Mid-Market Account Executive
LettrLabs
Mid-Market Account Executive
LettrLabs
Automated direct-mail marketing platform
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.
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.
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.
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.
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.
LettrLabs USA 90000 - 105000 USD
LettrLabs is a marketing technology company focused on direct mail. The company combines campaign design, audience targeting, automation, attribution, printed postcards, and robotic handwriting options. It serves businesses and organizations using mail for acquisition, retention, fundraising, and outreach. Its operating model centers on a software platform coordinated with creative, printing, fulfillment, and campaign operations. Teams work across product, engineering, growth, sales, creative, print operations, logistics, and customer success. The organization combines direct-mail technology expertise with practical delivery for marketing teams.
Explore more opportunities at LettrLabs