wrapbook - Senior SMB Digital Success Lead, Commercial
Responsibilities
• Own the Commercial SMB business (accounts, cases, outreach, and retention) as the single owner and point of contact across Sales, Support, and Partners. • Build a success model that catches risk early and drives onboarding, adoption, and expansion across the whole SMB base through AI-assisted engagement. • Own SMB onboarding fully: the curriculum, how it's delivered, and the results. Keep improving it based on what the case queue and agent signals tell you about where customers get stuck. • Lead the agent rollout for SMB. Work with the AI team to design the model and to build, test, and drive adoption of the AI agents and SMB app. Own every agent that touches SMB, from requirements through adoption. • Work with Sales, Marketing, and RevOps to grow the SMB portfolio: surface expansion and Mid-Market opportunities, shape adoption campaigns, and align on segmentation and coverage so every account gets the right level of service. • Partner with your leader and AI Ops to define what good looks like and execute on the plan to exceed those targets. • Be the voice of the SMB customer. Bring product, process, and enablement insights from the front line back to the teams who can act on them. • Help scale what works across Commercial Success. Document and share workflows, wins, and playbooks so the approach can grow beyond SMB. • What you'll have: • 3+ years in customer success or a similar customer-facing role, and a track record of owning retention and expansion outcomes. • Real AI building skills, not just AI usage. You've built, tuned, and run AI agents and workflows, and you know what to automate and what needs a human. • Strong program ownership and process design. You can own a deliverable others execute, and rebuild an undocumented, reactive motion into a measurable one. • Comfort working at scale, designing systems that serve the entire SMB base well — so every customer gets consistent, proactive support. • Cross-functional influence without authority (AI, RevOps, Marketing, Support), comfort with ambiguity, and the credibility to be the single point of contact for a whole segment. • Prior experience in the commercial entertainment or FinTech sectors is preferred but not required.
Benefits
• At Wrapbook, creativity meets technology — and not just in the product. • In addition to a competitive salary and all the benefits you can expect from a fast-growing technology company, you’ll get access to a team of creative problem solvers and the chance to see your contributions make large impacts. Benefits include: • Unlimited Paid Time Off • Work from anywhere in Canada and USA • Up to $1,500 USD/ $2,025 CAD towards IT set up for your home • Up to 2% matching RRSP / 401K • Learning and Development opportunities • Up to $50 USD/ $67.50 CAD towards Internet/Cell phone service • Our Pledge to Fostering an Inclusive and Safe Workplace: • Wrapbook pledges to be a harassment- and discrimination-free space for everyone, regardless of age, disability, ethnicity, gender identity or expression, nationality, neurotype, personal appearance, political affiliation, professional background, race, religion, or sexual identity or orientation.
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