Enterprise Account Executive

Midwest Startups; United States; Remote; USD 120,000 - 138,000; Full time

Job summary

An innovative startup is seeking a driven Enterprise Account Executive to spearhead pipeline generation and close complex deals. This role focuses on Enterprise and Mid-Market accounts, offering a dynamic environment for competitive and strategic sales professionals. You will develop and execute targeted sales strategies, maintain strong customer relationships, and represent the company with confidence. If you thrive in a fast-paced, creative sales environment and are passionate about driving revenue growth, this opportunity is perfect for you.

Qualifications

• Proven track record in pipeline generation and closing deals.
• Experience in SaaS or tech solutions sales.

Responsibilities

• Own full-cycle sales for Enterprise and Mid-Market accounts.
• Generate pipeline through cold outreach and creative strategies.

Skills

Pipeline Generation

Solution Selling

Creative Deal-Making

Cold Outreach

Relationship Building

Tools

CRM Software

Job description

About Pear Commerce

Pear Commerce is the retail ecommerce platform that connects CPGs to retailers, converting shoppable media into actionable insights that fuel performance marketing

We are redefining how CPG brands think about ecommerce by providing the infrastructure for the Retail Ecommerce channel alongside DTC and Amazon. Our software and partnerships illuminate the customer journeys—from impression to sale, providing a closed feedback loop for CPGs' digital marketing efforts and allowing for true conversion-optimized campaigns (for the first time ever).

And if this all sounds like a different language…essentially, we make sure when a brand like Sparkling Ice serves an ad, they’re able to capture real-time insights into how their campaigns are performing - down to the content, platform, geo, and audience - to increase overall marketing effectiveness.

Oh, and we make the industry’s coolest and most shoppable store locators, too.

The Team

At Pear, we hire the best and then take really good care of them. We want you to grow here, and believe hiring and keeping world-class talent is a true competitive advantage. To be clear, our team is not a family. It’s a group of insanely talented and kind people that work tirelessly (but not like on the weekend or evenings) to make Pear better than it was yesterday.

Pear is a venture-backed startup and, to succeed, you must be comfortable with our approach:

• We focus on alignment so we can act autonomously.
• We are builders and do-ers and we move quickly.
• We ask why because we are curious and like to learn.
• We want the ideal team player—humble, hungry, and smart.
• We are not homogenous. We celebrate diversity.
• We work hard but know when to turn work off.
• We are not afraid of messiness, of change, of moving fast.

The Role

We are seeking a high-performing, driven Enterprise Account Executive with a proven track record in pipeline generation, solution selling, and creative deal-making. This role requires a hunter mentality- someone who thrives on building pipeline, closing complex deals, and driving revenue growth.

You will focus on Enterprise and Mid-Market accounts ($100M-$1B in revenue), which are typically more agile than large House of Brands, offering more flexibility in the sales process. This role is ideal for someone who is competitive, creative, and strategic, with a passion for winning deals and growing customer relationships.

Your Responsibilities

Pipeline Generation & Deal Execution

• Own full-cycle sales with a focus on Enterprise and Mid-Market accounts.
• Generate pipeline through cold outreach and creative prospecting strategies.
• Negotiate and close deals with agility, finding creative ways to get deals across the line, even when they fall outside the strict ICP.

Strategic Sales Execution & Collaboration

• Develop and execute targeted sales strategies to win business in competitive situations.
• Communicate deal needs to leadership and collaborate effectively to bring deals to close.
• Serve as a trusted partner to customers, identifying future upsell opportunities and maintaining long-term relationships.

Professionalism & Client Engagement

• Represent Pear Commerce with confidence and professionalism, capable of hosting clients and building strong rapport.
• Deliver compelling demos and presentations that position Pear’s solutions effectively.

Time & Pipeline Management

• Balance time effectively between pipeline generation and working active deals.
• Maintain organized and accurate records in the CRM to track pipeline activity and progress.

You Have

• Relentless drive for pipeline generation, unafraid of cold outreach and creative prospecting.
• Experience generating and closing deals independently—this is not an order-taking or account management role.
• Startup or early-stage sales experience preferred (e.g., founding AE or early team member).
• Demonstrated success in selling SaaS or tech solutions, ideally with solution selling experience.
• Competitive, performance-driven mindset—hates to lose more than they love to win.
• Experience selling into $100M–$1B revenue companies, which typically don’t run formal RFP processes, allowing for more creative selling.
• Ability to navigate complex deal structures and influence decision-making.
• Skilled at maintaining relationships post-sale to identify future upsell and expansion opportunities.
• Sent an email to our Head of People Ops telling her your favorite CPG product(s) so she knows to prioritize your application.
• Knows how to balance assertiveness with relationship-building to ensure long-term customer value.

Reports to

VP of Sales Growth

Location

Remote

Compensation

Base salary starting at $120,000 (not including OTE)

Pear Commerce is committed to building an inclusive, diverse, and equitable workplace that respects and celebrates the unique contributions of each individual while ensuring we remain an equal opportunity employer that recruits, hires, trains and promotes based on merit and qualifications.