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Sales Development Representative (remote)

Proper is a quickly growing startup that values your skills, voice, and happiness.  


We’re a team of developers, designers, engineers, accountants, CPAs, project managers, and creatives from all over the world. But we’re also surfers, hikers, Sichuan-eaters, photographers, artists, world travelers, meme lovers, and life-havers.


Together, we provide the most technologically advanced property accounting services in the world - and we think that’s pretty epic. We’re proud to be creating something new that improves people’s lives while working together in a culture of collaboration, respect, communication, joy, and personal growth.


Read more about what we do at Proper.ai


We’re proud to create something new that improves people’s lives while working together in a culture of collaboration, respect, communication, joy, and personal growth.


The Sales Development Representative (SDR) is responsible for outbound prospecting to generate qualified leads and schedule product demos for the sales team.

Success in this role requires exceptional communication skills, resilience, and a results-oriented mindset to drive a high volume of personalized outreach while maintaining quality.

Must be passionately curious, and driven beyond measure.


Candidates must be located in PST, MST, or CST to ensure better coverage of the time zones where our potential clients are located.


Key Responsibilities
  • High-Volume Outreach:
- Initiate personalized outreach through multiple channels (email, calls, LinkedIn).
- Manage daily activity targets, including call and email volumes.

  • Prospect Research:
- Identify and segment prospects that match the ICP (Ideal Customer Profile).
- Tailor outreach efforts based on research and segmentation.

  • Demo Scheduling:
- Engage prospects in meaningful conversations to uncover pain points and align solutions, culminating in scheduled demos.
- Ensure handoffs to Account Executives are seamless and well-documented.

  • Pipeline Management:
- Maintain an organized pipeline in the CRM, tracking engagement and follow-ups.


Required Hard Skills
  • Outreach Tools:
- Experience with tools like Orum, LinkedIn, Gong, etc.

  • CRM Expertise:
- Proficient in HubSpot for tracking outreach and reporting metrics.

  • Communication:
- Strong written and verbal communication, including crafting compelling outreach emails.

  • Metrics-Driven:
- Analyze outreach metrics to optimize strategies (e.g., email open rates, demo conversion rates).


Required Soft Skills
  • Resilience:
- Ability to handle rejection and maintain a positive attitude.

  • Relationship Building:
- Skilled at establishing trust and building interest through brief interactions.

  • Time Management:
- Capable of juggling high volumes of activity without sacrificing quality.

  • Adaptability:
- Quick to adjust approaches based on prospect feedback or data insights.

  • Passionate Curiosity:
- Love knowing how something impacts a business, and demonstrates curiosity around the depth of that impact.

  • Cross-functional Collaboration
- Demonstrated ability to work well with others in early stages. The nature of an early stage start-up is very much survival mode, but that cannot negatively impact how you interact with others.


Nice-to-Have Skills
  • Experience in Fintech/Financial space
  • Industry Knowledge: Exposure to SaaS or technology sales cycles.
  • Additional Outreach Techniques: Creative approaches to stand out in crowded markets, such as personalized video messages.


Salary + Benefits:
  • Salary: 56,000USD/year + comission

  • Benefits overview:
·        Remote Work
·        Home Office Furnishing Allowance (One-Time Payment via reimbursement): $200 USD
·        Necessary equipment is provided by Proper (computer, additional screen, keyboard, mouse, if applicable).
·        Monthly Home Office Utilities Allowance: $30 USD
·        Health Insurance: Proper contributes 90% to employee coverage and 75% for dependents coverage with United Healthcare Select Plus PPO Gold - DIAF as a base plan. See full benefit summaries and rates here: https://app.rippling.com/benefits/preview/7vejyx6eknrjabr4
·        Unlimited Paid Time Off (PTO) two months after your start date:
  • For vacation, and personal days.
  • We encourage a minimum of 12 days of PTO each year.
·        Culture Offerings: Free access to the Calm app for you and 5 dependents, the world's #1 app for mental fitness, fun events including team building.
·        Fun, fully remote, highly effective working culture
·        401K


Proper is proud to be an equal opportunity employer committed to creating a diverse environment to work by offering the same opportunities to all applicants regardless of gender, sexual orientation, race, color, religion, disability, national origins, marital status, or other characteristics. We base our talent search exclusively on competencies, abilities and potential.

Average salary estimate

$56000 / YEARLY (est.)
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$56000K
$56000K

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What You Should Know About Sales Development Representative (remote), Proper

Join Proper as a Sales Development Representative and become part of our vibrant and diverse remote team! We're a dynamic startup committed to transforming the property accounting industry with cutting-edge technology, and we need your enthusiasm and talent to help us grow. In this role, you'll dive into outbound prospecting, generating qualified leads while having meaningful conversations with potential customers. Your exceptional communication skills and resilience will be crucial as you engage prospects through various channels like email, calls, and LinkedIn. At Proper, we celebrate curiosity and drive, and you’ll thrive in our collaborative culture that prioritizes respect and personal growth. You'll research and segment your prospects to craft personalized outreach that resonates, schedule demos, and help our sales team understand client pain points. With experience using outreach tools and a knack for CRM systems like HubSpot, you'll not only manage your pipeline effectively but also analyze metrics to refine your strategy. If you’re looking for a role where your contribution truly matters, and you want to enjoy benefits like unlimited PTO, a supportive work environment, and a chance to work with incredible colleagues, then this is the place for you. Ready to embrace the adventure? Let’s make a difference together at Proper!

