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DittoDittoAtlanta, GA

Director, Enterprise Sales

Director, Enterprise Sales leads a team of AEs and ADRs selling Ditto's peer-to-peer sync platform to Fortune 500 accounts. Responsible for complex 6-9 month consultative sales cycles, account strategies, pipeline execution, and cross-functional alignment to close $250K-$10M+ ACV deals.

197k – 247k/yr
Remote8+ YOEAccount Executive

About the role

Responsibilities

  • Manage, coach, and develop 4 Account Executives selling enterprise transformation.
  • Collaborate with Solutions team leadership to refine AE/Solutions sales motion, resolve resource allocation and deal prioritization conflicts.
  • Build AE capability in consultative selling, business case development, executive engagement, navigating technical procurement, and managing complex buying committees.
  • Develop ADRs to balance account intelligence with pipeline generation.
  • Conduct deal reviews focused on account strategy, stakeholder mapping, competitive positioning, and technical validation.
  • Own commercial pipeline: ensure coverage, healthy stage distribution, and accurate forecasting.
  • Develop account strategies for 50-75 named Fortune 500 target accounts.
  • Manage complex deal cycles including product co-development and implementation planning.
  • Support AEs in C-suite engagement and final negotiations on large deals.
  • Establish sales methodology and playbooks for consultative enterprise selling.
  • Define ADR focus between account research and outbound pipeline generation.
  • Partner with Marketing on ABM campaigns, events, and demand generation for named accounts.
  • Partner with Partnership Lead on channel strategy, SI relationships, and OEM partnerships.
  • Develop processes for ADRs to identify trigger events creating buying windows.
  • Maintain alignment with Solutions, Customer Success, Marketing, Partnerships, Product, and Engineering teams.
  • Participate in CRO staff meetings and contribute to revenue strategy.

Requirements

  • 8+ years in enterprise B2B software sales with 4+ years managing quota-carrying AEs.
  • Direct experience selling into Fortune 500 accounts with $250K+ ACV deals.
  • Track record managing teams achieving $3M-$5M+ annual bookings targets.
  • Experience with consultative, complex sales cycles (6+ months) involving technical validation, procurement, and multi-stakeholder committees.
  • Ability to coach AEs on business case development, executive engagement, and strategic positioning.
  • Strategic account planning for complex enterprises with multiple buying centers.
  • Sales coaching through deal-specific feedback.
  • Technical fluency to engage CTOs, VPs of Engineering, and architects.
  • Accurate pipeline management and forecasting.
  • Cross-functional influence without formal authority.
  • Operational discipline to establish processes and accountability.

Strongly Preferred

  • Experience with technical co-selling models involving engineers or architects.
  • Background selling platform/infrastructure technology requiring co-development or heavy implementation.
  • Familiarity with OEM partnerships, channel sales, or selling through systems integrators.
  • Prior experience in services-heavy or professional services-led sales.
  • Understanding of edge computing, IoT, distributed systems, or infrastructure software markets.

Skills

Enterprise SalesSales ManagementConsultative SellingAccount StrategyPipeline ManagementStakeholder MappingTechnical SellingFortune 500 SalesOem PartnershipsChannel SalesEdge ComputingIotDistributed Systems
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