Top Remote Senior Level Jobs in Richmond, VA

Leads the company’s information security operations and reports to the CISO. Oversees SIEM, threat detection, vulnerability management, penetration testing, incident response, SOC 2 Type II compliance, third-party risk, security awareness, cloud and endpoint security, and regulatory cybersecurity coordination. Manages security policies, breach readiness, tabletop exercises, KPIs, audits, and emerging technology evaluations while partnering with IT, infrastructure, compliance, regulators, and executive leadership.

Leads regional insurance sales growth through territory expansion, broker and employer-group development, direct sales, and revenue accountability. Recruits and coaches distributed sales leaders and brokers, manages regional accounts, ensures licensing and regulatory compliance, and uses CRM and market analytics to track pipelines, forecast performance, allocate territories, and identify opportunities. The role requires significant regional travel while operating remotely.

Lead reliability, scalability, and operational excellence of large-scale database platforms across cloud and on-prem. Build automation-first database infrastructure (Kubernetes operators, IaC, GitOps), drive monitoring/SLOs, incident leadership, performance and cost optimization, and partner with application teams on safe schema/migration practices. Mentor engineers and evaluate AI-assisted workflows to improve productivity and reliability.

Build and maintain cross-platform Flutter applications for iOS and Android. Responsibilities include implementing state management, integrating RESTful APIs and external services, troubleshooting bugs, optimizing performance, reliability, security, and user experience, and managing app store deployments. The role involves collaborating in an agile team, contributing proactively to product decisions, and continuously improving mobile applications.

Drive new client acquisition and revenue through high-volume lead outreach, sales strategy, CRM pipeline management, client pitches, stakeholder engagement, pricing analysis, and cross-functional collaboration to meet sales targets.

Leads AI-driven revenue enablement programs for sales teams, using call, CRM, pipeline, and performance data to identify execution gaps and build workflows that improve rep productivity and behavior. Owns product launch enablement, everboarding, skills development, manager coaching, certifications, and process adoption. Measures impact through adoption, win rate, ACV, pipeline conversion, ramp time, and productivity metrics while partnering with Sales, Product Marketing, RevOps, and senior executives.

Own end-to-end network reliability across data centers, AWS, and GCP, including routing, switching, DNS, load balancing, service mesh, VPNs, circuits, and cross-connects. Automate network configuration with Ansible, Terraform, GitOps, CI validation, and IPAM. Engineer failover, observability, security hardening, client connectivity, and Kubernetes ingress while participating in an interrupt-contained on-call rotation.

Own new business across North American betting and gaming, generating pipeline, winning new logos, and managing sales processes through close. Build relationships with operators and platform providers, sell fraud prevention, AML, and identity solutions, maintain accurate CRM forecasting, and collaborate with marketing, product, partnerships, and customer success. Serve as the internal voice of the vertical while staying informed on regulatory and competitive developments.

Leads technical sales strategy for enterprise accounts, guiding discovery, product demonstrations, solution workshops, and end-to-end technical evaluations. Partners with account executives, influences executive and technical stakeholders, develops champions, resolves customer blockers, and translates Datadog capabilities into measurable business outcomes. The role also contributes to product feedback, operational excellence, peer mentoring, and regional enablement. Requires advanced cloud, Kubernetes, observability, security, and developer-experience expertise, with customer travel as needed.

Own and scale strategic relationships with systems integrators and enterprise audit firms. Drive partner-sourced revenue, co-selling, partner enablement, onboarding, forecasting, and executive engagement. Advocate for Drata products, improve audit experiences, coordinate with Sales, Marketing, Product, Engineering, and Customer Success, and help shape the broader alliance ecosystem strategy.