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Sales Development Representative - Enterprise

We're looking for an Enterprise Sales Development Representative (SDR) to join our sales team. In this role, you'll play a crucial part in fueling pipeline growth by connecting with enterprise-level prospects across industries like Pest Control and Lawn and Landscape. You’ll lead high-volume, targeted outbound outreach and work closely with Account Executives. This is a great opportunity for someone passionate about sales and who thrives in a fast-paced SaaS environment.


WHAT YOU'LL DO:
  • Execute high-volume, targeted outbound prospecting via cold calls, personalized emails, and LinkedIn to drive qualified meetings with enterprise-level prospects.
  • Continuously refine messaging, objection handling, and outreach sequences to resonate with complex buying committees and drive engagement.
  • Utilize Salesforce and other tools to manage workflows, automate outreach, and maintain accurate records.
  • Collaborate closely with Account Executives and sales leadership to ensure alignment with enterprise sales goals, ICPs, and territory strategy.
  • Establish and document scalable best practices for outreach, lead nurturing, and qualification specific to enterprise sales motions.
  • Track KPIs such as contact rates, conversion rates, and meeting quality; analyze results to optimize tactics and improve pipeline contribution.
  • Experiment with and implement innovative outbound strategies to increase response rates and engagement from key enterprise accounts.


WHAT YOU'LL BRING:
  • Demonstrated success in enterprise-level outbound prospecting and appointment setting.
  • Strong understanding of multi-stakeholder B2B sales cycles, lead qualification, and strategic objection handling.
  • Proficient with Salesforce,6Sense, and LinkedIn Sales Navigator or comparable sales enablement tools.
  • Exceptional ability to write and deliver tailored, high-impact messaging across multiple channels.
  • Analytical, data-driven approach with experience running A/B tests and optimizing outbound performance.
  • Prior leadership or enablement experience within a BDR/SDR team is a strong plus.


WHAT SETS YOU APART:
  • Resilient & Competitive – Comfortable operating in high-rejection, performance-driven environments.
  • Process-Oriented & Detail-Focused – Maintains high CRM hygiene and consistent follow-through.
  • Highly Motivated & Metrics-Driven – Energized by goals and exceeding ambitious targets.
  • Strong Communicator – Able to simplify complex ideas and clearly articulate value propositions.
  • Collaborative – Works well across departments to coordinate efforts and drive enterprise account success.


$45,000 - $57,000 a year
In our dedication to salary transparency, we provide a compensation range for sales roles, which is $65,000 in addition to commission. The final offer will be dependent on various factors, including the candidate's qualifications, relevant experience, and the organization's budget. Our Talent Acquisition team will provide more information about the compensation package for this position during the interview process.

WHAT YOU SHOULD KNOW ABOUT US:  

We are laid back but buttoned up. We offer a casual work environment and remote work flexibility and have a passion for developing creative, innovative best in class solutions that directly contribute to the success of our customers

• We care deeply and deliver service and solutions that make a real difference in the lives of our clients and their businesses

• We openly accept others as they are and build strong partnerships based on trust

• Teamwork and collaboration is key to help our colleagues and customers solve their challenges

• Our team is energetic, fun, naturally inquisitive and eager to make an impact, we invite you to join us! 


LOVE WHAT YOU DO, NO MATTER WHERE YOU DO IT: 

Join our Remote-First Global Work Community: WorkWave provides an innovative and dynamic remote-first Global Work Community that encourages growth, creativity, and collaboration. No matter what stage of your career or where you live, WorkWave is your place to be part of a global company with a startup feel, where your ideas matter and your growth is a priority. 


A GLOBAL COMPANY WITH A LOCAL PRESENCE:

 • We know that there are benefits of being in the office and working from home. WorkWave promotes a healthy work/life balance and provides employees with the flexibility of collaborating in the office or the option to work virtually if desired. Our teams are well versed at working collaboratively in a fully virtual environment.   

• Our HQ is based at our state of the art home office in the historic Bell Works complex located in Holmdel Township, New Jersey. We keep our offices available to all to use when working remotely isn’t feasible, or to help with cross training, team building and/or brainstorming. 

