Founding Account Executive

About CWILL: CWILL is a premier, internationally recognized e-commerce technology pioneer, post-purchase platform innovator, and customer retention software leader on an absolute mission to unify the moments after checkout for thousands of Shopify brands globally. By bringing crucial post-purchase interactions—including real-time order tracking, automated returns processing, smart shipping protection, merchant reviews, and user loyalty models—into one centralized data hub, CWILL transforms routine transactions into memorable customer experiences, higher customer lifetime value (LTV), and repeat revenue channels. Uniquely bootstrapped and built entirely on organic revenue scaling rather than external venture capital funding, the firm is experiencing explosive commercial growth. As we establish our baseline operations within the United States market near our primary merchants and carrier networks, CWILL equips elite enterprise hunters with an uncompromised remote canvas to architect go-to-market systems and build a world-class revenue engine safely worldwide.

Position Overview

We are seeking a highly analytical, systems-minded Founding Account Executive (AE) to join our core centralized US Sales collective in a full-time remote capacity, with a localized team node preferred around Cary, North Carolina. Operating as our premier ground-floor closer in North America, you will step up to claim individual strategic operational accountability for owning, defining, and executing the comprehensive US sales motion end-to-end. Shifting completely away from inherited playbooks or preset lead routing loops, you will operate against a blank slate—sourcing, demonstrating, and closing target e-commerce and Shopify merchants while codifying the formal processes that subsequent sales teams will run on. This position requires an ambitious, self-driven software sales veteran with 3+ years of quota-carrying history in the Shopify app ecosystem who maps merchant supply networks fluidly, automates CRM data streams smoothly inside HubSpot, and translates customer field insights into precise product roadmap definitions.

Key Responsibilities

• Full Sales Lifecycle Governance: Command and manage the complete B2B software sales cycle for high-growth e-commerce and Shopify merchants, driving aggressive lead prospecting, deep discovery sessions, custom software demos, commercial negotiations, and ultimate deal closes.
• 0-to-1 Pipeline Engine Architecture: Build, track, and scale a highly resilient merchant acquisition pipeline from absolute scratch, blending targeted cold outbound actions, ecosystem agency partnerships, 3PL relationships, and app developer referral loops natively utilizing Sales Representative alignment workflows.
• Authoritative Playbook Codification: Convert successful individual sales tactics into documented corporate systems, crafting structured scripts, email cadences, Objection-handling FAQs, and repeatable sales blueprints to eliminate tribal knowledge.
• CRM System Discipline and Triage: Manage, maintain, and optimize client tracking pipelines and interaction logs natively leveraging Lead Generation databases inside HubSpot CRM systems, ensuring absolute transparency in revenue forecasting.
• Cross-Functional Onboarding Alignment: Partner peer-to-peer alongside internal Partnerships, Customer Success, Product Management, and core engineering units to orchestrate seamless customer account onboarding and retention scaling.
• Market Feedback Loop Curation: Act as Product Management’s strongest strategic signal from the active market, gathering qualitative merchant needs and competitive feature gaps to guide rapid engineering iteration.
• New-Revenue Target Execution: Hit and consistently beat aggressive monthly and quarterly new-revenue performance benchmarks, maintaining honest, data-backed pipeline forecasting maps for corporate leadership cells.
• Ecosystem Literacy Preservation: Navigate the complex post-purchase software landscape confidently, helping multi-store retail owners optimize their returns logistics, carrier choice parameters, and delivery workflows smoothly.

Required Skills & Qualifications

• 3+ years of verified professional history running commercial quota-carrying software sales, B2B enterprise account execution, e-commerce SaaS prospecting, tech stack business development, or growth consulting.
• Deep, authoritative commercial command of the Shopify application ecosystem, merchant checkout workflows, e-commerce agency models, 3PL logistics networks, and post-purchase consumer behaviors.
• Expert-tier capability executing the full software sales funnel, mapping out merchant needs, and handling complex multi-stakeholder contract closing loops natively utilizing Sales Representative sales patterns.
• Practical operational familiarity building targeted contact lists, managing outbound workflows, and analyzing deal velocities natively using Lead Generation CRM applications (specifically HubSpot configurations).
• Demonstrated history of personal quota attainment, displaying a trackable backlog of software accounts you personally generated, managed, and brought to execution.
• Outstanding verbal, written, and digital presentation communication traits in fluent English, with absolute resilience under pressure and the structured thinking required to formulate processes where none exist today.
• Possession of a formal university Bachelor’s degree in a business, marketing, or quantitative science field, or an equivalent combination of education, training, and practical professional experience.
• Location Context: Position open to qualified founding AEs base-stationed permanently and resident within the **United States** to work under a 100% remote home-office layout, with a localized preference for the Cary, North Carolina tech region.

Preferred Strategic Indicators (Nice to Have)

• Prior commercial sales history operating explicitly within an enterprise post-purchase SaaS provider, automated returns platform, e-commerce shipping protection software, or direct-to-consumer carrier fulfillment network.
• Direct hands-on experience as an early-stage or founding sales hire inside a fast-scaling B2B software startup, showcasing an affinity for thriving within ambiguous settings.
• An outcome-driven personal philosophy rooted in high goal orientation, a strong bias toward rapid execution, an intense competitive drive, and an eager passion for the e-commerce infrastructure sector.

What We Offer

• Ground-Floor North American Salary & Upside: An attractive full-time base salary scale structured transparently between $80,000 – $120,000 USD per year, calibrated precisely to evaluate your closing craft and e-commerce authority, supplemented by an uncapped high-yield **Commission** structure and corporate **Equity** eligibility.
• The exceptional professional canvas to directly direct, shape, and code-build the foundational sales function, conversion playbooks, and US revenue streams power-routing expansion for a fast-scaling e-commerce suite.
• Profound work-from-home remote parameters offering an elite distributed workspace arrangement, complete scheduling trust, and zero physical geographic office commuting friction across America.
• Direct, uncompromised access to C-level leadership, collaborating hand-in-hand with senior executives where your personal wins define the corporate trajectory.
• Immediate eligibility to enroll in comprehensive corporate protection benefits, health insurance options, 401(k) financial retirement savings matching structures, and generous Paid Time Off (PTO) vacation allocations plus paid holidays.