Sales Development Representative
Pubblicato il 28-10-2026 - Pillar in Milano
Build the enablement system that helps AEs, BDRs, SDRs and Field Sales learn faster, sell better, and reach quota sooner in every market Pillar enters. Reporting to the VP Sales, you will operate as a senior individual contributor and program owner: setting priorities, designing solutions, aligning stakeholders, and driving execution and continuous improvement across Sales Enablement. Design and own onboarding, ramp-up, and continuous learning for AEs, BDRs, SDRs, and Field Sales. Build certification paths that assess product knowledge, discovery quality, objection handling, and positioning skills. Translate product releases and AI capabilities into value propositions, talk tracks, demo narratives, and sellable use cases. Create and maintain a single source of truth for playbooks, content, materials, and certification assets. Interview Sales leaders and reps to identify enablement gaps, priorities, and barriers to performance. Localize onboarding and training by language, market, buyer profile, and competitive dynamics. Evaluate and implement tools that track knowledge, certification, and real-world application. Commercial credibility, systems thinking, and execution You have at least 2 years of experience in a SaaS or Tech environment. You have at least 2 years of direct selling experience and understand quota, pipeline, forecasting, discovery, and closing from the inside. You have designed or owned onboarding, training, Sales Enablement, or commercial improvement programs. You can turn loosely defined problems into priorities, project plans, deliverables, and metrics. You can facilitate effective sessions and communicate clearly with Sales reps,
managers, and senior stakeholders. You can influence without formal authority and drive the adoption of new behaviors. You can run multiple initiatives in parallel without losing ownership, pace, or quality. You are fluent in written and spoken English and Italian. Additional European languages are a plus. Experience supporting global or multi-market Sales teams. Experience in a high-growth SaaS or fintech startup. Familiarity with construction tech, real estate, or B2B software for SMEs. Hands-on experience with HubSpot, Notion, Slack, and enablement or certification tools Ambition, ownership and continuous improvement We continuously raise the bar and take full responsibility for our work. Our processes exist, but they still need to be tested and improved. They will help define how our Sales team learns, sells, and scales tomorrow. Pillar is not for you if you only want to deliver training, need rigid boundaries, measure success by the number of assets produced, or prefer to wait until every stakeholder is already aligned. 40-50k + premio (cap 10K) ~ The opportunity to build Sales Enablement from the ground up in a well-funded, fast-growing startup. ~ Direct exposure to the Founders, VP Sales, and Leadership team. ~ An international, collaborative team as Pillar enters new markets. ~ A fast-evolving product and complex problems where your impact will be visible. ~ A role based in Milan or Barcelona, under Pillar’s applicable working model. Many companies hire Sales Enablement after their processes, markets, and playbooks have already been built. Build the system behind the scale. #