Strategic Account Executive

About Lakeside Software: Lakeside Software is the undisputed global market leader in Digital Employee Experience (DEX) analytics and enterprise workplace observability, recognized continuously as a top industry innovator by both Forrester and Gartner analytics panels. Lakeside Software’s marquee platform, SysTrack, aggregates real-time technical computing data from massive corporate networks to maximize application uptime, minimize system friction, and accelerate workplace productivity. Deploying advanced intelligence engines across Fortune 500 networks and major global enterprise accounts, Lakeside Software transforms raw telemetry data into structured, actionable insights for chief information officers and technical services managers worldwide.

Position Overview

We are seeking a highly motivated, quota-driven Strategic Account Executive to join our Enterprise Sales division in a full-time hybrid remote capacity inside the United Kingdom. In this high-trust business development seat, you will hold direct accountability for driving net-new enterprise customer acquisition and account expansion within a dedicated territory of specific named enterprise accounts. Managing multi-layered sales cycles from initial qualification up to commercial execution, you will coordinate cross-functionally alongside internal Sales Development Representatives, Solutions Architects, Customer Success managers, and Legal cells to scale contract deal values. This role demands a seasoned, customer-obsessed SaaS sales practitioner who can translate complex technical parameters into strategic corporate value, engage CXO-level contacts smoothly, and execute rigorous deal tracking methodologies.

Key Responsibilities

• Territory Strategy Formulation: Design and execute a comprehensive territory sales roadmap to consistently meet and overachieve designated annual revenue quotas ($1M+ ARR).
• Multi-Threaded Account Executive Alliances: Cultivate deep, multi-threaded commercial relationships with executive corporate stakeholders, including CXO and Vice President level IT contacts.
• Enterprise Sales Cycle Governance: Control and orchestrate the entire end-to-end commercial transaction cycle, leading complex software negotiations, procurement tracks, and security evaluations.
• Advanced Deal Qualification: Systematically audit, qualify, and track enterprise pipelines using institutional MEDDIC structures and Command of the Message frameworks.
• Channel & Partner Collaboration: Synchronize with regional channel partners and internal vendor alliances to optimize lead generation parameters and increase average contract values.
• CRM System Management: Maintain precise, real-time logging of customer interactions, pipeline progression, contract steps, and revenue forecasting metrics natively inside Salesforce.com.

Required Skills & Qualifications

• 5+ years of verified professional history running field sales, enterprise sales, software business development, or inside lead acquisition tracks.
• Proven, demonstrable background operating inside the enterprise Software as a Service (SaaS) or corporate IT infrastructure spaces.
• A verifiable track record of sales excellence, highlighting consistent historical overachievement of $1M+ ARR quotas by penetrating net-new Fortune 500 corporate structures.
• Hands-on operational experience logging deal steps, pipeline indicators, and transactional activities inside Salesforce CRM platforms.
• Outstanding verbal and written communication mechanics, with a masterly capacity to explain deep-tier technical features cleanly as commercial business value to diverse executive personas.
• Location Context: Flexible full-time hybrid remote operational parameters tailored for enterprise software sales professionals based anywhere within the United Kingdom.
• London Hub Attendance: Readiness to utilize and participate in in-person stakeholder sessions at our collaborative WeWork corporate office spaces in London.

Preferred Strategic Indicators (Nice to Have)

• Prior technical training history or practical mastery deploying formal Command of the Message frameworks and qualifying enterprise leads via MEDDIC logic gates.
• Functional software familiarity with adjacent enterprise desktop or virtualization systems, including VMware, Microsoft cloud tools, or Citrix environments.

What We Offer

• The exceptional commercial canvas to sell a best-in-class, industry-leading platform transforming global digital workspace efficiency.
• A generous, uncapped compensation architecture featuring aggressive, lucrative SPIFs and revenue Accelerators for top performers.
• Heavy investment into leading-edge sales enablement software tools and advanced executive training infrastructures.
• Comprehensive private health cover parameters combined with life cover and critical illness protections.
• Income protection cover systems, an Employee Assistance Programme (EAP), and enhanced sick time allowances.
• A structured corporate pension plan scheme featuring an enhanced employer financial match pattern.
• A minimum of 25 days of annual holiday leave in addition to all public bank holidays.