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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.

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Average salary estimate

$60000 / YEARLY (est.)
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$70000K

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What You Should Know About Founding Outbound SDR - US/Canada, Hubstaff

Are you ready to take the leap as the Founding Outbound SDR at Hubstaff, where remote work has been our bread and butter for over a decade? At Hubstaff, we empower teams around the globe with our industry-leading workforce analytics platform designed for remote and distributed work. Our mission is to help people achieve their most productive workdays by providing invaluable insights into work habits. As a Founding Outbound SDR, you'll not only have the backing of a proven product but will also contribute to crafting the outbound sales strategy from the ground up. Picture yourself brainstorming innovative outreach campaigns, directly collaborating with visionary leaders, and making a significant impact within a fast-growing company that already boasts over 100,000 clients. If you thrive in a fully remote environment and are excited by the energy of a rapidly changing startup, Hubstaff is the place for you. You’ll not only drive awareness for our solution but will also play a critical role in shaping how we grow our pipeline and customer base. With no commuting and flexible hours, your work-life balance comes as a top priority as you dive into an energizing role that promises professional growth and the chance to leave your mark on the future of Hubstaff.

Frequently Asked Questions (FAQs) for Founding Outbound SDR - US/Canada Role at Hubstaff
What are the responsibilities of the Founding Outbound SDR at Hubstaff?

As the Founding Outbound SDR at Hubstaff, you'll take the helm of our outbound sales efforts, prospecting potential customers through various channels. Your role includes generating qualified leads, testing creative outreach campaigns, collaborating with the VP of Sales on messaging, and ensuring a smooth transition of qualified leads to the sales team.

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What qualifications are needed for the Founding Outbound SDR role at Hubstaff?

To thrive as a Founding Outbound SDR at Hubstaff, you should have prior experience in outbound sales or lead generation, strong communication skills, and a genuine interest in the remote work industry. A disciplined work ethic and adaptability to rapidly shifting priorities will also be key to your success in this dynamic environment.

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How does Hubstaff support remote work for the Founding Outbound SDR position?

Hubstaff has been a remote-first company since its inception, prioritizing flexibility and results-driven work for all employees. As the Founding Outbound SDR, you’ll enjoy the freedom to work from anywhere, contributing to a culture that values productivity without rigid office hours.

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What impact can the Founding Outbound SDR at Hubstaff make?

The Founding Outbound SDR at Hubstaff will have a monumental impact on the company’s growth trajectory by developing new outreach strategies and unlocking revenue channels. Your contributions will not only help increase the customer base but also refine the overall sales approach within a supportive, visionary environment.

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What does the onboarding process look like for the Founding Outbound SDR at Hubstaff?

The onboarding process for the Founding Outbound SDR at Hubstaff is designed to immerse you in our culture and product. You will engage in collaborative sessions with the leadership team, familiarize yourself with our analytics platform, and start developing your personalized outreach strategy with tailored support every step of the way.

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Common Interview Questions for Founding Outbound SDR - US/Canada
What motivates you to work in outbound sales as a Founding Outbound SDR?

To answer this effectively, highlight your passion for driving growth and building relationships. Discuss specific instances where you've successfully connected with prospects, showcasing how those experiences fuel your motivation to excel in sales.

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How do you plan to generate leads for Hubstaff as a Founding Outbound SDR?

Share your strategies for lead generation, focusing on creative outreach methods such as personalized email campaigns, social media engagement, and leveraging tools for effective prospecting. Highlight how you would tailor these approaches to target Hubstaff's ideal customer profile.

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Can you provide an example of an effective sales outreach message?

Offer a sample sales outreach email that demonstrates your ability to engage prospects. Discuss what makes your message stand out, such as personalization, clear value propositions, and a compelling call to action, all of which resonate with Hubstaff's product.

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How would you handle rejection while working as a Founding Outbound SDR?

Talk about your resilience and ability to learn from rejection. Provide examples of how you've turned a 'no' into a 'yes' by refining your approach or adjusting your pitch, emphasizing that persistence is key in sales.

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What techniques would you use to analyze your sales metrics?

Discuss your familiarity with tracking key performance indicators such as call volumes, email open rates, and conversion rates. Explain how you would utilize analytics tools to evaluate your outreach effectiveness and adapt strategies accordingly.

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What do you know about Hubstaff's product and services?

Showcase your research on Hubstaff's solutions and their benefits for remote teams. Discuss how these insights can inform your messaging and help you better connect with potential customers as a Founding Outbound SDR.

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How do you adapt your sales techniques to different industries?

Emphasize your versatility by discussing how you tailor messages based on industry needs. Provide specific examples of how you've researched and adjusted your pitching strategy to engage various sectors effectively.

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What is your experience with CRM tools as a Founding Outbound SDR?

Mention specific CRM tools you’ve used and how they’ve helped streamline your sales process. Discuss your proficiency in managing leads, tracking interactions, and generating reports to enhance your pipeline management.

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How would you prioritize your tasks as a Founding Outbound SDR in a fast-paced environment?

Discuss your organizational skills and time management strategies. Highlight how you would prioritize high-impact activities like follow-ups or outreach campaigns while remaining flexible to adapt to changing priorities.

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What unique qualities would you bring as the Founding Outbound SDR at Hubstaff?

Reflect on your unique blend of experience, skills, and personal attributes. Discuss how your proactive mindset, creativity, and eagerness to embrace challenges position you as an ideal candidate to help Hubstaff achieve its sales goals.

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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.

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Full-time, remote
DATE POSTED
January 15, 2025

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