Hubstaff

Customer Success Manager

USA, United States full-time Mid Salary not listed
full-time Mid level Technology & IT Curated
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About the role

Customer Success Manager

Remote | North America

About Hubstaff

Hubstaff helps organizations around the world optimize productivity and workforce operations. Trusted by 20,000+ businesses, our platform powers time tracking, team management, project insights, and payroll automation.

We’ve been a remote-first company for over a decade — and we’re on a mission to help distributed teams work smarter, not harder.

The Role

We’re hiring a Customer Success Manager (NAMER) to own the customer journey end to end — ensuring rapid activation, long-term adoption, retention, and expansion of Hubstaff across a portfolio of ~150 mid-market and Enterprise customers across North and South America.

Your focus will span Onboarding, Adoption, Retention, Expansion, Renewal, Billing, and Escalations, ensuring every customer achieves measurable outcomes and lasting value from Hubstaff.

This is a strategic and hands-on role: you’ll act as the trusted advisor to your customers, collaborating cross-functionally with Sales, Product, Marketing, and Support to deliver world-class experiences and sustainable growth.

This role is ideal for someone who thrives on building strong relationships, solving complex problems with empathy, and driving impact through data and insight. You’ll report to Customer Success Team Lead, working with peers across the Americas and Europe in a highly collaborative, remote-first environment.

What You’ll Do

Own client activation and onboarding — become a Hubstaff subject matter expert and guide new customers from deal close through successful adoption. Lead live onboarding sessions, follow-ups, and check-ins to ensure customers realize time-to-value quickly.

Manage ongoing customer relationships — conduct value-driven business reviews, track progress toward customer goals, and proactively drive retention and growth across your book of business.

Be directly responsible for Gross and Net Revenue Retention (GRR & NRR) across your book of business. Manage renewals and the associated process, expansion opportunities, and at-risk accounts, ensuring Hubstaff’s customers are retained and setup to grow with us.

Build and maintain strong, trust-based relationships with key decision-makers and daily users, becoming their advocate and advisor.

Deliver key account insights: report on customer health, renewal risk, and expansion opportunities to the wider Hubstaff leadership team.

Develop scalable processes and playbooks that streamline onboarding and lifecycle management, contributing to a continuously improving Customer Success practice.

Use data to drive action: monitor product adoption metrics, health and associated alerts, feature usage, and engagement data to identify risk or opportunity, and implement targeted success plans.

Educate and enable customers through webinars, product walkthroughs, and resources that increase confidence, adoption, and satisfaction.

Collaborate cross-functionally with Product, Support, and Engineering teams to resolve issues quickly, advocate for customer feedback, and influence roadmap decisions.

Continuously experiment and iterate: test engagement approaches, refine playbooks, and share learnings to enhance customer outcomes and internal efficiency.

What You’ll Bring

4+ years of experience in Customer Success within a PLG SaaS company.

Proven experience managing 100+ accounts, balancing proactive engagement with operational efficiency.

Strong ownership mentality — you’re accountable for your customers’ results and take initiative to solve problems before they escalate.

Exceptional relationship and communication skills, able to engage both executive and operational stakeholders with credibility and empathy.

Comfortable working with data, dashboards, and customer metrics to inform decisions and drive performance.

Experience influencing renewal, retention, and expansion outcomes, ideally in a PLG or subscription-based SaaS model.

Familiarity with tools such as Vitally, HubSpot, Slack, and Stripe is a plus.

Self-motivated, comfortable working autonomously in a distributed team, and energized by a high-growth, evolving environment.

Compensation & Bonus

The base salary for this role is $80,000–$100,000 annually, plus the opportunity to earn additional compensation through a quarterly performance bonus.

Our bonus plan rewards your impact on customer success, with incentives tied to customer retention and expansion goals.

Why You’ll Love Working at Hubstaff

Fully remote role with flexible working hours

Meaningful work — you’ll help thousands of teams operate more effectively and sustainably every day

Supportive culture built on trust, autonomy, and balance

Private health insurance, paid time off, and local benefits (for employees)

Annual stipends for home office, wellness, or professional development

Clear career progression pathways, mentorship opportunities, and skill development programs

Global company retreats in unique destinations, connecting our remote team in person

Inclusion at Hubstaff

We welcome and celebrate diverse backgrounds, perspectives, and experiences. Everyone deserves to feel valued and supported — and we’re committed to creating an inclusive environment for all.

Interview prep

Walk in with sharper answers.

Use this as a quick practice sheet before you speak with the employer.

Mid
Technology & IT Accounting CRM Remote Collaboration Sales Mid level full-time

Likely questions

  1. Tell us about work you have done that is close to the Customer Success Manager role.
  2. How would you approach your first 30 days at Hubstaff?
  3. Which of Accounting, CRM and Remote Collaboration have you used recently, and what did it help you achieve?
  4. Describe a time you solved a problem without waiting to be told exactly what to do.
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Accounting, CRM and Remote Collaboration.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the Customer Success Manager role because I can bring practical experience in Accounting, CRM and Remote Collaboration, learn the team quickly, and contribute to the outcomes Hubstaff needs from this hire.

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