Artificial Intelligence, Marketing Automation, SaaS

Mid-Market Account Executive

RemoteRemoteFull Time$90,000–$105,000 /yrPosted 1 day agoVisa sponsorship available

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Required skills

full sales cycle
mid-market
phone-first
omnichannel marketing ecosystem
funnel economics
ROI
high volume
organizational rigor
backwards planning
quota

Nice to have

Salesforce
CRM

Role summary

LettrLabs is seeking a remote Mid-Market Account Executive to manage the full sales cycle for mid-market prospects, focusing on high-velocity, phone-first prospecting and value-based selling. The role involves quantifying ROI and financial impact for clients using an automation layer for their marketing ecosystem. Successful candidates will demonstrate strong organizational skills, rigorous qualification, accurate forecasting, and the ability to navigate complex deal dynamics. This position offers a competitive compensation package with equity and requires comfort with remote work and travel for events.

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

LettrLabs USA$90,000—$105,000 USD

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.

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