Frequently Asked Questions (FAQs) for Sales Development Representative (remote) Role at Proper
What are the key responsibilities of a Sales Development Representative at Proper?

As a Sales Development Representative at Proper, you will focus on high-volume outreach to generate leads and schedule product demos for our sales team. Your daily activities will include initiating personalized outreach through calls, emails, and LinkedIn, conducting prospect research to identify potential clients that align with our Ideal Customer Profile, and engaging in meaningful conversations to uncover client pain points. You will also maintain an organized CRM pipeline and handoff documentation to Account Executives to ensure smooth transitions.

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What skills are required for the Sales Development Representative role at Proper?

To excel as a Sales Development Representative at Proper, you will need strong communication skills, both written and verbal, to craft compelling outreach messages. Proficiency in outreach tools like Orum and LinkedIn, as well as experience with CRM systems such as HubSpot, are also essential. Soft skills like resilience, adaptability, relationship-building, and a passionate curiosity about how businesses operate will greatly enhance your effectiveness in this role.

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Is experience in the Fintech or technology space necessary for the Sales Development Representative position at Proper?

While it's not mandatory, experience in the Fintech or technology space is a nice-to-have for a Sales Development Representative at Proper. Familiarity with SaaS sales cycles can provide you with a better understanding of our industry and help you engage prospects more effectively. However, we also value candidates with diverse backgrounds and experiences who demonstrate curiosity and a willingness to learn.

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What is the salary and benefits package for the Sales Development Representative at Proper?

The salary for the Sales Development Representative at Proper is $56,000 per year, plus commission. We offer an attractive benefits package, which includes remote work flexibility, a home office furnishing allowance, health insurance contributions, monthly home office utility allowances, and unlimited paid time off after two months of employment. Additionally, Proper promotes a fun and effective remote work culture and provides access to resources such as the Calm app for mental fitness.

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How does Proper support personal and professional growth for its Sales Development Representatives?

At Proper, we believe in fostering a culture of personal and professional growth for our Sales Development Representatives. From day one, you’ll have opportunities to collaborate with a diverse team and engage in team-building events. Our supportive environment encourages learning and improvement, and we provide the tools and resources you need to succeed, along with unlimited PTO to ensure you maintain a healthy work-life balance.

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Common Interview Questions for Sales Development Representative (remote)
What motivated you to apply for the Sales Development Representative position at Proper?

When answering this question, connect your personal interests with Proper's mission and culture. Speak about your admiration for innovative technology in finance or how your desire to work in a remote, collaborative environment aligns with the company’s values.

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How do you approach prospect research to identify potential clients?

Here, you should detail the methods you use to research prospects, including utilizing LinkedIn, company websites, and industry reports. Emphasize how understanding a prospect’s pain points enables you to tailor your outreach effectively.

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Can you give an example of a challenging situation you faced in sales and how you overcame it?

Use this opportunity to showcase your resilience. Describe a specific sales challenge, the steps you took to address it, and what you learned from the experience. Highlight metrics if possible to show your success.

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What tools and technologies are you familiar with that would assist you in the Sales Development Representative role?

Mention specific tools you've used, such as HubSpot for CRM, outreach tools like Orum, and how you employ these technologies to optimize your outreach and track your performance metrics.

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How do you maintain a high-volume outreach while keeping the quality of interactions high?

Discuss your time management techniques and how you prioritize your daily tasks. Explain how personalization in your communication fosters meaningful connections despite high outreach volume. This showcases both efficiency and quality.

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What strategies do you use to analyze outreach performance metrics?

Talk about the importance of analyzing key performance indicators like email open rates and demo conversion metrics. Share how you adjust your strategies based on data insights to improve outreach effectiveness.

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Describe a time you had to adapt quickly based on feedback from a prospect.

Provide an example that illustrates your adaptability. Describe the feedback you received and how you adjusted your approach accordingly, demonstrating your capacity for growth and learning in real-time.

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How do you build rapport with potential clients during initial outreach?

Discuss techniques such as active listening, demonstrating empathy, and personalizing your messages based on the prospect's specific industry or challenges. This insight helps potential clients feel respected and understood.

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In your opinion, what makes a successful Sales Development Representative?

Share your perspective on combining hard skills like CRM proficiency and outreach tools with soft skills like resilience and relationship-building. Explain how both are critical in driving success and achieving targets.

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How do you ensure seamless handoff to Account Executives after scheduling a demo?

Emphasize the importance of clear communication in your follow-up procedures. Describe how you document relevant information from your conversations to prepare Account Executives effectively for client interactions.

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EMPLOYMENT TYPE
Full-time, remote
DATE POSTED
March 12, 2025

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