• We have employees in over 30 states, 7 countries and many regional offices - each with their own set of perks and opportunities to give back to the local community.  

• Whether you work remotely or take advantage of one of our offices, you’ll find a community of WorkWavers that value diversity, and care deeply about our products, clients, our communities and each other.

 

RELAX, WE'VE GOT YOU COVERED: 

Employees can expect a robust benefits package, including health and dental and 401k with company match

AND BEYOND...

Find your perfect work/life balance with our Flexible Time Off policy or generous PTO plan (role dependent) and paid holidays

• Up to 4 weeks paid bonding leave

• Tuition reimbursement

• Robust Employee Assistance Program through TotalCare offering free counseling 24/7/365, plus financial counseling, legal guidance, adoption assistance services and much more!

• 24/7 access to virtual medical care with Teladoc

• Quarterly awards based on peer nominations

• Regional discounts and perks

• Opportunities to participate in charitable events and give back to the community 

 

GROW WITH US: 

We understand the impact of attracting and keeping top talent and reward intellectual curiosity and a thirst for personal and professional growth

• Encouraging our employees that already have an intimate knowledge of and passion for our products to apply for other roles within our walls just makes sense!

• Our employees have access to extensive video libraries for soft skill and role specific training available 24/7 and live trainings are provided throughout the year 

 

JOIN OUR WINNING TEAM! 

10 Time winner of Best Place to Work in New Jersey by NJBiz!

• WorkWave has been recognized with multiple awards for its outstanding products, growth and culture, including the Inc. 5000, SaaS Award, IT World Awards, Globe Awards, Silver Stevie Award for Employer of the Year, and Best Place to Work Inc. Magazine

• Recently named one of The Software Report's 3rd annual list of the Top 100 Software Companies of 2022 (worldwide!)  

 

We’re an equal opportunity employer. All applicants will be considered for employment without attention to race, color, age, religion, sex, sexual orientation, gender identity, national origin, veteran or disability status: Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they meet every single qualification. At WorkWave, we are dedicated to building a diverse, inclusive and authentic workplace, so if you feel like you could make a great impact in this role but your past experience doesn't align perfectly with every qualification in the job description, we encourage you to apply anyway. You may just be the right candidate for this or other roles!

 

WorkWave supports salary transparency, however please note that salary estimates provided by websites (LinkedIn, Glassdoor, etc.) and not by WorkWave may not accurately reflect the actual salary range for the position.

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Average salary estimate

$51000 / YEARLY (est.)
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$45000K
$57000K

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.

What You Should Know About Sales Development Representative - Enterprise, WorkWave

Join WorkWave as an Enterprise Sales Development Representative (SDR) and become a pivotal player in our sales team! If you're passionate about sales and thrive in a fast-paced SaaS environment, this is your chance to make a real impact. In this role, you will lead high-volume, targeted outbound outreach to enterprise-level prospects across diverse industries such as Pest Control and Lawn and Landscape. Imagine executing engaging cold calls, crafting personalized emails, and leveraging LinkedIn to secure qualified meetings that drive our pipeline growth. Your success depends on continuously refining your messaging and collaborating with Account Executives to strengthen our sales strategy. You will also have the opportunity to utilize tools like Salesforce to manage outreach and maintain precise records. Additionally, you'll track key performance metrics, analyze your results, and experiment with innovative strategies. We’re looking for an individual with proven success in enterprise-level outbound prospecting who can handle complex B2B sales cycles and write impactful messages. At WorkWave, we embrace a remote-first philosophy that promotes collaboration in and out of the office, fosters a community of growth, and provides a range of benefits to ensure a healthy work/life balance. If you’re ready to join a team that values diversity, creativity, and teamwork, we’d love to hear from you!

Frequently Asked Questions (FAQs) for Sales Development Representative - Enterprise Role at WorkWave
What are the primary responsibilities of the Sales Development Representative - Enterprise at WorkWave?

The Sales Development Representative - Enterprise at WorkWave is responsible for executing high-volume outbound prospecting through cold calls, personalized emails, and LinkedIn outreach. This role involves connecting with enterprise-level prospects to drive qualified meetings and collaborating closely with Account Executives to align with sales goals and territory strategy.

