Founding Outbound SDR - US/Canada

Company Mission Statement:

Our mission is to empower people to have their most productive workday. To do this we have built the industry-leading workforce analytics platform for remote and distributed teams. We were an early believer in the remote work trend and have been one hundred percent remote from day one, which was over a decade ago. 

What is Hubstaff?

With a focus on transparency and accountability, our software provides valuable insights about work habits. Our platform powers time and activity tracking, shift/schedule management, as well as invoicing, and payments for over 95,000 businesses. But we are just getting started. We believe that the remote work trend represents the biggest tectonic shift in the business world since the advent of the PC and that the majority of companies will have a tool like Hubstaff in their tech stack within the next decade. We have a winning culture and want to talk to you about how to help us continue our incredible momentum.

The position

We’re looking for an experienced Outbound SDR in the US/Canada to join our Sales Department.

Why Join us?

• Be a Trailblazer:
  This isn’t just another SDR role — it’s a chance to be the first outbound sales hire at a company that’s already crushing it with over $25M in ARR and 100k customers. You'll have the unique opportunity to build something from the ground up, influence the outbound strategy, and leave your mark on a growing business.
• Work with Visionaries:
  You’ll partner directly with the VP of Sales and leadership team to test new strategies, refine messaging, and target untapped markets. Your ideas will shape the future of Hubstaff’s outbound sales approach.
• Make a Big Impact:
  Hubstaff has grown organically with a product-led growth (PLG) model. Now, they’re looking to add fuel to the fire by unlocking new revenue channels. As the founding SDR, you’ll be at the forefront of driving that growth, making a direct impact on the company’s success.
• Fully Remote & Global:
  Join a remote-first team that’s been leading the way in distributed work for over a decade. No commuting, no rigid office hours — just results-driven work from wherever you thrive best.

What You’ll Do:

• Prospect & Qualify: Research, identify, and connect with potential customers via email, phone, and social media. 
• Generate Qualified Pipeline: Drive awareness and interest in our product/service through creative and personalized outbound outreach campaigns. 
• Experiment & Iterate: Test messaging, outreach strategies, and tools to optimize lead generation efforts. 
• Collaborate: Partner closely with the VP Sales to refine messaging and target audiences.
• Moving Leads: When you’ve qualified a prospect, you’ll schedule the next steps with a sales representative. You’ll ensure that leads are handed off smoothly, working closely with the sales team to provide a seamless buying experience for the customer. 
• Report & Analyze: Track key metrics (e.g., calls, emails, meetings booked) and provide feedback on what’s working and what’s not.

You may not be a fit if… 

• You’re looking for a traditional 9-to-5 job. We’re growing fast, and things move quickly around here. 
• You’re not genuinely interested in what we’re building or the industries we’re helping.
• You don’t enjoy high-pressure environments where priorities shift and you’re managing multiple tasks. 
• You’re not a fan of cold outreach or cold calls 
• You’re not disciplined.

Requirements: 

• You embody our eight core values. 
• You have 1-2 years of experience in a similar outbound sales role (or a demonstrated passion for sales if you’re just starting out). 
• Proven experience as an SDR focused on outbound lead generation 
• Experience operating in a high-velocity, non-enterprise, earlier stage business. 
• You are motivated by playing in a competitive market where your skills will be tested. 
• You work efficiently and recognize when time is being wasted. #trim-it 
• Comfortable working in a remote environment while also driving a collaborative working style. #team-it 
• Most of all you act with urgency and choose simple over complex. #ship-it

Bonus: You have experience working with HubSpot, Zoominfo, Aircall, Apollo, Sales Navigator

Why You Should Apply:

Uncapped Earnings Potential:

• Competitive Compensation: A USD 60,000/year base salary + uncapped commissions ($90,000 OTE).
• Rewarding Success: Deliver results and see your efforts pay off—our commission structure is designed to celebrate and reward achievement.

Incredible Perks for Employees:

• Private Health Insurance & Pension Benefits: Comprehensive coverage to keep you secure and plan for the future.
• Generous Paid Time Off:
• United States: 30 days of PTO annually.
• Canada: 20 days PTO + Holiday Days + Sick Leave.
• Annual bonuses to upgrade your gear, invest in training, or level up your skills.
• Annual Salary Reviews: Regular increases based on performance.
• Career Growth Opportunities: Grow with a company on the rise, and make your mark as part of our expanding global Partnerships Team.

Freedom & Flexibility

• Fully Remote Position: Work from anywhere in the United States or Canada. We are a remote-first, global team embracing flexibility and empowering results.

Unforgettable Retreats

• Celebrate Success Together: Join our team at unforgettable Annual Retreats in stunning destinations. Past retreats have been held in the Dominican Republic, Mexico, and Ibiza, Spain. Where will we go next?

Be Part of Our Mission

• Empower the Future of Work: Hubstaff has been at the forefront of redefining work for over 13 years.
• Proven Track Record: We’ve achieved explosive growth and took our first investment in August 2023 to fuel even greater success.
• The Best is Yet to Come: Be part of a company with its most exciting years ahead—your contributions will shape the future of our business and our impact on the world.