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Sales & Business Development Expert; Retail SaaS – Mid-Level; Remote

Remote / Online - Candidates ideally in
San Jose, Santa Clara County, California, 95199, USA
Listing for: Iterate.ai
Remote/Work from Home position
Listed on 2026-01-24
Job specializations:
  • Sales
    B2B Sales, Sales Development Rep/SDR, SaaS Sales, Business Development
Job Description & How to Apply Below
Position: Sales & Business Development Expert (Retail SaaS) – Mid-Level (Remote,

Overview

Sales & Business Development Expert (Retail SaaS) – Mid-Level (Remote) . Iterate.ai is an innovative enterprise AI application platform provider that builds secure, low-code, and agentic AI solutions to help large organizations innovate faster. We are expanding in the retail sector and seek a results-driven sales and business development professional to drive growth in retail.

Key Responsibilities
  • Drive Retail SaaS sales: identify, target, and secure new enterprise SaaS deals within the retail industry (e.g., beauty, apparel, automotive, heavy equipment). Develop a robust sales pipeline and convert leads into wins.
  • Leverage industry connections: use an extensive network of retail contacts to open doors with key decision-makers (C-level and VP-level) across retail sectors. Participate in industry events and organizations to generate opportunities and raise Iterate.ai’s presence.
  • Consultative selling & presentations: understand client challenges (omnichannel, AI-driven personalization, Generative AI/Agents, marketing and social applications) and demonstrate ROI and business value via product demos and tailored proposals.
  • Collaborate & strategize: work with product, marketing, and solutions engineering to craft proposals and proofs-of-concept addressing retailer needs; provide market feedback to shape product roadmap and GTM strategies for retail.
  • Achieve revenue targets: manage the full sales cycle from prospecting to closing, maintain accurate forecasting and reporting in the CRM, and meet or exceed annual quotas (multi-million dollar range).
  • Relationship management: build long-term relationships with client stakeholders, act as a trusted advisor, ensure customer satisfaction, and identify upsell/cross-sell opportunities.
Qualifications & Experience
  • Experience:

    3–5 years of successful B2B software/SaaS sales, with at least 2+ years selling into retail; startup or high-growth tech experience is preferred.
  • Track record: proven history of meeting/exceeding sales targets, closing complex SaaS deals with enterprise/mid-market retail clients.
  • Retail network: verifiable network of retail leaders across sectors; active participation in retail industry groups/events is a plus.
  • Domain knowledge: understanding of retail trends and pain points (omnichannel, e-commerce/in-store integration, AI/automation, supply chain, loyalty/personalization).
  • Skills:

    strong communication, consultative selling, executive-level pitching and negotiation, presentation/ storytelling, account planning, pipeline management, and CRM proficiency.
  • Personal attributes: self-motivated, entrepreneurial, independent contributor who collaborates well, adaptable to a startup environment.
What We Offer
  • Impact & growth: drive growth of a cutting-edge AI platform in retail with direct influence on strategy.
  • Compensation: competitive base salary plus an uncapped commission plan; potential for high six-figures to seven-figures OTE for top performers.
  • Benefits & perks: comprehensive health insurance, 401(k), stock options/equity, paid time off, and startup perks.
  • Flexibility: remote work (U.S. only) with approximately 30% travel; main hubs in San Jose, CA and Denver, CO with occasional on-site visits.
  • Culture: collaborative, innovative environment that supports initiative, experimentation, and ownership of the retail sector strategy.
Location & Employment

Remote, U.S. preferred; travel as needed for client meetings and team events.

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