Director, Compliance Revenue Execution

Remote | Full-Time | Decisely

Own the execution that turns sold business into revenue.

At Decisely, Compliance Services is a growing, revenue-generating business line—and we’re looking for a leader who can ensure that revenue is not just sold, but successfully implemented, activated, and retained.

This is not a sales role.

This is a revenue accountability role through execution.

You will partner directly with the Chief Growth Officer to ensure that Compliance Services achieves its revenue and retention targets by driving implementation success, operational coordination, and client outcomes.

WHY THIS ROLE MATTERS:

90% of Compliance Services revenue is realized through:

• successful implementation
• effective launch execution
• strong service delivery
• retention and continuity

This role sits at the center of that.

You are the leader who ensures:

• what is sold becomes real, retained revenue
• execution gaps don’t become revenue losses
• teams are aligned and delivering

WHAT YOU’LL OWN:

Revenue Execution & ARR Realization

• Drive execution that supports $1M+ New ARR realization
• Ensure sold business is implemented, activated, and retained
• Partner with the CGO on pipeline readiness and execution alignment

Implementation & Launch Leadership

• Own implementation planning, launch readiness, and milestone tracking
• Ensure timelines, ownership, and deliverables are clearly defined and met
• Prevent “failure to launch” through disciplined execution

Retention & Client Outcomes

• Drive execution that supports 95% retention targets
• Identify and mitigate risks that could impact client experience or renewals
• Ensure service delivery supports long-term client success

Cross-Functional Leadership

• Align Growth, Compliance, Product, Operations, and Client teams
• Remove blockers and drive accountability across functions
• Ensure everyone is executing against shared revenue priorities

Operational Discipline & Visibility

• Build dashboards, scorecards, and execution cadences
• Track progress against commitments and escalate risks early
• Create clarity, accountability, and follow-through across the function

Team Leadership & Execution Alignment

• Support manager-level leadership and ensure team output aligns to priorities
• Reinforce execution discipline and consistency
• Ensure the team is delivering against business-critical outcomes

WHAT SUCCESS LOOKS LIKE:

• New ARR is successfully implemented and realized
• Retention remains strong due to consistent execution
• Launches happen on time and without failure
• Teams are aligned and executing with clarity
• Risks are identified early and resolved quickly
• The function operates with discipline, visibility, and accountability

WHAT YOU BRING:

• 5–10+ years of experience in:
  • program management, implementation, client success, or operations leadership
  • preferably within benefits, insurance, or insurtech environments
• Experience driving outcomes in:
  • client-facing, service-driven environments
  • cross-functional execution models
• Strong ability to:
  • manage complex implementations
  • coordinate across multiple teams
  • drive accountability without direct authority
• Experience supporting:
  • revenue, retention, or client outcome metrics
• Highly organized, execution-focused, and detail-oriented
• Strong communicator with ability to:
  • align stakeholders
  • manage escalations
  • drive clarity in complex situations

WHAT MAKES THIS ROLE DIFFERENT:

• You are not selling—you are ensuring revenue actually happens
• You are not managing a static process—you are building execution discipline at scale
• You will directly impact:
  • revenue realization
  • client retention
  • operational performance

This is a role for someone who thrives on ownership, accountability, and making things work.

WHY DECISELY:

We’re building a company where:

• execution matters
• ownership is real
• and strong operators drive results

You’ll have the opportunity to shape and scale a high-impact business function with real visibility.

DETAILS:

• Remote
• Competitive compensation aligned to market
• Performance-based incentives tied to outcomes
• Benefits eligible

FINAL THOUGHT:

If you’re someone who:

• ensures nothing falls through the cracks
• thrives in complex, fast-moving environments
• and takes pride in turning plans into results

This is your opportunity to own execution where it matters most—revenue.