Customer Success Manager

Frontcareers
Chicago, US
RemoteCareer-pivot friendly

Who this role is best for

Geared toward mid-level customer success professionals comfortable with B2B SaaS renewals and data-driven account management in a hybrid work model.

Best fit for

  • Proactive account managers who anticipate churn risks before they escalate.
    — “You don’t wait for churn signals — you anticipate them
  • B2B SaaS veterans with a track record of renewals and retention.
    — “Proven experience owning renewals and retention metrics
  • Commercial negotiators who can lead contract discussions confidently.
    — “Strong commercial instincts and comfort leading contract conversations

Things to consider

  • Hybrid schedule requires in-office presence three days weekly.
    — “we come together in the office each Tuesday, Wednesday, and Thursday
  • Renewal strategies must be developed 3-4 months in advance.
    — “Build and execute renewal strategies 90–120 days in advance

How to stand out

  • Quantify past success in mitigating churn through data analysis.
    — “Identify and mitigate churn risk using data-driven insights
  • Demonstrate cross-functional collaboration in executing account strategies.
    — “partnering cross-functionally to ensure seamless execution
  • Showcase experience aligning customer metrics with business outcomes.
    — “aligning on measurable success metrics and desired business outcomes
Pace · Fast PacedCollaboration · HighAutonomy · MediumDecision Impact · TeamLevel · Mid

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • successful renewals and long-term value realization
  • strong customer relationships
  • proactive risk mitigation
Typical background
1-2+ years in Customer Success, Account Management, or a similar client-facing role in a B2B SaaS environment

Skills & requirements

Required

Customer Success ManagementAccount ManagementCommercial AcumenContract NegotiationStakeholder ManagementData Interpretation

Preferred

Stress TestingFinancial Modeling

Stack & domain

Customer SuccessAccount ManagementB2b SaasRenewals And Retention MetricsCommercial InstinctsUsage Data InterpretationCommunicationStakeholder ManagementOrganisationAttention To DetailProactiveOrganizedCommercially SavvyExcellent CommunicationB2b Customer RelationshipsCustomer-facing Work

About the role

As a Customer Success Manager at Frontcareers, you'll be a strategic partner to B2B clients, ensuring they get the most out of their investment by driving adoption, engagement, and renewals, ideally suited for someone who thrives in a proactive and data-driven environment.

Original posting from Frontcareers via Ashby

Front is the customer operations platform built for B2B complexity, keeping every team, tool, and customer conversation in sync so companies can scale without losing connection. Others handle simple interactions. Front handles the coordination and context behind complex B2B customer relationships. Over 9,000 companies, including Uber Freight, Navan, and Stripe, rely on Front because it's the only one that can run the operational layer that makes customer-facing work actually succeed.

Backed by Sequoia Capital and Salesforce Ventures, Front has raised $204M from leading venture capital firms and independent investors including top executives at Atlassian, Okta, Qualtrics, Zoom, and PagerDuty. Front has received numerous Great Place to Work accolades, including Built In's 100 Best Midsize Places to Work in SF 2025 https://builtin.com/awards/san-francisco/2025/best-midsize-places-to-work?utm_campaign=bptw-2025&utm_content=article&utm_medium=website&utm_source=editorial, Top Places to Work by USA Today 2025 https://topworkplaces.com/company/front/, Y Combinator's list of Top Companies in 2023 https://www.ycombinator.com/topcompanies, #4 on Fortune’s Best Workplaces in the Bay Area™ https://www.greatplacetowork.com/best-workplaces/bay-area/2022?category=small-and-medium ,Inc. Magazine's 2022 Best Workplaces list https://www.inc.com/best-workplaces/2022, and Forbes Best Startup Employers 2022 List https://www.forbes.com/lists/americas-best-startup-employers/?sh=661411d52ad7.

As a Customer Success Manager, you will be the primary post-sale partner for a portfolio of B2B customers. Your focus will be retention and long-term value realization — ensuring customers adopt, engage, and renew with confidence.

You are proactive, organized, and commercially savvy. You don’t wait for churn signals — you anticipate them. You don’t just manage accounts — you drive outcomes.

What will you be doing?

  • Own the end-to-end lifecycle for your book of business, driving successful renewals through proactive planning, forecasting, and negotiation
  • Build and execute renewal strategies 90–120 days in advance, identifying risks early and partnering cross-functionally to ensure seamless execution
  • Develop strong relationships with key stakeholders, aligning on measurable success metrics and desired business outcomes
  • Monitor product usage and engagement, proactively addressing adoption gaps to ensure customers realize clear ROI
  • Lead business reviews and strategic check-ins to reinforce value, strengthen alignment, and surface growth opportunities
  • Identify and mitigate churn risk using data-driven insights, executing mitigation plans and escalating when necessary
  • Maintain clear documentation of account health, risks, and blockers while advocating for customer needs and sharing feedback internally

What skills and experience do you need?

  • 1-2+ years in Customer Success, Account Management, or a similar client-facing role in a B2B SaaS environment
  • Proven experience owning renewals and retention metrics
  • Strong commercial instincts and comfort leading contract conversations
  • Ability to interpret usage data and translate it into action
  • Excellent communication and stakeholder management skills
  • Highly organized with strong attention to detail

Front operates on a hybrid model — we come together in the office each Tuesday, Wednesday, and Thursday to collaborate and stay connected.

What we offer

  • Competitive salary
  • Equity (we are post-series D & backed by some of the best VCs in the US)
  • Private health insurance, including plan options at no cost to employees
  • Paid parental leave
  • Flexible time off policy
  • Focus Fridays - learn more here https://front.com/blog/focus-friday!
  • Flexibility to work from home Mondays and Fridays (unless posted as a full-remote role)
  • Mental health support with Workplace Options
  • Family planning support with Maven
  • $100 per month Lifestyle Stipend to spend on fitness, health and wellness, and other activities
  • Wellness Days - Fronteers get an additional day off on months with no holidays
  • Winter Break - Our offices are closed from Christmas to New Year's Day!

Front provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age or disability. By applying, you acknowledge and agree that you have read and understand the California Recruiting Privacy Notice https://front.com/legal/california-recruiting-privacy-notice & EU Privacy Notice https://front.com/legal/eu-recruiting-privacy-notice

Source: Frontcareers careers (Ashby)

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