Customer Success Manager

Jigsaw

$80K — $110K *
Miami, FL 33186In-Person
Legal & Accounting
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 1-3 years in Customer Success, Account Management, or client-facing roles in B2B SaaS (ideally with $50K+ ACV)
  • Proven ability to manage a portfolio of 15-25 accounts effectively with high growth and retention metrics
  • Experience negotiating renewals and expansion deals, skilled in discussing pricing and contract terms
  • Background in legal, legal tech, or regulated industries is a significant advantage
  • Proficiency with CRM tools, particularly HubSpot
  • Comfortable with SaaS products and able to quickly learn technical features
  • Strong verbal and written communication skills with high emotional intelligence and executive presence

Responsibilities

  • Own the full customer lifecycle for a portfolio of law firm clients, ensuring their success and engagement
  • Develop a deep understanding of client objectives and align Jigsaw's solutions with their strategic needs
  • Monitor customer health signals proactively and devise strategies to mitigate at-risk accounts
  • Lead negotiations for renewals and expansions, identifying upsell opportunities during strategic discussions
  • Conduct impactful training sessions and workshops to enhance product engagement among client teams
  • Collaborate with Sales and Product teams to ensure a seamless customer experience and advocate for client needs
  • Contribute to the development of CS playbooks and processes as the function scales

Benefits

  • Hybrid work model with three days per week required in-office in NYC
  • Opportunities to influence and shape the role within a high-growth startup environment
  • Engagement with world-renowned law firms at the intersection of legal innovation and technology
  • Career growth potential alongside a scaling business
  • Supportive team culture focused on solutions and client advocacy
Full Job Description
About the role

As a Customer Success Manager at Jigsaw, you'll serve as a trusted advisor for law firms across the Americas, driving adoption and business value from our legal technology solutions. You'll own a portfolio of accounts representing approximately $1M in ARR, managing the full post-sale customer lifecycle from onboarding through renewal and expansion.

This role puts you at the intersection of legal innovation and client partnership. You'll work with world-renowned law firms, becoming an integral part of their operations and helping them transform how they work. Your success will be measured by retention, expansion revenue, customer satisfaction, and your ability to turn clients into advocates.

Working at a high-growth startup means variety, velocity, and the opportunity to shape what we're building. Things move fast, and we need someone who thrives in ambiguity, learns quickly, and isn't afraid to roll up their sleeves. This is an opportunity to build your career alongside a scaling business.

If you're energized by solving complex problems, building lasting relationships, and being part of the legal tech revolution, we'd love you to join us.

Please note: This is a hybrid role, with three days a week required in-office in NYC.

You'll focus on...
  • Customer Lifecycle Ownership
    • Serve as the primary point of contact and trusted advisor for a book of 15-25 law firm clients, owning their success and revenue outcomes
    • Develop deep understanding of each client's business objectives, workflows, and success metrics to align Jigsaw's value to their strategic priorities
    • Maintain accurate forecasting of renewals, expansions, and at-risk revenue in HubSpot

    Growth & Retention
    • Proactively monitor customer health signals (usage analytics, engagement patterns, support trends) to identify at-risk accounts before renewal and develop and execute risk mitigation strategies.
    • Lead renewal negotiations, structuring agreements that reflect delivered value and set foundation for expansion, identifying cross-sell and upsell opportunities through discovery conversations and strategic account planning
    • Conduct strategic Quarterly Business Reviews (QBRs) and Executive Business Reviews (EBRs) that demonstrate ROI and deepen executive relationships

    Product Adoption & Enablement
    • Deliver high-impact training sessions, workshops, and demos for end-users, champions, and train-the-trainer programs
    • Identify and cultivate champions within client organizations who can drive internal adoption and advocacy
    • Create success stories, case studies, and reference opportunities with your most engaged clients

    Collaboration & Voice of Customer
    • Partner closely with Sales (hand-offs, upsells), Product (feature requests, roadmap influence), and Product Success (escalations, technical issues) to ensure seamless customer experience
    • Advocate for customer needs internally, translating feedback into actionable insights for product and go-to-market teams
    • Contribute to CS playbooks, best practices, and processes as we scale the function
You'll need...
  • 1-3 years in Customer Success, Account Management, or client-facing roles in B2B SaaS (preferably $50K+ ACV)
  • A proven ability to independently manage a portfolio of 15-25 accounts with varying health scores and engagement levels and a track record of achieving high GRR and NRR goals
  • Experience negotiating renewals and expansion deals, with comfort discussing pricing, contract terms, and ROI
  • A background in legal, legal tech, professional services software, or highly regulated industries is a strong plus
  • Proficiency with CRM tools (Hubspot preferred)
  • To be comfortable with SaaS products and ability to learn technical features quickly
  • Exceptional verbal and written communication skills with high emotional intelligence and executive presence, in person and virtually. You easily build authentic relationships with stakeholders from end-users to executives.
  • Positive, high-energy presence that puts customers and colleagues at ease. When challenges arise, you focus on solutions rather than complaints. People leave conversations with you feeling motivated and supported
  • To thrive in ambiguity and you're comfortable building the plane while flying it and don't need perfect processes to be effective
  • To take ownership of your book of business, but know when to collaborate, escalate, or ask for help

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