[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