Endear - Account Executive

About Us

Endear is building the first modern CRM for retail teams. We empower brands to drive more in-store sales by giving their retail teams AI-powered tools to have 10x more personalized, human conversations with customers. Despite retail being 6x larger than eCommerce, brick-and-mortar retail has been largely overlooked by the technology industry. We're changing that by enabling thousands of salespeople to leverage customer data in meaningful ways.

Founded 5 years ago, Endear has demonstrated strong product-market fit and reached profitability multiple times. Our platform was built from the ground up by technical leaders who have scaled data platforms to hundreds of millions of users and been at startups from early-stage through IPO. We make measured, high-conviction decisions at every milestone to ensure long-term success while realizing our massive potential in the retail market.

Our Work Environment

• Remote-first culture built on trust and autonomy

• Small, highly effective team (20-ish employees)

• Fast-paced environment with shifting priorities

• High-ownership culture where outcomes matter

• Collaborative atmosphere that values learning and teaching

About the Role

We are seeking an Account Executive with a passion for building relationships and helping prospective customers solve problems using Endear. Our ideal candidate is self-motivated, entrepreneurial, and excited about taking ownership of their work and the results that follow.

In this role, you'll own the entire sales cycle, from initial prospecting and qualification through product demos, nurturing, and closing. You'll receive a steady stream of inbound leads while also being responsible for generating your own opportunities through outbound prospecting.

You'll work closely with our sales team and collaborate with stakeholders across customer success, marketing, and product. The right person for this role has experience in sales, ideally within B2B SaaS, and enjoys the challenges and opportunities that come with working in a startup environment. Familiarity with the retail industry is a plus!

What You'll Own

• Own the full sales cycle, including prospecting, qualification, nurturing, product demonstrations, and closing.

• Manage a steady stream of inbound leads while generating 50% of your own pipeline through outbound prospecting.

• Identify prospective customers' biggest pain points and demonstrate how Endear can help solve their challenges.

• Conduct personalized, on-screen product demos that clearly communicate the value of Endear's platform.

• Build relationships with prospects and nurture opportunities by providing the resources and information needed to guide purchasing decisions.

• Partner closely with Account Managers to ensure a smooth customer onboarding experience and support long-term expansion opportunities.

• Identify opportunities to improve the sales process, including tools, messaging, pitches, and overall sales strategy.

• Collaborate with product and marketing teams to share customer feedback and help improve the platform and go-to-market approach.

Why This Role Matters

As an Account Executive, you'll have a direct impact on Endear's growth by helping bring new brands onto the platform and expanding our customer base.

You'll play an important role in shaping the future of our sales team, contributing ideas, improving processes, and helping build a scalable sales organization.

This is an opportunity to take ownership of the entire sales process while developing your skills in prospecting, relationship building, product demonstrations, and closing. You'll work alongside experienced sales leaders and collaborate directly with teams across the business.

For someone who is driven, curious, and eager to grow their career in SaaS sales, this role offers the opportunity to make a meaningful impact in a fast-growing retail technology company.

What We're Looking For

• 1–2 years of professional sales experience, preferably within a B2B SaaS (Software-as-a-Service) company.

• Experience prospecting, qualifying leads, and building relationships with potential customers.

• Strong communication skills and an interest in understanding customer challenges and providing solutions.

• A self-motivated, entrepreneurial mindset with a willingness to take ownership of your work and results.

• Excitement about the flexibility and challenges that come with working for a small startup company.

• A proactive approach to problem-solving and a willingness to question the status quo.

• Ability to thrive in a fast-paced, ever-changing environment while independently managing priorities.

• Eagerness to learn, develop your sales skills, and grow beyond your current responsibilities.

• Comfortable working in a fully remote environment.

• Experience or familiarity with the retail industry is a plus!

Benefits

• $65,000–$75,000 base salary with $130,000–$150,000 OTE

• 100% remote work environment

• Comprehensive healthcare including medical, dental, and vision

• Paid time off including vacation, sick leave, and public holidays

• Flexible working hours

• Access to coworking space upon request

• Stock option plan