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

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

- Initiate personalized outreach through multiple channels (email, calls, LinkedIn).

- Manage daily activity targets, including call and email volumes.

- Identify and segment prospects that match the ICP (Ideal Customer Profile).

- Tailor outreach efforts based on research and segmentation.

- 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.

- Maintain an organized pipeline in the CRM, tracking engagement and follow-ups.

- Experience with tools like Orum, LinkedIn, Gong, etc.

- Proficient in HubSpot for tracking outreach and reporting metrics.

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

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

- Ability to handle rejection and maintain a positive attitude.

- Skilled at establishing trust and building interest through brief interactions.

- Capable of juggling high volumes of activity without sacrificing quality.

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

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

- 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.

90% of the selected plan is covered for the employee

75% of the base plan is covered for each dependent

Supplemental Accident, Critical Illness, Hospital Indemnity

Employee FSA (Flexible Spending Account)

Employee HSA (Health Savings Account)

Employee Assistance Program (EAP)

Coverage starts the 1st of the month following hire. See full benefit summaries and rates here

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.