[Remote] Sales Executive

Note: The job is a remote job and is open to candidates in USA. Pilothouse Digital is a company focused on connecting agency founders and leaders through a private, vetted network. They are seeking a Membership Advisor who will own the full sales motion, proactively identify qualified agency founders, and ensure that only the right members join the network. Responsibilities Proactively identify and reach out to qualified agency founders via LinkedIn and other channels Generate and manage your own pipeline, keeping conversations moving and organized Lead advisory-style interview calls that evaluate fit, challenge assumptions, and clearly communicate the value of Agency Handle follow-up and objections with confidence and clarity Close aligned founders and turn away misaligned ones without hesitation Consistently drive 3-5 successful closes per week Share patterns, objections, and insights from conversations to help refine outreach, positioning, and messaging Lead generation and outbound outreach Pipeline quality and momentum Member advisory calls and interview process Close rate and weekly targets Clear signal back to the team on who is and is not a fit Feedback that helps sharpen how Agency grows Skills You have experience in sales, outreach, or lead generation, ideally in agencies, B2B SaaS, or membership-based businesses You enjoy starting conversations and are comfortable with cold outreach when done thoughtfully You are relentless in follow-up without being pushy You can manage multiple conversations at once and keep details straight You understand agency economics and founder psychology You ask better questions than you pitch You believe bringing in the wrong person does real damage You've sold to agency founders or C-suite executives You've worked with or sold memberships for premium networks You bring an existing network in the agency or marketing ecosystem Benefits Paid vacation days Benefits through Sun Life after completion of 90 day probationary period Company Overview Pilothouse Digital is digital marketing & advertising based company. It was founded in 2019, and is headquartered in Victoria, British Columbia, CAN, with a workforce of 51-200 employees. Its website is