LettrLabs

Location: Remote OTE Range: $190,000 - $210,000 OTE Summary As a Mid Market Account Executive at LettrLabs, you will lead our new business acquisition efforts. This role is perfect for a top-performing salesperson who excels in a dynamic environment and is eager to close new deals. You will focus primarily on Mid Market clients ($5M - 50M in annual revenue), utilizing your expertise to engage new prospects, guide them through the sales journey, and contribute directly to LettrLabs’ revenue growth. Responsibilities - Full-Cycle Sales: Own the entire sales process from prospecting and outreach to closing, identifying high-value opportunities and driving them through the pipeline. - New Account Hunting: Develop and execute outbound strategies to secure new business, focusing on mid-market clients within LettrLabs’ target sectors. - Pipeline Management: Build and maintain a healthy pipeline, utilizing HubSpot for CRM management and Salesloft and Apollo for prospecting and outreach. - Revenue Generation: Drive substantial revenue growth, achieving and exceeding monthly and quarterly sales targets. - Product Expertise: Clearly articulate LettrLabs’ value proposition, delivering tailored demos and presentations that align with client needs. - Collaboration: Work closely with our product and marketing teams to provide feedback from the field, helping refine our offering and sales messaging. Qualifications - 3+ years of experience in a quota-carrying, full-cycle sales role. - Proven track record of exceeding sales targets, especially in new business acquisition. - Experience selling to Mid Market clients, with a preference for candidates familiar with digital or direct mail advertising. - Comfort with closing deals with ACV of $50K+ - Proficient in HubSpot, Gong, and Apollo, or similar tools for CRM and outbound efforts. - Highly self-motivated and goal-oriented, with a strong drive to succeed and earn commissions. - Strong communication skills, able to craft compelling narratives and guide prospects through a complex sales process. - Comfortable running upsell and renewal process alongside Customer Success teamm. What You Can Expect at LettrLabs - Industry competitive salary and equity - Subsidized medical, dental, and vision benefits - Open and encouraged PTO policy - 9 company paid holidays Why Join LettrLabs? At LettrLabs, you’ll join a remote team that’s redefining what direct mail advertising can achieve. This role offers high earning potential, a supportive and ambitious culture, and the chance to make a substantial impact as we grow. If you’re ready to take ownership of new business growth and thrive on closing deals, we’d love to hear from you. Actual base salary offered will be determined by: experience, skills, and work location. This range is meant to cover total compensation and benefits. We welcome you to apply even if your expectations are outside our listed range. LettrLabs USA $170,000—$190,000 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.

Job Title: Sales Manager Role Details Jo Title Sales Manager, Mid-Market & Enterprise Location Remote Monthly travel required Full time Reports To CRO Compensation A competitive range of $250,000 to $300,000 OTE [60/40 split] Summary As a Sales Manager at LettrLabs, you will be responsible for developing, coaching, and scaling our Mid-Market and Enterprise Account Executive team. This role exists to raise the performance ceiling of the current sales org while building a repeatable talent development engine that supports future growth across BDR, Mid-Market, and Enterprise roles. This is a hands-on leadership role focused on people development, deal execution, and sales process rigor. This role is ideal for a proven sales leader who has managed quota-carrying AEs, thrives in complex deal environments, and is motivated by building elite sales talent. Responsibilities Sales Team Leadership & Development - Directly manage and coach Mid-Market and Enterprise Account Executives to consistently operate at a high performance level. - Run regular 1:1s, deal reviews, pipeline inspections, and skill-based coaching sessions. - Identify individual strengths and gaps; create structured development plans for each AE. - Build a clear internal progression path from BDR → Mid-Market AE → Enterprise AE → Sales Leadership. Deal Support & Execution - Support AEs through complex deal cycles, from discovery through close and early expansion. - Provide hands-on guidance for deal strategy, qualification, stakeholder mapping, and pricing. - Improve win rates and reduce time-to-close through disciplined deal inspection and feedback. Sales Methodology & Process - Own and continuously refine LettrLabs’ sales methodology, including land-and-expand motion. - Ensure consistent execution of discovery, qualification, and expansion frameworks across the team. - Partner with the VP of Sales to improve forecast accuracy and pipeline hygiene. Cross-Functional Partnership - Work closely with Marketing to identify funnel breakdowns and improve lead quality, messaging, and conversion. - Partner with Customer Success and Account Management to ensure smooth handoffs and early expansion alignment. - Act as a connective layer between strategy and execution across revenue functions. Hiring & Talent Pipeline - Identify, interview, and help hire high-quality AE talent as the team grows. - Develop earlier-career sellers into top-performing AEs through structured coaching and enablement. - Maintain a continuous pipeline of sales talent aligned with LettrLabs’ growth plans. Field Leadership - Travel with the sales team as needed to support strategic in-person meetings, enterprise opportunities, and trade shows. - Provide real-time coaching and leadership presence in high-stakes selling environments. Qualifications - 3+ years of experience managing quota-carrying sales teams (Mid-Market and/or Enterprise). - Prior experience as a high-performing Account Executive in complex, full-cycle sales environments. - Proven ability to coach and develop sales talent, including earlier-career sellers. - Strong understanding of land-and-expand sales motions and multi-stakeholder deal cycles. - Experience improving win rates, deal velocity, and pipeline quality through process and coaching. - Proficiency with HubSpot, Gong, and Clay. - Strong leadership presence with the ability to balance accountability and development. - Willingness to travel to support reps, customers, and trade events as needed. Actual base salary offered will be determined by: experience, skills, and work location. This range is meant to cover total compensation and benefits. We welcome you to apply even if your expectations are outside our listed range. LettrLabs USA $250,000—$300,000 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.