Remote Strategic Enterprise Account Executive

Lob.com, Inc; United States; Remote; USD 120,000 - 180,000; Full time

Job summary

Lob is seeking an Enterprise Account Executive to own the full sales cycle, drive pipeline growth, and engage executive stakeholders across Mid-Market and Enterprise accounts. You will collaborate with cross-functional teams, lead tailored product demonstrations, and become a trusted advisor on direct mail solutions.

Remote-friendly role with travel 10–15% for select meetings and events. Candidates should have 5+ years of B2B SaaS sales, 3+ years closing Enterprise deals ($100k+), and strong

Qualifications

• 5+ years of B2B SaaS selling experience, including 3+ years hunting and closing Enterprise accounts ($100k deal sizes).
• Experience navigating Enterprise-level contract negotiations, including six-figure deal sizes.
• Ability to research, develop, and execute account strategies across Mid-Market and Enterprise segments (MEDDICC a plus).
• Deep experience with a consultative and value-based selling approach.

Responsibilities

• Own the full sales cycle from prospecting to close for Mid-Market and Enterprise accounts.
• Drive pipeline growth by crafting outbound messaging and building a strong, sustainable pipeline.
• Engage executive stakeholders and lead executive-level conversations in remote and in-person settings.
• Respond to opportunities by leading or supporting responses to RFPs and RFIs when applicable.
• Collaborate with Marketing, Account Management, Sales Enablement, Sales Engineering, Product, and Engineering to ensure alignment.
• Become a trusted advisor with deep knowledge of Lob’s value proposition and product capabilities.
• Lead technical discovery with a Solutions Engineer, delivering tailored product demonstrations.
• Work within a POD structure to ensure a seamless customer experience from onboarding to expansion and renewal.
• Approach challenges with curiosity and creativity to guide customers toward scalable direct mail strategies.

Skills

Proven Sales Success

Contract Negotiation

Strategic Account Planning

Consultative Selling

Strong Communication

Cross-Functional Collaboration

Travel Readiness

Job description

Lob is seeking an Enterprise Account Executive to own the full sales cycle, drive pipeline growth, and engage executive stakeholders across Mid-Market and Enterprise accounts. You will collaborate with cross-functional teams, lead tailored product demonstrations, and become a trusted advisor on direct mail solutions.

Remote-friendly role with travel 10–15% for select meetings and events. Candidates should have 5+ years of B2B SaaS sales, 3+ years closing Enterprise deals ($100k+), and strong