Enterprise Account Executive

Who We Are In today’s economy, an increasing number of workers are choosing to freelance. By 2027, half the U.S. workforce will be independent contractors. Yet there is no system of record for this vast self-employed community and the legions of businesses that increasingly rely on it. A new paradigm is needed to accommodate the future of work that is suddenly no longer in the future. That is what Wingspan is building. Wingspan is the first payroll platform designed specifically for independent contractors and their businesses. We make onboarding, payments, and compliance easy for flexible workforces of all sizes. Whether you’re a one-person business or a large enterprise, Wingspan has you covered. We’re a Series B startup based in NYC with backing from some of the best VCs and operators around, including Andreessen Horowitz (a16z) and the CEOs and founders of Warby Parker, Harry’s, Allbirds, Invision, and Flatiron Health. Now we're hiring for you: an ambitious leader ready to help build, design, and support enterprise-grade software scaled to millions of individuals. Are you ready to be part of a team redefining the future of work? Apply now! Who You Are: You are a team player eager to collaborate with a small team You have a growth mindset You have empathy for yourself, your team, and your customers You are comfortable with ambiguity You are results focused and accountable You like to be competitive You are curious about everything: From the changing nature of work to the problem Wingspan is hoping to solve for its clients You are detailed and action oriented, with ability to manage multiple requests, respond quickly and with high quality, and problem solve on the fly What you'll do: Day-to-Day: Articulate Wingspan’s relevance to prospective clients Work closely with the SDR team to give them feedback on sourcing and qualifying leads Discover and match potential use cases effectively to the Wingspan platform Document account details in our CRM Conduct product demos Build a strong relationship with our marketing team to better our demand generation efforts and selling materials Build relationships in the industry and with prospective clients Travel as needed for client meetings and industry conferences, typically once per month Qualifications: You have experience building a pipeline in collaboration with an SDR team You are an expert at working with a CRM You have strong written and verbal communication skills You can breakdown complicated matters and communicate them clearly You have 3+ years of experience in an enterprise SaaS sales role, with average deal sizes above $250k You have sold into scaling startups and tech companies You have a track record of forecast accuracy and revenue deliverables You have overachieved against sales targets in a similar environment Compensation: At Wingspan, we pride ourselves on offering a competitive and comprehensive compensation package that reflects our commitment to attracting top talent. The annual base salary for this role ranges from $100,000-125,000 with uncapped commission, and is accompanied by a target equity package and an extensive suite of benefits, including medical, dental, and vision insurance. All figures cited are in USD and pertain to workers located in the United States. We understand that each candidate brings a unique combination of skills, experience, and qualifications to the table, which is why we tailor our compensation packages based on factors such as expertise, years of experience, certifications, and other factors. Join us in our mission to innovate and excel, knowing that you will be valued and recognized for your job-related knowledge, skills, and experience. Our comprehensive benefits and rewards are designed to help you thrive both professionally and personally, as we work together to shape the future of our industry. Location: This role will be based in New York City and will have a hybrid work model that consists of a combination of onsite (3 days per week) and remote work expectations. This model is designed to provide our employees with an optimal balance between in-person collaboration and the convenience of remote work. We believe this approach fosters a more productive and engaging work environment while supporting our commitment to employee well-being and work-life balance. Please note that the specific onsite and remote work schedule will be established based on the requirements of the role and the needs of the organization, and remain subject to Company discretion. The Company reserves the right to modify its in-person and remote work policies and expectations. Benefits & Perks Flexible PTO Savings and Investments - 401(k) with company match Competitive stock option package $300 one-time WFH stipend Medical, dental, and vision benefits Top of the line 14" Macbook Pro Wellness stipend Travel stipend for team off-sites **We appreciate candidates who are open and honest about what they’re looking for so we can ensure it’s a fit on both sides.** Wingspan does not accept agency-provided resumes from recruitment firms we do not partner with, and any unsolicited resumes sent to our job-related emails or staff will not result in charges to Wingspan. At Wingspan, we are an equal opportunity employer passionately dedicated to fostering a diverse and inclusive workplace. We wholeheartedly believe that embracing diversity of perspectives and backgrounds is essential to building the best products and providing delightful experiences for our users and team members. We are proud to maintain an environment free from discrimination, retaliation, and harassment. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, ancestry, ethnicity, marital status, pregnancy, disability, genetic information, protected veteran status, or any other characteristic protected by law or ordinance. As we strive for excellence, we are committed to ensuring fair employment practices and business dealings and rejecting any form of discrimination or retaliation. These protections and commitments extend to all management practices and decisions, including recruitment and hiring, appraisal systems, promotions, training, and career development programs. Consistent with these obligations, Wingspan also provides reasonable accommodations to employees and applicants with disabilities and for sincerely held religious beliefs, observances, and practices. If you would like to request an accommodation as part of the application process, please contact the Wingspan People Team, people-team@wingspan.app. Join us in our mission to create a company and products we love, as we celebrate our diverse workforce and promote an inclusive work environment that drives innovation and success.