Membership Sales Executive

🕒 July 8

🇨🇦 Canada – Remote

💵 $70k - $80k / year

⏰ Full Time

🟢 Junior

🤑 Sales

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Logo of Pilothouse Digital

Pilothouse Digital

51 - 200 employees

📣 Marketing

🛍️ eCommerce

📱 Media

Marketing • eCommerce • Media

Pilothouse Digital is a full‑funnel performance marketing agency that partners with direct‑to‑consumer (DTC) and e‑commerce brands to scale acquisition and retention. They integrate strategy, creative production, media buying, and data/attribution to run omnichannel campaigns across Meta, Google, TikTok, YouTube, and Amazon, and provide email/SMS lifecycle marketing, conversion rate optimization, landing page design, and creative studios. Pilothouse positions itself as a growth partner that builds connected systems (not siloed tactics) to drive measurable revenue and lifetime value for established DTC businesses.

📋 Description

• Own the membership sales and admissions motion from first touch through final decision, including: • Sourcing and reaching out to prospective members who may be a strong fit for Agency. • Building and managing a pipeline of agency founders and leaders. • Running thoughtful, advisory-style sales conversations with prospective members. • Asking strong questions to understand a founder’s business, goals, challenges, and fit for the network. • Communicating the value of Agency clearly and confidently. • Handling questions, concerns, and objections without becoming pushy or transactional. • Evaluating prospective members against our admissions criteria and membership standards. • Recommending who should be admitted, declined, or nurtured for a future opportunity. • Closing aligned prospective members and supporting a strong onboarding handoff. • Following up consistently and professionally so no strong prospect falls through the cracks. • Keeping pipeline activity, notes, and next steps organized. • Helping build the resources this function needs, including outreach templates, call guides, follow-up systems, CRM workflows, evaluation rubrics, and admissions processes. • Sharing feedback from the market to help refine our positioning, qualification criteria, and member experience.

🎯 Requirements

• 1–3 years of experience in sales, recruiting, admissions, partnerships, community, or another relationship-driven role. • Experience owning or contributing to a sales pipeline, including outreach, discovery, follow-up, and closing. • Comfortable with thoughtful outbound and starting conversations with people you do not know yet. • Strong sales instincts, but do not believe every conversation should turn into a close. • Ask better questions than you pitch. • Listen carefully and can quickly understand what someone is really looking for. • Comfortable speaking with senior founders and holding substantive business conversations. • Care about quality, trust, and long-term relationships. • Judgment to know when someone is not the right fit and confidence to say so professionally. • Organized, proactive, and comfortable managing your own pipeline. • Scrappy and resourceful in an early-stage environment. • Like building what you need instead of waiting for a perfect playbook. • Want a first-seat sales opportunity where your work will shape how a function operates.

🏖️ Benefits

• Competitive base salary • Quarterly performance bonus tied to growth and quality outcomes

Apply Now

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