Account Executive – Team Lead

This is a fully remote position, open to applicants in Oregon.

📋 Description

• Engage in sales activities for 60% of your time.

• Manage and close your personal portfolio, overseeing the complete sales cycle from prospecting to closure.

• Conduct discovery calls, product demonstrations, and strategic presentations for mid-market and enterprise prospects.

• Generate a pipeline through outbound prospecting, following up on inbound leads, and expanding strategic accounts.

• Consistently achieve or surpass individual quota targets while maintaining a healthy and accurate forecast.

• Cultivate in-depth product knowledge and position yourself as a trusted advisor to prospects regarding productivity, compliance, and team communication.

• Lead activities for 40% of your time.

• Mentor and develop fellow Account Executives through deal reviews, call coaching, and skill enhancement.

• Conduct weekly pipeline reviews and assist representatives in identifying strategies to advance and close deals.

• Collaborate with leadership to enhance the sales playbook, messaging, and processes that will scale with the team.

• Partner with Marketing on lead quality, campaign feedback, and content that accelerates the sales process.

⛳️ Requirements

• 3–5+ years of closing experience in B2B SaaS, with a proven track record of meeting or exceeding quotas.

• Demonstrated experience in mentoring, coaching, or informally leading sales peers — you enhance the performance of those around you.

• Experience managing the entire sales cycle from prospecting to closure with mid-market or enterprise clients.

• Comfortable selling to a variety of stakeholders: from individual champions to VP and C-Suite decision-makers.

• Strong discovery and consultative selling skills — you approach with curiosity rather than a script.

• Self-motivated: you effectively manage your time, prioritize decisively, and excel in a remote, asynchronous work environment.

• Excellent communication skills, both written and verbal.

• A growth mindset: you aspire to the team lead title because you genuinely wish to develop and empower others, not merely manage them.

• Bonus Points: Experience in an early-stage or growth-stage SaaS company where you wore multiple hats, familiarity with productivity, workflow automation, or enterprise communication tools, background in both individual contributor and team leadership roles, experience with tools like HubSpot CRM, Gong, and being a TextExpander power user (this is a significant advantage).

🏝️ Benefits

• High level of autonomy in your role.

• Work alongside motivated and creative teammates.

• Flexible scheduling options.

• Healthcare reimbursement plan (ICHRA) — select your own coverage, reimbursed by us.

• Paid vacation and sick leave.

• Company-funded Short- and Long-Term Disability Insurance.

• Company-covered basic life insurance.

• Paid Parental Leave Policy.

• 401(k) plan.