Mid-Market Account Executive

About the job

The Role

LettrLabs is looking for a Mid-Market Account Executive to own the full sales cycle with mid-market prospects, from first conversation through close. This is not a "sit and wait for inbound" role. You will be phone-first, integrating email, video, and in-person touchpoints, and you will find a way to break into accounts and multi-thread deals.

You will sell an automation layer across a prospect's omnichannel marketing ecosystem, and you will win by selling funnel economics and ROI rather than features. Deals typically carry a $30K - $50K ACV and a roughly 30-day sales cycle, so you will manage a high volume of deals with strong organization and "backwards planning" discipline.

Why Join Us

• High-ownership role: you own your territory, your pipeline, and your number.

• Sell a differentiated product where you can quantify the impact on a prospect's bottom line.

• Work directly with the Sales Lead and an experienced sales team that shares best practices and helps each other win.

• Merit-driven culture where contribution, hard work, and results matter more than titles.

• Fully remote, with in-person events (6-8+ per year) to build pipeline and connect with the team.

• Competitive compensation with equity upside in a fast-growing company.

What You Will Own

Key Objectives

• Hit monthly and quarterly quota through a high-velocity, well-forecasted pipeline.

• Source net-new opportunities through multi-channel prospecting, including phone, email, video, and in-person.

• Run advanced discovery that uncovers pain, success criteria, decision-makers, and the cost of inaction.

• Quantify the ROI of LettrLabs for mid-market companies and tie it directly to financial outcomes.

Pipeline & Forecasting

• Manage a high volume of deals while maintaining intense organizational rigor.

• Forecast based on critical events and qualification signals, not hope.

• Qualify ruthlessly, including walking away from deals that do not fit to focus on high-probability wins.

Deal Strategy & Execution

• Navigate mid-market deal dynamics: identify and develop champions, multi-thread, and handle multi-stakeholder objections.

• Defend pricing with ROI-anchored responses rather than defaulting to discounts.

• Turn "No" into a discovery opportunity rather than a dead end.

• Run tailored demos that map product capabilities directly to the prospect's discovered pain.

Events & Team

• Execute at 6-8+ events and trade shows per year, moving from booth conversations to high-level networking and sourcing net-new opportunities.

• Contribute as a force multiplier: share best practices, help teammates, and put the company's success alongside your own.

What You Bring

• Prior quota-carrying Account Executive experience selling to mid-market or larger customers.

• Average deal sizes of $30K or more, with a track record of ROI- or value-based selling.

• Phone-based selling experience and a "find a way" approach to prospecting.

• Strong discovery skills and the ability to maintain call control while digging into a prospect's marketing attribution gaps.

• Demonstrated forecasting accuracy and qualification discipline.

• An extreme ownership mindset: you take full responsibility for your results and do not blame lead quality or the economy.

• Comfort working remotely and traveling to events.

LettrLabs USA: $90,000 USD - $105,000 USD

Benefits

• Medical, dental, and vision coverage

• Equity in a fast-growing company

• 401(k) plan

• Flexible PTO and paid holidays

Actual base salary offered will be determined by: experience, skills, and work location. This range is for base salary, our total compensation includes equity and benefits. We welcome you to apply even if your expectations are outside our listed range.

LettrLabs is committed to creating a diverse environment and is proud to be an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status.

LettrLabs is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures and throughout employment. If you need assistance or any accommodation, please let us know.

LettrLabs does not accept unsolicited resumes from recruiters or employment agencies without a fully executed recruitment agreement in place. In the absence of such agreement, LettrLabs reserves the right to pursue and hire any candidates without an obligation to pay fees. Agencies are requested not to contact LettrLabs hiring managers or employees regarding recruiting services.