Top Remote Sales Leadership Jobs in Lexington, KY

Leads a team of Strategic Account Executives selling SaaS solutions to large enterprise customers. Responsibilities include hiring, coaching, enablement, account and territory planning, pipeline reviews, forecasting, CRM adoption, revenue target achievement, and direct support on high-priority deals. The role collaborates cross-functionally with Sales Development, Sales Engineering, Product, Marketing, Customer Success, Legal, and Sales Operations to drive strategic sales growth.

Own Flex’s go-to-market strategy and commercial execution for the auto loan vertical. Build executive-level relationships, develop pipeline, negotiate and close complex partnerships, and guide agreements through technical deployment and launch. Collaborate with Product, Engineering, Marketing, Finance, Legal, and Compliance to shape the offering, translate market feedback into improvements, and establish a repeatable sales motion. This zero-to-one role also requires developing scalable processes and using AI-assisted sales tools to improve pipeline and deal performance.

Leads group sales for Hilton Aruba and The Westerly, soliciting and negotiating complex group accommodations, contracts, pricing, and agency agreements. Directs sales staff, oversees performance, training, forecasts, budgets, reporting, trade shows, client presentations, and market research. Builds customer relationships, develops sales strategies, monitors departmental performance, and travels domestically and internationally up to 30% of the time.

Leads and coaches a pod of 7–8 Business Development Associates responsible for outbound meeting generation. Owns funnel performance, quotas, qualification targets, coaching, call reviews, experimentation, hiring, and onboarding. Partners with regional and business development leaders to improve handoffs and meeting quality. The role has no individual quota and focuses on developing representatives and scaling outbound sales processes for healthcare partnerships.

Leads Garner’s provider sales growth by developing distribution models, closing strategic partnerships with healthcare providers, expanding brand presence, refining provider strategy, and achieving annual revenue goals. The role requires managed care or provider organization experience, expertise in value-based care and healthcare economics, strategic account planning, executive partnership, and regional travel across East Coast and Central clients.

Lead GitLab’s global Subject Matter Expertise Solutions Architecture organization across AMER, EMEA, and APJ. Set strategy, build operating models, manage regional SME leaders, and align specialist coverage with bookings and consumption goals. Partner with Sales, Product, Engineering, Marketing, Customer Success, and Enablement to support complex opportunities, improve technical evaluations, shape product roadmaps, and drive organizational transformation. Develop leaders, establish performance metrics, strengthen executive customer relationships, and expand AI-enabled workflows.

Leads Bevi’s indirect sales strategy, national partnerships, territory sales, and international channel expansion. Owns partner growth, executive relationships, negotiations, forecasting, operating plans, pipeline management, and team development. Builds scalable sales playbooks, manages revenue and budgets, establishes performance systems, and collaborates with Sales Operations, Finance, People, Product, Operations, and Marketing to deliver predictable partner revenue and machine bookings.

Leads and grows a business development team focused on generating retail sales opportunities and revenue. Responsibilities include hiring, coaching, training, performance management, quota attainment, productivity tracking, metric reporting, talent planning, and collaboration with retail sales managers and account executives. The role also supports establishing a new retail sales vertical and developing its sales playbook.

Owns the end-to-end capture lifecycle for Department of Defense pursuits, including competitive assessments, win strategies, teaming, bid/no-bid decisions, customer engagement, proposal development, and post-award transition. The role coordinates engineering, contracts, finance, security, and proposal teams while shaping R&D and prototype opportunities into programs of record. It requires expertise in Shipley methodology, DoD acquisition pathways, training and simulation markets, and emerging AR/XR/LVC technologies.

Lead Navy-focused growth and market expansion by developing sales and marketing strategies, expanding government relationships, managing business development resources, and building revenue pipeline. The role requires deep U.S. Navy and government acquisition expertise, translating technology capabilities into mission outcomes, engaging senior military and civilian stakeholders, and coordinating growth efforts across sales, marketing, engineering, capture, and customer relations teams.