer Success Team to deliver exceptional outcomes for our customers. Reporting to the Manager of Strategy and Operations, and partnering closely with Customer Success leadership, you will define strategies and execute improvements that optimize customer health, retention, and revenue growth.

Our Customer Success team is consistently praised by our customers for their deep expertise, responsiveness, and dedication—a testament to how much we Care Deeply About Customers, one of our core Operating Principles. As we continue to scale, it’s critical that we preserve and enhance this high standard of customer care while ensuring our processes, tools, and insights evolve to support sustainable growth.

You will play a crucial role in our operations, including process improvements, planning, and reporting. This is both a strategic and tactical role in which you’ll design frameworks and programs, uncover actionable insights, and create data-informed recommendations across our Customer Success functions.

 
What you'll do at Ashby:
  • Operationalize CS Strategy: Develop and refine processes, tools, and workflows to scale Customer Success operations. This includes customer segmentation, onboarding workflows, lifecycle mapping, and playbook development.

  • Analyze Business Dynamics: Partner with internal stakeholders on reporting & analysis of metrics such as NRR, GRR, churn, product adoption, health score, and customer sentiment. Use these insights to provide early warnings and refine CS strategies.

  • Optimizate the Customer Journey: Enhance the end-to-end customer journey, ensuring smooth transitions across all post-sales touch points from onboarding through support and renewal.

  • Support Strategic Planning: Collaborate with Finance and CS leadership on planning cycles, including headcount planning, capacity modeling, and quota setting. Provide relevant historical data for informed decision making.

  • Drive Process Improvements: Identify inefficiencies and implement improvements to CS workflows, customer onboarding, account transitions, and renewal processes. Implement & deploy KPIs to measure performance against strategic initiatives.

  • Optimize CS Systems: Define the business requirements to improve Customer Success efficiency, efficacy, and scalability. Partner with RevOps teammates to implement changes to tools (CRM, health scoring platforms, etc)

  • Collaborate Cross-functionally: Ensure alignment with Sales, Product, and other teams to align resources with customer needs and forecasted growth.

  • Support Change Management: Lead the roll-out and adoption of new processes or workflows to the CS team. Partner with Enablement on larger scale change programs.

You could be a great fit if you:
  • Are a self-starter, innately curious in your approach

  • Bring both SaaS & financial literacy, offering an informed perspective on CS benchmarks (e.g.ideal book sizes)

  • Have a strategic mindset, with the ability to distill data into actionable recommendations

  • Are detail-oriented and committed to data accuracy and process quality

  • Have experience in fast-growth SaaS environments, ideally in a Customer Success or Revenue Operations role

  • Are skilled in CRM reporting, with preference for HubSpot experience

  • Work autonomously, managing multiple tasks and deadlines effectively

  • Are an excellent communicator, both verbally and in writing

This role may not be a fit if:
  • You’re unwilling to manage both high-level strategy and hands-on execution

  • You’re uncomfortable with ambiguity and prefer structured, predefined assignments

  • You prefer focused work on a single project at a time

  • You prefer working within a single team rather than across multiple teams

Interview Process

Our interview process is thorough — we aim to ensure each person joining the team is the right fit for Ashby and will provide ample information to assess if Ashby is the right fit for you. The process for this role is as follows:

  • Recruiter Screen with Talent Acquisition Team - 30 minutes

  • Hiring Manager Interview - 45 minutes

  • Challenge Interview - 45 minutes

  • Virtual Onsite - 90 min

Benefits
  • 10-year exercise window for stock options. You shouldn’t feel pressure to purchase stock options if you leave Ashby —do it when you feel financially comfortable.

  • Unlimited PTO with four weeks recommended per year. Expect “Vacation?” in our one-on-one agenda until you start taking it 😅.

  • Twelve weeks of fully paid family leave in the US. We plan to expand this to employees in other countries as situations arise.

  • Generous equipment, software, and office furniture budget. Get what you need to be happy and productive!

  • $100/month education budget with more expensive items (like conferences) covered with manager approval.

  • If you’re in the US, top-notch health insurance for you and your dependents, with all premiums covered by us.

Ashby provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.

Ashby is committed to a fair and transparent hiring process. We confirm that this advertisement is for an active, existing vacancy within our organization. Please be advised that we may use artificial intelligence-driven tools to assist our recruitment team in screening, assessing, and selecting candidates for this position.

Similar Jobs

29 Minutes Ago
Easy Apply
Remote or Hybrid
2 Locations
Easy Apply
Mid level
Mid level
Artificial Intelligence • Cloud • Computer Vision • Hardware • Internet of Things • Software
Manage end-to-end implementation and adoption of Samsara’s IoT solutions for mid-market customers. Responsibilities include creating launch plans, tracking implementation progress and account health, delivering product training, demonstrating technology, resolving challenges, and coordinating with Sales, Support, Sales Engineering, and Product. The role requires strong customer communication, consultative implementation skills, technical product experience, stakeholder management, and fluency in English and French.
Top Skills: Equipment MonitoringIotSaaSSamsara Connected Operations CloudVehicle Telematics
An Hour Ago
Remote
Québec, QC, CAN
Mid level
Mid level
Events • Food • Travel • Hospitality • Hotels & Resorts
Manages banquet and bar service operations at Hilton Québec. Plans event logistics, inspects service areas, supervises and trains unionized staff, coordinates with kitchen and event teams, ensures service quality and customer satisfaction, handles issues, and recommends improvements. Requires primarily evening availability, with occasional daytime shifts as operationally needed.
An Hour Ago
In-Office or Remote
CA
Expert/Leader
Expert/Leader
Blockchain • eCommerce • Fintech • Payments • Software • Financial Services • Cryptocurrency
Leads global ecosystem partnership strategy across Afterpay, Cash App, and Square. Identifies and evaluates new partnership opportunities, develops business cases and commercial models, negotiates complex agreements, and guides initiatives from concept through launch and scale. Owns portfolio performance, commercialization, executive relationships, and cross-functional alignment across Product, Engineering, Sales, Marketing, Finance, Compliance, and Legal. Builds repeatable partnership practices and mentors senior colleagues.
Top Skills: Agentic CommerceB2B PaymentsB2B2C PaymentsPayment IntegrationsPayment Technology

What you need to know about the Toronto Tech Scene

Although home to some of the biggest names in tech, including Google, Microsoft and Amazon, Toronto has established itself as one of the largest startup ecosystems in the world. And with over 2,000 startups — more than 30 percent of the country's total startups — Toronto continues to attract new businesses. Be it helping entrepreneurs manage their finances, simplifying business operations by automating payroll or assisting pharmaceutical companies in launching new drugs, the city's tech scene is just getting started.

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account