Manage a portfolio of strategic B2B SaaS accounts to drive retention and expansion. Build account strategies, lead executive conversations, connect product usage to business outcomes, use AI signals to prioritize work, and travel for customer meetings and company events.
ClickTime is a recognized leader in time management software, serving thousands of enterprises, nonprofits, and governments worldwide. From bootstrapped beginnings to sustained profitability—all without venture capital funding—ClickTime has tracked over $210 billion worth of employee time, helping customers improve workforce efficiency, profitability, and resource planning. While headquartered in San Francisco, ClickTime’s team works remotely across the United States.
About the Role
ClickTime plays a critical role in how our customers run their businesses, from workforce planning to financial operations. As a Senior Customer Success Manager, you'll help stakeholders derive lasting value from a platform they rely on every day. You'll own a set of our most strategic accounts — building account strategies, leading executive conversations, and driving renewals grounded in real business outcomes. As AI surfaces signals about account health, risk, and opportunity, you'll focus your time where it counts most: customer relationships, account strategy, and revenue-critical conversations.
Responsibilities
- Own a portfolio of top tier accounts, accountable for retention (GRR) and growth (NRR)
- Articulate business value clearly, connecting product usage to outcomes that matter to senior stakeholders
- Build and maintain forward-looking account strategies, identifying risks and expansion opportunities early
- Develop sufficient product knowledge to be credible with customers, leveraging internal resources for depth when needed
- Use AI-generated signals to prioritize high-impact work and operate effectively within evolving workflows
- Ability to travel approximately 20% of the time for customer meetings, team gatherings, and company events
Qualifications
- Executive Presence. Proven ability to command trust with senior stakeholders and lead high-stakes conversations with confidence
- Value-Oriented. Track record of connecting product usage to business outcomes, driving retention and expansion as a result
- Proven track record of owning a B2B SaaS portfolio — building account strategies, managing risk, and delivering retention and growth outcomes across a complex set of accounts
- Enjoys operating in an AI-enabled environment, adapting to evolving tools and processes
- Familiarity with ERP, time tracking, workforce management, or similar back-office software is a plus
- Demonstrated success driving customer expansion through upsell, cross-sell, or adoption-led growth motions
Similar Jobs
Cloud • Security • Software • Cybersecurity • Automation
Manage a portfolio of U.S. public sector accounts to drive adoption, retention, expansion, and satisfaction of the GitLab DevSecOps platform. Translate pre-sales plans into measurable objectives, coach customers on Git, CI/CD, and DevSecOps best practices, coordinate cross-functional responses, and use project management to deliver customer enablement and success initiatives.
Top Skills:
Ci/CdContinuous DeploymentContinuous IntegrationDevsecopsGitGitlab
AdTech • Artificial Intelligence • Marketing Tech • Software • Analytics
Lead strategic, programmatic client relationships to launch, optimize, and report cross-channel campaigns; drive account growth, present analytics, collaborate with sales and analytics, and ensure high client satisfaction.
Top Skills:
DspsExcelMS OfficePowerPointProgrammatic AdvertisingZeta Marketing Platform (Zmp)
Cloud • Information Technology • Productivity • Security • Software • App development • Automation
Partner with 8-10 enterprise customers to manage the full lifecycle—implementation, adoption, expansion, and renewal—driving product utilization, business alignment, executive engagement, and account growth while coordinating cross-functional teams.
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
