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Enterprise Sales Executive – Remote (Full‑Time, Senior)

Assets Maestro

About Assets Maestro

Assets Maestro (https://assetsmaestro.com/) is a fast‑growing SaaS platform that empowers marketers, creative teams, and brand managers to centralize, organize, distribute, and analyse digital assets at scale. Our AI‑enhanced library, workflow automation, and analytics engine help Fortune‑500 brands accelerate time‑to‑market, safeguard brand compliance, and unlock measurable ROI from their media investments.

We are a remote‑first, high‑performance organization backed by industry‑leading investors and trusted by global enterprises across retail, finance, technology, and media. Our culture blends entrepreneurial agility with data‑driven discipline, and we are looking for a seasoned Enterprise Sales Executive to drive the next wave of growth.

Position Overview

As an Enterprise Sales Executive you will own the end‑to‑end sales cycle for high‑value, complex deals across North America. You will partner closely with our product, marketing, and customer success teams to position Assets Maestro as the strategic solution for enterprise‑scale digital asset management. Your mandate is to build a robust pipeline, close new logos, and expand existing accounts while delivering an exceptional buying experience.

Key Responsibilities

1.Strategic Prospecting – Identify, research, and engage C‑suite and senior stakeholders (CMO, VP of Marketing, Head of Creative, etc.) in target enterprises through a mix of outbound outreach, referrals, events, and inbound leads.

2.Solution Selling – Conduct deep‑discovery sessions to understand clients’ workflow, compliance, and analytics challenges; craft tailored value propositions and ROI models that align with business objectives.

3.Full‑Cycle Sales Management – Lead the complete sales process from lead qualification, demos, proof‑of‑concepts, and negotiation to contract signing and hand‑off to implementation.

4.Pipeline & Forecast Accuracy – Maintain a transparent, data‑driven pipeline in Salesforce; provide weekly forecasts and pipeline health metrics to senior leadership.

5.Collaboration & Enablement – Work hand‑in‑hand with Product Management, Solutions Engineers, Marketing, and Customer Success to ensure proposals are technically sound, competitively positioned, and operationally feasible.

6.Account Expansion – Identify upsell and cross‑sell opportunities within existing enterprise accounts; develop expansion roadmaps and renewal strategies.

7.Market Intelligence – Track competitive activity, industry trends, and emerging buyer needs; feed insights back to go‑to‑market and product teams.

8. Thought Leadership – Represent Assets Maestro at industry conferences, webinars, and roundtables; contribute to whitepapers or case studies when appropriate.

9. Compliance & Governance – Ensure all contracts and negotiations adhere to corporate policies, legal standards, and data‑privacy regulations (GDPR, CCPA, etc.).

10.Mentorship – Coach junior sales colleagues on enterprise selling best practices and contribute to the development of the broader sales playbook.

Required Experience & Skills Category

Minimum Requirements

Enterprise Sales Track Record

8+ years of B2B SaaS sales experience, with a proven record of closing $250K+ ARR deals in the Marketing/Creative/Brand Management space. Consistently exceeds quota (≥ 120% of target) for at least the last three fiscal years.

Industry Knowledge

Deep understanding of digital asset management, brand governance, marketing technology stacks (DAM, CMS, MAM, DAM‑to‑CMS integrations, AI‑driven tagging), and the challenges faced by large enterprises in scaling creative workflows.

Strategic Selling Skills

Experience selling complex, multi‑stakeholder solutions using MEDDPICC, Challenger, or similar methodologies. Ability to develop ROI narratives and executive‑level business cases.

Communication & Presentation

Exceptional verbal and written communication skills; ability to deliver compelling demos and executive presentations to C‑suite audiences.

Negotiation & Deal Structuring

Strong negotiation acumen, comfortable handling multi‑year contracts, custom pricing, and partnership agreements.

Technology Proficiency

Proficient with Salesforce (or comparable CRM), SalesLoft/Outreach, LinkedIn Sales Navigator, and analytics tools (e.g., Tableau, PowerBI). Comfortable discussing AI/ML concepts at a high level.

Remote Work Discipline

Demonstrated success working remotely in a distributed team environment; self‑motivated with excellent time‑management.

Education

Bachelor’s degree in Business, Marketing, Computer Science, or related field; MBA or advanced degree is a plus.

Travel

Up to 15% travel (primarily for strategic customer visits, industry events, or team gatherings).