Sales Representative

About Leeway: Leeway is a premier, internationally recognized enterprise software provider, website development powerhouse, and business automation pioneer operating on an absolute mission to protect, optimize, and transform corporate operational frameworks across multiple global commercial sectors. Specializing in full-scale Enterprise Resource Planning (ERP) implementations, high-performing web platforms, custom digital transformations, and advanced AI consultancy, Leeway designs the scalable systems that eliminate administrative friction, maximize reporting visibility, and amplify unit economics for modern companies. Driven by a high-performance, developer-friendly corporate philosophy that values supportive team cultures, standalone operational agency, and target-driven results, the firm equips high-agency business development specialists with an uncompromised remote canvas to leverage state-of-the-art sales systems, manipulate multi-tenant account pipelines, and deploy industry-defining technology solutions globally.

Position Overview

We are seeking a highly analytical, relationship-obsessed, and metrics-minded Sales Representative to join our core centralized Corporate Growth and Business Development division in a full-time contract remote capacity. Operating as the essential strategic catalyst and revenue architect across our digital solutions lines, you will step up to claim true individual operational and strategic accountability for driving net-new enterprise customer acquisition, leading client onboarding interlocks, and hitting strict monthly and quarterly sales targets. Shifting completely away from traditional passive document data filing, basic administrative form logging, routine cold template blasting, or simple single-account monitoring loops, you will run an active business development, pipeline management, and technology solution consulting laboratory—partnering face-to-face with prospective stakeholders and our internal technical engineering and implementation squads. This position requires a tech sales or business development veteran with 2–3 years of craft depth who qualificationmaps out net-new commercial opportunities fluidly natively using Lead Generation strategies via LinkedIn and advanced email platforms, structures high-converting client discovery tracks cleanly natively leveraging Sales Representative consultative sales practices, and commands multi-tenant CRM pipelines confidently under flexible work-from-home conditions.

Key Responsibilities

• End-to-End Enterprise Sales Governance: Manage, direct, and execute the full B2B tech sales cycle across our digital product portfolio, driving opportunities seamlessly from initial prospecting and discovery through proposal delivery and ultimate deal closure cleanly natively utilizing Sales Representative best practices.
• Predictable Pipeline Lead Curation: Formulate, expand, and scale a highly reliable pipeline of new business opportunities natively leveraging Lead Generation models, corporate networking tracks, targeted referrals, and deep LinkedIn market research.
• Consultative Discovery and Demos: Conduct structured corporate meetings and diagnostic sessions to break down complex client business challenges, presenting and demonstrating ERP systems, website platforms, and customized AI automation solutions directly to prospective decision-makers.
• Relational Account and Offer Curation: Author, balance, and deliver precise commercial offering briefs, pricing sheets, quotations, and contract proposals tailored explicitly to match customer requirements.
• Technical and Onboarding Interlock: Partner closely in lockstep with internal technical and software implementation squads during pre-sales and post-sales handovers, communicating clear client asset requirements to ensure smooth platform configurations.
• Meticulous CRM Database Hygiene: Take direct ownership over daily pipeline data entry routines within centralized corporate CRM engines, ensuring all lead interactions, follow-up flags, and sales reporting categories are maintained with absolute integrity.
• Subject Matter and Operational Mastery: Maintain a robust, functional command over core enterprise processes—encompassing accounting, inventory management, human resources, procurement, and CRM workflows—to translate abstract technical concepts into practical business values.
• Corridor Milestone Tracking: Adhere strictly to defined performance indicators, generating 40–60 new leads, leading 9–10 discovery meetings, and distributing 4–8 client proposals monthly to secure 3–4 closed deals.

Required Skills & Qualifications

• A Bachelor’s degree in Business, Marketing, Management Information Systems (MIS), or an identical operational field of study.
• A minimum of 2 to 3 years of verified professional history running advanced technology sales, B2B business development, enterprise software account management, or digital transformation consulting.
• Expert-tier capability prospecting net-new commercial targets, qualifying enterprise opportunities, and tracking conversion funnels natively utilizing Lead Generation workflows across social networks and email systems.
• Practical operational familiarity organizing customer discovery tracks, managing multi-tenant communication logs, and presenting technical platform values natively using Sales Representative consultative paradigms.
• Foundational structural understanding of business software internals, showing basic familiarity with ERP systems, eCommerce platforms, websites, and cross-department operational workflows (such as cloud accounting or inventory architectures).
• Outstanding written and presentation communication attributes in professional-fluent English, enabling uncompromised confidence when detailing technical systems or defending commercial proposals before corporate buyers.
• Self-motivated personal philosophy, comfortable managing workflow tasks independently under a fully remote, target-driven contract arrangement.
• Location Context: Position open to qualified tech sales authorities to operate under a 100% remote work-from-home layout, structured across a Monday through Friday schedule (9:00 AM to 6:00 PM).

Preferred Strategic Indicators (Nice to Have)

• Prior commercial sales or digital marketing history operating explicitly inside high-growth SaaS platforms, web development agencies, cloud infrastructure hosting services, or AI consultancy environments.
• Direct hands-on experience navigating advanced CRM analytics suites, pipeline reporting frameworks, or complex commercial negotiation frameworks.
• Immediate availability to clear onboarding processes and enter active client-facing operational blocks.

What We Offer

• Vetted Tech-Sales Sector Salaried Blueprint: A competitive full-time baseline corporate contract salary package calibrated precisely to evaluate your business development expertise, supplemented by exceptionally attractive, uncapped commission structures tied directly to closed projects.
• The spectacular professional canvas to claim absolute execution ownership over the commercial client-acquisition tracks of a rapidly scaling technology provider.
• Profound work-from-home remote parameters offering an agile remote setup, complete task-management trust, and zero physical office geographic commuting friction.
• Access to elite personal and career development tracks, offering direct exposure to emerging AI solutions, digital transformation services, and continuous product knowledge training.
• A progressive, supportive corporate environment that values speed and standalone ownership while fully safeguarding excellent personal work/life balance, including public holidays and annual leave allocations.