Head of Revenue, Overtime

Acclaim•Coral Gables, FL

13h•Remote

About The Position

Receivables management is a $20B+ market at an inflection point. Increasing regulatory complexity, rising operating costs, and declining effectiveness of legacy outbound models are driving demand for a modern, AI-first approach. Overtime.ai is the platform to define this next generation—combining voice AI, automation, and compliance-by-design to transform how the industry recovers debt while improving the consumer experience. This is a start-up leadership opportunity to shape go-to-market strategy, build a category-defining sales motion, and drive revenue in a market ready for disruption. The Head of Revenue Development & Strategic Growth is responsible for building pipeline through partnerships, market engagement, and early customer programs for the Overtime.ai platform. This role works in close partnership with the Head of Sales to support deal development and accelerate revenue. All qualified opportunities and revenue generated through this role are credited to the Sales organization and count toward the Head of Sales’ pipeline and quota. The role reports to the CEO and is tightly aligned with Sales on priorities, pipeline development, and field execution.

Requirements

10+ years in enterprise software, fintech, or receivables management
Experience building partnerships or new revenue channels
Strong communication and industry presence
Comfortable working across teams without direct authority

Responsibilities

Build pipeline through partnerships, industry relationships, and targeted outreach
Develop early-stage opportunities and transition them into the sales pipeline
Support new channels that strengthen overall sales performance
Develop and manage strategic partners (platforms, integrations, industry relationships)
Create opportunities that drive distribution and embedded adoption
Act as a senior point of contact for key partners
Work closely with the Head of Sales on key opportunities
Support early deal shaping, use cases, and positioning
Participate in select sales cycles as needed
Ensure smooth handoff of opportunities to Sales for execution and close
Build and manage beta and pilot programs
Identify the right early customers and use cases
Drive conversion from pilot to paying customer in coordination with Sales
Build relationships across agencies, healthcare, and financial services
Represent Overtime.ai in the market and at industry events
Identify new use cases and opportunities
Partner with Sales on target markets and priorities
Align with Marketing, Product, and Operations
Provide market feedback to improve positioning and execution