Scaled Customer Success Manager
SpellbookRemote - CanadaPosted 16 April 2026
Job Description
Scaled Customer Success Manager
Spellbook is the most comprehensive AI copilot for transactional lawyers. It works directly inside Microsoft Word to help legal teams draft, review, and negotiate contracts up to 10x faster and with greater precision. Today, more than 4,000 law firms, in-house teams, and solo practitioners rely on Spellbook to simplify their workflows and eliminate the drudgery of everyday contract work.
We are backed by leading investors including Khosla Ventures, Thomson Reuters Ventures, Inovia Capital, The LegalTech Fund, Bling Capital, and Moxxie Ventures. The company recently raised $50 million in Series B funding, led by Keith Rabois at Khosla Ventures, bringing its total funding to more than $80 million.
*This is an existing vacancy
ABOUT THE ROLE
We’re looking for a highly organized and proactive Scaled Customer Success Manager (CSM) to drive adoption, retention, and engagement across a high-volume portfolio of small to mid-sized customers. This role is ideal for someone who thrives on scale, is creative with outreach, and can deliver value without relying on regular meetings. You’ll be balancing automation, data insights, and human touch to deliver exceptional outcomes.
You’ll own the customer journey within your portfolio of accounts across onboarding, adoption, risk mitigation, and renewals, working to maximize usage and ensure customers derive ongoing value from Spellbook.
RESPONSIBILITIES
- Own a large portfolio of accounts (150+), ensuring strong retention and product adoption at scale.
- Offer 1:1 training calls to help new and existing customers hit the ground running.
- Do phone call or Zoom check-ins on accounts in your portfolio
- Monitor product usage across your portfolio and trigger targeted re-engagement campaigns or personalized outreach based on risk signals.
- Identify at-risk accounts early and proactively intervene with helpful content, value reinforcement, or direct outreach.
- Deliver value in creative, scalable ways — using Loom videos, email playbooks, personalized content, and group training sessions instead of relying on 1:1 synchronous meetings.
- Clearly articulate the ROI of Spellbook and coach customers to use functionality they may not be aware of to improve efficiency and accuracy in their work.
- Manage renewal conversations by showcasing usage, outcomes, and opportunities for further value, even with customers who are difficult to get a hold of.
- Partner with marketing, product, and CS leadership to refine scaled engagement strategies, playbooks, and automation flows.
- Maintain clear and accurate records in HubSpot and help improve how we track scaled success metrics and health scores.
QUALIFICATIONS
- 2+ years in customer success, account management or a similar role in a B2B SaaS environment.
- Experience with scaled/lifecycle CS or managing high-volume SMB customer segments.
- Proven ability to manage and impact a large volume of accounts without sacrificing the quality of support or customer outcomes.
- Excellent written communication — you know how to craft a persuasive email, a compelling product update, or a clear usage follow-up.
- Strong organizational skills and a systems mindset; you enjoy refining workflows, segmenting accounts, and optimizing processes.
- Able to identify churn risks through product signals and take proactive steps to turn the account around.
- Comfortable driving value without depending on live meetings — you can sell the product’s worth through content, automation, and strategic outreach.
- Familiarity with CRMs (e.g., HubSpot) and willing to maintain clean and consistent data hygiene.
- Self-starter who thrives in a fast-paced, constantly evolving environment.
NICE TO HAVES
- Familiarity with tools like Mixpanel, Intercom, or customer success platforms like Vitally or ChurnZero.
- Legal tech or SaaS experience supporting professional services teams (legal, finance, consulting).
WHY JOIN SPELLBOOK?
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