Note: The job is a remote job and is open to candidates in USA. Bestow is a vertical technology platform modernizing the life insurance industry through AI, automation, and infrastructure for insurers. The Senior Operations Strategy & Enablement Manager will provide operational leadership support by owning reporting, systems configuration, process improvement, cross-functional execution, and AI-driven automation initiatives.
Responsibilities
- Performance Visibility: Own the reporting layer for the operation — build and maintain the dashboards, trending analyses, and performance reviews that leadership uses to make decisions
- Diagnostic Analysis: Move past "what happened" to "why," using data to isolate root causes in efficiency, capacity, quality, and customer outcomes, and translate findings into specific recommendations
- Capacity & Efficiency: Partner with workforce planning on forecasting, staffing, and productivity analysis; identify and close the gap between planned and realized capacity
- Platform Administration: Serve as a hands-on administrator for our operational and telephony systems — routing, skilling, queue design, IVR and self-service flows, and user configuration
- Change Execution: Scope, configure, test, and deploy system changes with an eye toward reliability; document what changed and why, and validate impact after the fact
- Technical Partnership: Work directly with Engineering and Product to unblock dependencies, define requirements in terms they can build against, and represent operational reality in technical decisions
- End-to-End Implementation: Own improvement initiatives from problem definition through rollout and measurement — including the unglamorous middle where most initiatives stall
- Follow-Through Mechanism: Be the accountability layer across partner and planning forums: capture commitments, track them to closure, surface slippage early, and escalate with a recommendation rather than a question
- Roadmap Advocacy: Maintain a clear line of sight into the product and engineering roadmap on behalf of the operation — know what is committed, what has been deprioritized, and what that means for us before it becomes a surprise
- Enablement & Scaled Delivery: Working with partners and vendors directly to scale tools and operations
- Frontline Impact: Define success criteria for operational changes and partner with training and quality teams to ensure changes land with the people doing the work
- Leadership & Influence: Set direction for cross-functional working groups, mentor teammates and analysts, and raise the operational bar without relying on formal authority
- Applied AI: Identify where AI and automation can remove manual effort, improve quality, or expand what the team can cover — then build, pilot, and scale it
- Practical Fluency: Use AI tooling as a daily part of your own workflow to accelerate analysis, documentation, and execution, and help the broader team do the same
Skills
- • Experience: 5-7 years in operations, business operations, service delivery, or a similar execution-focused role, with a track record of increasing scope
- • Industry Knowledge: Direct experience in insurance — life insurance, policy administration, underwriting, or carrier/distribution operations. Adjacent fintech or regulated-industry experience with clear insurance exposure will be considered
- • Execution Velocity: A demonstrated bias toward action. You ship, you iterate, and you would rather deliver something useful this week than something perfect next quarter
- • Follow-Through: Nothing you own goes quiet. You track commitments across teams you do not manage and drive them to a decision or a done state
- • Organization: You bring structure to ambiguity — clean documentation, clear owners and dates, and a system for keeping many parallel threads from dropping
- • Analytical Rigor: Comfortable working from raw data to a defensible conclusion, with sound judgment about what the numbers do and do not say
- • Communication: Clear, concise, and audience-aware. You can write the executive summary and run the working session, and you tell people what you need without ambiguity
- • Collaboration: Trusted across functions. You build relationships that let you move faster and are as invested in the partner team's outcome as your own
- • Advanced Excel/Google Sheets and working proficiency in SQL for independent analysis
- • Hands-on configuration or administration experience with operational platforms (e.g., CRM, contact center/telephony, ticketing, or workforce management tools)
- • Practical experience applying AI/LLM tools to real work, with informed judgment about where they help and where they do not
- • Familiarity with BI tools (e.g., Tableau, Native reporting within phone switch (RingCentral), Salesforce reporting)
- • Enough fluency in how software gets built to partner credibly with Engineering and Product
- • Leadership: Experience leading initiatives, working groups, or vendor relationships, and mentoring others; formal people management experience is a plus but not required
Benefits
- Equity based on role
- Flexible paid time off
- Parental leave programs
- 100% paid-premium option for medical, dental, and vision insurance
- Lifestyle stipend to support your physical, emotional, and financial wellbeing
- Flexible work-from-home policy and open to remote
- Remote and WFH options, as well as a beautiful, state-of-the-art office in Dallas’ Deep Ellum, for those who prefer an office setting
- Employee-led diversity, equity, and inclusion initiatives
Company Overview