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[Remote] Sales Development Representative

Remote · Kenya Full-time

Note: The job is a remote job and is open to candidates in USA. Wheelhouse is seeking a US-based Sales Development Representative to own and expand its top-of-funnel sales motions for its vertical SaaS platform. The role focuses on generating qualified discovery calls through outbound outreach, qualifying prospects, managing sales tools and CRM data, and collaborating with Account Executives, marketing, and leadership to improve the go-to-market motion.

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

  • Early-career sales professional
  • Already developed an outbound discipline you can bring from day one
  • Proven outbound experience
  • A creative yet process-driven mentality
  • An early track record of generating qualified pipeline
  • Determined, focused mindset
  • Ability to manage volume without sacrificing message quality
  • A collaborative self-starter who works well cross-functionally
  • 1+ years in an outbound SaaS SDR role
  • Genuinely comfortable cold calling
  • Process-driven and organised
  • Strong written communicator
  • HubSpot proficiency or equivalent CRM experience
  • Comfortable using sequencing tools and tracking your own performance data
  • Self-directed in a remote environment
  • 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 arrangement

Company Overview

  • Wheelhouse helps you manage your short term rentals as professionally and efficiently as major hotels. It was founded in 2014, and is headquartered in San Francisco, California, USA, with a workforce of 11-50 employees. Its website is https://www.usewheelhouse.com.
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