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What qualifications are needed to apply for the Sales Development Representative - Enterprise position at WorkWave?

Candidates for the Sales Development Representative - Enterprise role at WorkWave should have a demonstrated history of success in enterprise-level outbound prospecting, a strong understanding of B2B sales cycles, and familiarity with tools such as Salesforce and LinkedIn Sales Navigator. Previous leadership experience within a BDR/SDR team is a plus.

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What is the expected salary range for the Sales Development Representative - Enterprise at WorkWave?

The expected salary range for the Sales Development Representative - Enterprise at WorkWave is between $45,000 and $57,000 annually, plus commission. The final offer will depend on various factors, including qualifications and experience, and our Talent Acquisition team will provide more details during the interview process.

Join Rise to see the full answer
How does WorkWave foster a positive work environment for the Sales Development Representative - Enterprise?

WorkWave focuses on creating a laid-back yet professional atmosphere, emphasizing teamwork and collaboration. Our remote-first culture ensures flexibility while promoting a healthy work/life balance, allowing Sales Development Representatives - Enterprise to thrive both in the office and at home.

Join Rise to see the full answer
What growth opportunities are available for the Sales Development Representative - Enterprise at WorkWave?

At WorkWave, there are ample growth opportunities for the Sales Development Representative - Enterprise position. Employees are encouraged to apply for various roles within the company, and ongoing training and resources are provided to support personal and professional development, ensuring that career advancement is achievable.

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Common Interview Questions for Sales Development Representative - Enterprise
Can you describe your experience with outbound prospecting as a Sales Development Representative?

When answering this question, share specific examples of strategies you successfully used in outbound prospecting. Highlight any measurable results such as the number of meetings set, responses received, or conversion rates, demonstrating your effectiveness in this area.

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What approaches do you use to create effective cold emails?

Discuss your process for crafting cold emails, which may include researching prospects, personalizing messages, and focusing on value propositions. Mention the importance of A/B testing different approaches to improve response rates.

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How do you handle objections when connecting with enterprise clients?

Provide examples of common objections you’ve encountered and how you navigated those conversations. Emphasize the importance of listening actively, empathizing with the prospect, and modifying your approach to address their concerns effectively.

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What tools do you use for lead management and tracking?

Talk about your familiarity with tools such as Salesforce, LinkedIn Sales Navigator, and any other relevant sales enablement tools. Explain how you use these tools to manage workflows and maintain accurate records to optimize your outreach.

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Describe a time when you collaborated with Account Executives to achieve a sales goal.

Share a specific instance where you worked closely with Account Executives. Highlight the strategies you developed together, how you aligned your outreach with their efforts, and the outcomes of that collaboration.

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How do you stay motivated in a high-rejection environment?

Discuss the techniques you use to maintain motivation and resilience, such as setting personal goals, celebrating small victories, and focusing on the long-term benefits of your outreach, helping you navigate challenges in a high-rejection role.

Join Rise to see the full answer
What metrics do you consider most important in evaluating your performance as a Sales Development Representative?

Mention key performance indicators such as contact rates, conversion rates, and meeting quality. Explain how you analyze these metrics to refine your strategies and boost your pipeline contributions.

Join Rise to see the full answer
How do you tailor your messaging for different prospects?

Talk about your approach to researching and understanding different prospects to customize your messaging. Emphasize the significance of addressing specific pain points and decisions of multi-stakeholder buying committees.

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What innovative outreach strategies have you implemented in the past?

Give examples of creative or unconventional tactics you’ve tried to increase response rates, such as video messages, personalized gifts, or engaging social media interactions, and share the results of these experiments.

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Why do you want to work at WorkWave as a Sales Development Representative - Enterprise?

Express your enthusiasm for joining WorkWave by highlighting the company's culture, commitment to innovation, and values that resonate with you. Mention your excitement about contributing to a team focused on growth and customer success.

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WorkWave's mission is to empower service-oriented companies to reach their full potential through scalable, cloud-based software solutions that support every stage of their business life-cycle.

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Full-time, remote
DATE POSTED
April 17, 2025

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