Senior Operations Strategy & Enablement Manager

Bestow • Dallas, TX

1d • $80,000 - $100,000 • Hybrid

About The Position

Bestow is a leading vertical technology platform serving some of the largest and most innovative life insurers. Our platform unifies the fragmented, legacy value chain, enabling carriers to launch products in weeks instead of years. Carriers choose us to scale and operate at unprecedented speed, powered by AI and automation. Bestow isn't selling policies. We're building the infrastructure that helps an entire industry move faster, reach more people, and deliver on its promise. Backed by leading investors (Goldman Sachs, Hedosophia, NEA, Valar, 8VC) and trusted by major carriers, Bestow is powered by a team that moves with precision, purpose, and heart. If you want to help reimagine a centuries-old industry with lasting impact, join us. Bestow offers flexible remote/hybrid work, meaningful benefits, equity, and substantial growth opportunities. Bestow uses E-Verify to confirm the employment eligibility of all newly hired employees. To learn more about E-Verify, including your rights and responsibilities, please visit E-Verify.gov.

Bestow's TPA Operations Team comprises the Customer Experience (CX), Customer Experience Operations (CXO), and New Business & Underwriting Support (CM) teams and is dedicated to providing outstanding customer experiences through our omni-channel platform. We own the systems, processes, and performance mechanisms that allow Bestow to serve customers and carrier partners at scale, and we are responsible for making that experience faster, smarter, and more efficient. We sit at the center of Product, Engineering and our outsourced partners, translating priorities into working systems and turning day-to-day operational reality into insight the business acts on. We are a team of 160 people and a high-trust team, which means the work is highly visible and ownership is real. This role reports directly to the VP of TPA Services, and is open to hybrid in our Dallas office or Remote (US). #LIREMOTE.

Requirements

• 5-7 years in operations, business operations, service delivery, or a similar execution-focused role, with a track record of increasing scope.
• 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.
• A demonstrated bias toward action. You ship, you iterate, and you would rather deliver something useful this week than something perfect next quarter.
• Nothing you own goes quiet. You track commitments across teams you do not manage and drive them to a decision or a done state.
• You bring structure to ambiguity — clean documentation, clear owners and dates, and a system for keeping many parallel threads from dropping.
• Comfortable working from raw data to a defensible conclusion, with sound judgment about what the numbers do and do not say.
• 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.
• Trusted across functions. You build relationships that let you move faster and are as invested in the partner team's outcome as your own.
• Experience leading initiatives, working groups, or vendor relationships, and mentoring others; formal people management experience is a plus but not required.
• 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.

Responsibilities

• Own the reporting layer for the operation — build and maintain the dashboards, trending analyses, and performance reviews that leadership uses to make decisions.
• 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.
• Partner with workforce planning on forecasting, staffing, and productivity analysis; identify and close the gap between planned and realized capacity.
• Serve as a hands-on administrator for our operational and telephony systems — routing, skilling, queue design, IVR and self-service flows, and user configuration.
• Scope, configure, test, and deploy system changes with an eye toward reliability; document what changed and why, and validate impact after the fact.
• Work directly with Engineering and Product to unblock dependencies, define requirements in terms they can build against, and represent operational reality in technical decisions.
• Own improvement initiatives from problem definition through rollout and measurement — including the unglamorous middle where most initiatives stall.
• 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.
• 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.
• Working with partners and vendors directly to scale tools and operations.
• Define success criteria for operational changes and partner with training and quality teams to ensure changes land with the people doing the work.
• Set direction for cross-functional working groups, mentor teammates and analysts, and raise the operational bar without relying on formal authority.
• Identify where AI and automation can remove manual effort, improve quality, or expand what the team can cover — then build, pilot, and scale it.
• 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.

Benefits

• Competitive salary and equity based on role
• Policies and managers that support work/life balance, like our flexible paid time off and 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

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed