Founding Sales Development Representative (Outbound)
Company Overview
Hubstaff helps businesses work smarter, not harder with time tracking, workforce analytics, project management, and payroll solutions. We power productivity for distributed teams in over 100 countries, serving industries like digital agencies, IT services, BPOs, and field services.
We’re expanding our outbound sales motion — and we’re looking for a Founding SDR to join us at the ground level. This is a rare opportunity to work directly with our VP of Sales to build the SDR playbook from scratch. Your outreach strategies, messaging ideas, and insights from the field will directly shape the future of Hubstaff’s sales development department.
Why This Role Matters
You’ll be on the front lines identifying and engaging our highest-fit prospects. Your work will not only generate pipeline for our Account Executives but also influence how we scale our outbound team, structure our processes, and define what “great” looks like in Hubstaff’s sales organization.
This is an ideal role for someone who thrives in a builder environment — where your ideas matter, you have the freedom to experiment, and your results are noticed.
What You’ll Do
Identify & Target ICP Accounts: Prospect into industries where Hubstaff wins — digital agencies, IT services, BPOs, and field service companies.
Multi-Channel Outreach: Execute highly personalized sequences via cold calls, emails, and LinkedIn.
Qualify Prospects: Conduct discovery to uncover pain points, goals, and buying triggers.
Book Meetings for AEs: Ensure meetings are with decision-makers and meet ICP criteria.
Contribute to the Playbook: Share feedback on messaging, targeting, and process improvements — your ideas will shape our outbound strategy.
Leverage Tech Stack: Use HubSpot CRM and Apollo to manage outreach and track results.
Hit & Exceed Targets: Achieve monthly quotas for meetings booked, show rates, and outbound pipeline.
Collaborate Closely with Leadership: Work directly with the VP of Sales for coaching, strategy sessions, and joint problem-solving.
What You’ll Bring
Experience: Minimum 1 year in outbound sales/SDR role with proven cold calling experience in B2B. SaaS experience is a plus.
Builder Mindset: You don’t just follow playbooks — you help create them.
Communication Skills: Confident speaking with executives, asking good questions, and handling objections.
Resilience: You bounce back from “no” and keep energy high.
Curiosity: You research prospects and personalize outreach to make every touch relevant.
Tech Comfort: Able to learn and navigate tools like HubSpot & Apollo quickly.
Why Join Hubstaff
Founding SDR Status: Direct input into how we scale our outbound motion.
Hybrid Flexibility: Preference for Orlando-based candidates (2 days/week in office), but open to remote for the right person.
Competitive Pay: $60k base + $20k OTE with uncapped commission.
Career Growth: High-performing SDRs have a direct path to closing roles.
Global Impact: Join a fast-growing SaaS company serving thousands worldwide.
If you’re ready to help build something from the ground up and leave your fingerprint on a growing sales organization, we’d love to hear from you.
Average salary estimate
If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.
Transcarent is hiring a Vice President of Pharmacy Consultant Relations to cultivate consultant partnerships, shape go-to-market strategy, and accelerate pharmacy revenue through high-impact market influence.
High-growth temperature-controlled 3PL is hiring a results-oriented Freight Sales Representative to drive new business and expand brokerage accounts.
Drive sales growth and distributor relationships across KS, NE, and MO for M&H Valve by providing technical expertise, managing accounts, and executing territory strategy.
Great Minds is hiring a remote Account Representative in the San Diego area to grow new sales, manage renewals, and support K-12 customers through implementation and professional learning.
As an Enterprise Sales Manager at EROAD, lead complex sales cycles and grow enterprise customer relationships across North America remotely.
Experienced security-focused salesperson needed to drive Microsoft-aligned security opportunities, collaborate with Microsoft account teams, and manage a quota-driven pipeline.
Philips is seeking a field-based Clinical Solution Consultant for Point-of-Care Ultrasound to provide clinical expertise, demos, and pre/post-sale support across the Mid-Atlantic and help drive sales performance.
Aria Care Partners is hiring an Account Executive to drive contract growth and client retention across skilled nursing facilities throughout Michigan while working remotely with frequent travel.
Lead referral development and community outreach for Otterbein SeniorLife's Home Health services in Lebanon and the surrounding southwest Ohio region as the Home Health Care Navigator.
BMW of Barrington is hiring a driven Automotive Sales Consultant to deliver exceptional customer experiences and drive sales of our premium BMW vehicles.
Empower Illumio’s sales with your technical expertise as a Sr. Partner Sales Engineer, championing Zero Trust breach containment solutions remotely.
Lead cross-functional governance and incentive plan design for Global & US Large Sales as a Senior Manager on the Sales Enablement, Pricing & Transformation team at American Express.
Dynamic Leasing Consultant position available at AIR Communities' Island Club in Oceanside, focusing on sales excellence and resident satisfaction.
Think like our customers every day. Create visionary software products that will be used for the next decade and beyond to help transition the business world to a remote-first workplace.
2 jobs
🔮
Hi, I'm Risa! Your AI Career Copilot
you, just ask me below!
