Senior Director of Onboarding & Implementation

Rentvine LLC

Fort Myers (FL)

Hybrid

USD 150,000 - 210,000

Full time

7 days ago
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Job summary

Rentvine LLC is seeking a Sr. Director of Onboarding to lead end-to-end onboarding across Rentvine and PMW, owning the scope, pricing, and packaging.

You will design the operating model, drive data migration and go-live, and partner with Finance and Sales to set margins and guardrails while building a scalable, cross-functional onboarding organization. The role is based in Bonita Springs, FL with remote options for nearby markets, requiring monthly travel to the Bonita Springs office for

Qualifications

  • 10+ years in professional services, implementation, or onboarding.
  • Direct experience owning a services P&L or cost-to-serve model.
  • Built or reshaped pricing and packaging model for services.
  • Comfortable writing and negotiating SOWs.
  • Has integrated teams post-merger or post-reorg.
  • Data migration fluency.
  • Vertical SaaS or SMB-to-mid-market experience preferred; property management, real estate, or fintech a plus.
  • Track record of scaling output without proportional headcount growth.

Responsibilities

  • Onboarding delivery for Rentvine and PMW. One team, one model.
  • Time-to-live: manage implementation timeline through go-live and handoff to customer education.
  • Implementation economics: cost-to-serve modeling by segment and package.
  • Pricing and packaging for onboarding. Define tiers and pricing model; collaborate with Finance and Sales on thresholds and margins.
  • Scoping and SOWs: write framework, manage approvals, and handle non‑standard deals.
  • Capacity and efficiency: scale throughput via process, tooling, and AI.
  • Lead and develop managers across onboarding teams; build the bench.

Skills

Professional services
Leadership experience
SaaS onboarding
SOW negotiation
Cost-to-serve
Pricing strategy
Data migration

Job description

Rentvine LLC is seeking a Sr. Director of Onboarding to lead end-to-end onboarding across Rentvine and PMW, owning the scope, pricing, and packaging.

You will design the operating model, drive data migration and go-live, and partner with Finance and Sales to set margins and guardrails while building a scalable, cross-functional onboarding organization. The role is based in Bonita Springs, FL with remote options for nearby markets, requiring monthly travel to the Bonita Springs office for

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