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 Account Executive will focus on closing deals from both inbound and outbound sources. They will manage the full sales cycle for complex products and services, focusing on high-velocity sales while maintaining a consultative approach. This role involves handling upsells and expansions within their portfolio, while also building a supplementary outbound pipeline to meet revenue goals.
Key Responsibilities
Pipeline Management & Sales Execution:
- Close deals from inbound leads, SDR-sourced opportunities, and self-sourced outbound activities. - Maintain a high-velocity sales cycle, closing deals efficiently while managing multiple opportunities
Inbound, Outbound, and Upsell Collaboration:
- Handle the majority of the pipeline from inbound marketing and SDR-generated leads while supplementing with an outbound pipeline you personally build.- Manage upsells and expansions within your existing portfolio to drive additional ARR.
Consultative Sales Approach:
- Apply a consultative selling approach to complex products and services, ensuring customers understand the value proposition clearly.- Be adept at simplifying technical or complex aspects of the offering for a broad audience.
Data and Metrics Tracking:
- Track and report on key metrics such as conversion rates (maintaining a minimum of 30%) and sales cycle velocity.- Regularly review pipeline health to ensure alignment with monthly targets and provide data-driven insights to refine your approach.
Cross-Department Collaboration:
- Work closely with SDRs, marketing, and sales leadership to align your approach with overall company goals. Provide feedback on the quality of leads and top-of-funnel effectiveness.- Collaborate with product and operations teams to ensure proper product positioning and messaging.
Required Hard Skills
5-7 years of sales experience, with a proven ability to manage a full sales cycle.
Track record of meeting or exceeding sales quotas and achieving at least a 30% conversion rate from opportunity to closed deal.
Strong proficiency in CRM and sales analytics tools, leveraging data to drive results and optimize the sales process.
Ability to quickly learn and articulate complex products and services while maintaining a consultative, solution-oriented approach.
Required Soft Skills
Excellent communication and presentation skills, with the ability to explain complex topics in simple terms.
Strong organizational skills, with experience managing multiple opportunities across inbound, outbound, and upsell pipelines.
A growth-oriented mindset, always looking to improve performance and adapt to new strategies.
Experiences
Familiarity with high-growth tech environments or SaaS sales.
Experience selling in the real estate or accounting services sector.
Previous experience with upsell and expansion sales within existing accounts.
Salary + Benefits:
Salary: 75,000 - 85,000USD/year + OTE
Benefits overview:
· Hybrid 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:o For vacation, and personal days.o 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.
