Vice President of Enterprise Sales​/Portfolio Management

Decisely Enterprise Sales Leader

At Decisely, we are on a mission to revolutionize the Insur Tech industry by delivering innovative solutions that genuinely make a positive difference for our clients and our organization. As a client-centric company, we are deeply committed to delivering exceptional customer service and building strong, lasting relationships with our clients. We seek passionate, service-driven individuals who share our dedication to putting clients first.

We believe in creating a workplace where everyone feels valued, empowered, and inspired to bring their best selves to work, while contributing to a service-oriented environment that ensures our clients' success.

Owns enterprise new logo acquisition, expansion, and overall portfolio performance across the commercial book of business. Accountable for building and scaling a disciplined enterprise sales and portfolio management engine—defining ICP and segmentation, establishing account prioritization frameworks, aligning territory/coverage models, and ensuring pipeline health translates into predictable revenue outcomes.

Leads structured enterprise deal governance from qualification and stakeholder mapping through pricing strategy, negotiation, and close, while protecting margin integrity and implementation readiness. Responsible for optimizing the commercial portfolio by monitoring product mix, unit economics, concentration risk, and client profitability, ensuring resource allocation aligns with growth and contribution targets.

Oversees forecast accuracy, conversion performance, and sales productivity, installing a strong operating cadence (pipeline inspection, QBRs, win/loss analysis) that improves win rates and reduces sales cycle variability. Partners closely with Market GMs, Carrier Solutions, Client Experience, and Revenue Operations to ensure clean handoffs, durable client outcomes, and improved net revenue retention.

Enterprise sales strategy & execution

• Build and run the enterprise sales motion: ICP, segmentation, territory/coverage (if applicable), target account plans, and stage definitions.
• Drive pipeline generation, deal strategy, pricing/packaging alignment, and consistent closing execution.

Portfolio management & profitable growth

• Manage the commercial portfolio for growth and margin: segment performance, product mix, cost-to-serve considerations, and risk concentration.
• Partner with Finance/Rev Ops to align targets, capacity, and unit economics.

Forecasting & operating cadence

• Own forecast accuracy and weekly/monthly performance rhythm (pipeline inspection, QBRs, win/loss, and conversion diagnostics).
• Establish dashboards that identify leading indicators and enable fast interventions.

Cross-functional alignment for enterprise delivery

• Ensure enterprise deals are implementation-ready: clean discovery, realistic commitments, and tight handoffs to program/onboarding teams.
• Partner with Client Experience to reduce onboarding friction and protect retention.

Team leadership & talent development

• Coach and develop enterprise sellers and/or sales leaders; hire for consultative, disciplined selling.
• Set clear expectations for activity standards tied to outcomes (not busywork), especially in a remote model.

Core competencies

• Enterprise Sales Leadership
• Builds repeatable enterprise motions and strong deal governance (MEDDICC/Challenger-style rigor as appropriate).
• Elevates sales capability through coaching, call review, and disciplined inspection.
• Portfolio Strategy & Business Acumen
• Understands unit economics, margin drivers, and product mix; makes tradeoffs for profitable growth.
• Uses segmentation and performance data to allocate effort and investment.
• Forecasting & Revenue Operations Discipline
• Creates accurate forecasts through clear definitions, inspection, and CRM integrity.
• Diagnoses funnel leakage and systematically improves conversion rates.
• Cross-Functional Orchestration
• Aligns Sales, Marketing, Program Management, and Client Experience around shared outcomes.
• Drives clean handoffs, reduces rework, and resolves friction fast.
• Executive Presence & Influence
• Communicates clearly with senior stakeholders; escalates with options and implications.
• Rep…