Head of Commercial Operations and Enablement

Aline

7d•$170,000

About The Position

Join Aline and help shape the future of senior living technology. At Aline, we're transforming how senior living communities connect with residents, families, and care teams. Our integrated platform brings together CRM, sales and marketing automation, resident engagement, care coordination, billing, operations, business intelligence, and AI-powered solutions to help communities thrive at every stage of the resident journey. Every day, our technology supports organizations across the country by simplifying complex workflows, improving occupancy, strengthening resident and family experiences, and empowering care teams with the insights they need to make better decisions. We solve meaningful challenges for an industry that impacts millions of lives. As part of Aline, you'll join a collaborative, forward-thinking team that values innovation, curiosity, and continuous improvement. Your work will directly influence the products our customers rely on and help redefine what's possible for senior living providers. If you're energized by solving complex problems, building technology with purpose, and making a measurable impact, you'll find a rewarding career here. Aline is looking for a Head of Commercial Operations & Enablement to serve as the connective tissue across our GTM organization. This is a high-impact, cross-functional role that sits at the intersection of data, process, tooling, and people — ensuring that our Sales, Marketing, Customer Success, and Post-Sales teams operate from a single source of truth and are equipped to perform at their best. This role is not a support function. It is an operational leadership position that directly influences revenue outcomes. The right person is equal parts analytical and operational — someone who is as comfortable building a reporting framework as they are redesigning a process or standing up an enablement program from scratch.

Requirements

7–12 years of progressive experience in Revenue Operations, Sales Operations, or GTM Enablement within a B2B SaaS environment
Proven track record of building or significantly scaling an operations or enablement function
Experience owning a GTM tech stack including Salesforce CRM
Strong analytical skills — comfortable building models, interpreting data, and translating analysis into actionable recommendations
Exceptional process design instincts — you see inefficiency and immediately start designing the fix
Clear, confident communicator who can present data and recommendations to a CCO, CFO, or board audience
Collaborative by nature — this role succeeds through influence, not authority
High ownership mentality — you don't wait to be asked, you identify what needs to happen and make it happen
Ability to hold multiple workstreams simultaneously without losing precision on any of them

Nice To Haves

Familiarity with marketing automation (HubSpot or Marketo), customer success platforms, and intent data tools (6sense, Demandbase) is strongly preferred
Experience in a PE-backed or high-growth environment preferred
Senior living, healthcare technology, or vertical SaaS experience a plus but not require

Responsibilities

Own the GTM data model — ensuring consistent definitions, clean data, and a single source of truth across Sales, Marketing, and Customer Success
Design and maintain dashboards and reporting that give GTM leadership real-time visibility into pipeline, conversion, retention, expansion, and team performance
Partner with Finance to align on revenue reporting and forecast methodology
Establish and enforce data hygiene standards across all GTM systems, with accountability frameworks to sustain them
Own the GTM tech stack — including CRM (Salesforce), marketing automation, customer success platforms, and any adjacent tooling
Evaluate, implement, and optimize tools that improve team efficiency and data quality
Serve as the primary liaison between GTM and IT/Engineering for system integrations and enhancements
Ensure tooling decisions support the full customer bowtie — from first inquiry through long-term retention
Define, document, and continuously improve core GTM processes — lead management, pipeline governance, handoff protocols, renewal workflows, and more
Build the operating infrastructure that allows GTM teams to scale without adding proportional headcount
Identify friction points across the customer journey and lead cross-functional efforts to resolve them
Own deactivation processes — ensuring customer offboarding is handled with precision, proper documentation, and minimal revenue leakage
Build and lead the enablement function for all GTM teams — Sales, Customer Success, Implementations, and Contact Center
Develop onboarding programs, ongoing training, and role-specific playbooks that accelerate ramp and improve consistency
Partner with Product and Marketing to ensure field teams are equipped to communicate new features, positioning changes, and competitive updates effectively
Create a feedback loop between the field and Product/Marketing so customer and prospect insights inform roadmap and messaging
Design the reporting cadence that powers weekly, monthly, and quarterly GTM leadership reviews
Build and maintain the commitment log and accountability infrastructure for the GTM leadership team
Provide the CCO and GTM leaders with the data and analysis needed to make confident, timely decisions
Create board and executive-ready reporting on GTM performance across the full customer bowtie
Own the end-to-end deactivation process for churned or offboarding customers
Ensure all deactivations are executed accurately, on time, and with proper documentation
Partner with CS, Finance, and Legal to minimize risk and protect data integrity through the offboarding process
Identify patterns in deactivation data that surface retention risk signals for the broader CS team