[Remote] Sales Development Representative

Note: The job is a remote job and is open to candidates in USA. Wheelhouse is a fintech platform serving the flex rental space. The company is seeking a Sales Development Representative to own and expand top-of-funnel sales motions by generating qualified pipeline, booking discovery calls, and improving outbound processes. The role involves high-volume outreach, prospect qualification, CRM management, and collaboration with account executives and marketing.

Responsibilities

• Book qualified discovery calls for Account Executives — the primary metric you're measured on
• Run high-volume outbound across email, phone, and LinkedIn — targeting property management companies from cold, engaged, and MQL lists
• Pre-qualify prospects by verifying portfolio size and PMS integration compatibility before passing to AEs
• Own the day-to-day operation of our outbound stack across HubSpot and Instantly. Build, manage, and iterate on sequences. Test what works, improve what doesn't, share what you learn
• Keep CRM data clean and current. Accurate pipeline data matters to the whole team and starts with you
• Sit in on sales calls and industry webinars to build context and sharpen your outreach over time
• Collaborate with AEs and marketing on sequencing strategy, messaging, and target account prioritisation
• Work with leadership to identify and test AI-assisted approaches to improve outreach efficiency and volume — without losing the human touch that makes cold calling work

Skills

• 1+ years in an outbound SaaS SDR role
• Genuinely comfortable cold calling – this works in our industry and you have the conviction to never stop dialling
• Process-driven and organised. You can manage a high volume of touches across a large list without things falling through the cracks
• Strong written communicator. Your sequences need to be crisp, human, and worth responding to
• HubSpot proficiency or equivalent CRM experience. Comfortable using sequencing tools and tracking your own performance data
• Self-directed in a remote environment. You don't need someone to tell you to make calls — you just do
• Nice to have: Short-term rental or hospitality background, or genuine curiosity about the space

Benefits

• Equity
• Full medical, dental, and vision benefits for each US employee
• Fidelity 401k available for each US employee
• Unlimited PTO
• Extended & Competitive Benefits plan
• Remote-first, work-anywhere work arrangement

Company Overview