Head of Onboarding & Services Strategy (Hybrid/Remote SaaS)

Rentvine, LLC.; Miami (FL); Hybrid; USD 180,000 - 240,000; Full time

Job summary

Rentvine, a leading property management software provider, seeks a Sr. Director to own onboarding across product lines, shaping scope, pricing, and delivery.

You’ll run end-to-end implementation, from data migration to go-live, and define the commercial model behind onboarding. The role is based onsite/hybrid at our Bonita Springs, FL office, with remote candidates in specified metro areas; monthly travel to Florida is required.

Qualifications

• 10+ years in professional services, implementation, or onboarding, with 5+ leading leaders in a B2B SaaS environment
• Direct experience owning a services P&L or cost-to-serve model — you can talk about margin, utilization, and scope creep in specifics
• Built or meaningfully reshaped a pricing and packaging model for services, not just executed against someone else's
• Comfortable writing and negotiating SOWs, and setting the guardrails others work inside
• Has integrated teams post-merger or post-reorg, and can speak to how they handled the people side
• Data migration fluency — enough to be credible with the technical team and honest with the customer
• Runs clean handoffs across functions — you've owned a stage in a lifecycle, not a silo, and can partner with an education team you don't control
• 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 across products, data migration, configuration, and go-live
• Own implementation timeline through go-live and handoff to customer education
• Define pricing and packaging for onboarding and cost-to-serve modeling
• Draft SOWs, set scope guardrails, and ensure fast deal progress without scope creep
• Scale throughput via process, tooling, and AI while limiting headcount growth
• Lead and develop managers across onboarding teams and build bench strength

Job description

Rentvine, a leading property management software provider, seeks a Sr. Director to own onboarding across product lines, shaping scope, pricing, and delivery.

You’ll run end-to-end implementation, from data migration to go-live, and define the commercial model behind onboarding. The role is based onsite/hybrid at our Bonita Springs, FL office, with remote candidates in specified metro areas; monthly travel to Florida is required.