Enterprise Account Executive - Midwest

Account Executive, Enterprise- US Location: This role requires working from our Chicago or Boston office two days per week, or from one of our hub locations (Austin or New York City) twice a month in a co-working space. About the position As an Account Executive you will play an essential role in Showpad as you will have a massive impact on its growth. Our sales team shares the Showpad success story with organizations around the world and helps them understand the value Showpad offers to align Sales and Marketing. With an extra Account Executive, Showpad can grow even faster and stronger! Key responsibilities as an Account Executive at Showpad: * You are a true Hunter with a desire to take a strategic and hands-on approach to prospecting and pipeline generation * Able to proactively implement a strategy to your sales approach * Be a consultant, advisor and a natural at gaining insights into your prospects pains * Demonstrate the value of our Showpad solution that is aligned to your prospects goals * Utilise the support around you and involve our Business Development Reps, Solutions Engineers, Partnerships, and Post-Sales Support to team-sell your way to winning new logos * Understand what Senior Sales, Marketing, and Enablement teams priorities are and how to align Showpad with their needs * Be successful at selling into a variety of lines of business and comfortable selling at C level * Understand how to sell to all levels of a company, end users to C level * Negotiate with strong pricing discipline and defend with value * Watch your prospects become real Showpad fans rather than just customers  Attributes we are looking for: * Min 5 years experience selling software into mid-sized to large enterprises * A proven track record of achieving and exceeding sales targets consistently * A willingness to prospect strategic decision makers and executives * Startup DNA * Outstanding communication skills * Experience with CRM (Salesforce would be great!) * Passion for life and the Showpad product * The desire to grow yourself, your team and the company * The will to have a maximum impact on Showpad * The desire to work in an amazing team * Some formal sales training (Value Selling, MEDDICC, SPICED, Challenger, etc.) * Sales or Marketing Technology sales experience preferred   About Showpad At Showpad, we’re focused on empowering others to be at their best. As a global leader in AI-powered revenue effectiveness, we provide revenue teams with the platform they need to prepare sellers, engage buyers, and drive predictable revenue. Since our 2025 merger with Bigtincan, we have created the industry’s first unified platform specifically designed for complex, field-selling organizations, serving more than 2,000 customers across 50 countries. As an employer, we provide our employees with opportunities to grow, make a meaningful impact, and bring their authentic selves to work. Our culture stems from our values, which center on achieving maximum impact for our customers and fostering global collaboration, diversity, and a genuine passion for innovation. We’re a team of authentic, good-natured ass-kickers, and we’ve been recognized as a top workplace by Built In Chicago and Inc. Magazine. Why Join Us Now? Showpad is powering the next generation of field selling success through accelerated innovation, expanded global reach, and a more holistic engine to drive growth and lasting value. You’ll join a team shaping what’s next, working with smart, driven people who care deeply about making an impact (and aren’t afraid to challenge the status quo). Our Global Footprint Founded in 2011, Showpad is a global company with 500+ people (post-merger) working from offices and regional hubs around the world including Chicago, Boston, Ghent, London, Munich, Brussels, San Francisco, and Sydney. We are consistently recognized as a Leader in the Forrester Wave™ and a “Customers’ Choice” by Gartner® Peer Insights. What you can expect from Showpad We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you.  We are committed to creating a diverse and inclusive organization and are 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, pregnancy, disability, age, veteran status, or other dimensions of identity. This organization participates in e-verify  For more information on e-verify, click here

Note: This is a remote position that must have a reliable commuting radius to Chicago IL area. This position offers a competitive sales commission bonus plan in addition to the base salary. Account Executive  Reports To: The Account Executive will report to the Senior Vice President of Market Development or equivalent leadership.   Position Summary The Account Executive is responsible for driving new business development and expanding SPS market presence within assigned regional territories. This role leads the full sales cycle process including prospecting, pipeline generation, relationship development, solution positioning, proposal collaboration, negotiation, and closing new business opportunities. The Account Executive partners closely with internal operational, solutions, and leadership teams to develop tailored workplace services solutions that address client business challenges and support long-term account growth. This role serves as a strategic advisor to prospective clients while positioning SPS as a trusted outsourcing and workplace solutions partner. The Account Executive is responsible for building relationships with enterprise organizations, law firms, financial institutions, and other large businesses through consultative selling, outbound prospecting, networking, and market engagement activities. Overall, this position continuously offers the highest level of service to all clients, prospects, vendors, and SPS employees while maintaining a professional image of the company by providing prompt, courteous, and efficient service. Duties and Responsibilities: Business Development & Sales Execution * Develop and execute territory growth strategies focused on enterprise organizations and target markets. * Generate new business opportunities through outbound prospecting activities including cold calling, email outreach, networking, referrals, social selling, and market research. * Build and maintain a healthy pipeline of qualified opportunities across assigned accounts and territories. * Manage opportunities through the full sales cycle from prospecting through contract execution and onboarding transition. * Consistently achieve or exceed established sales goals and revenue targets. Client Relationship Management * Develop relationships with prospective clients and key business stakeholders. * Engage senior-level decision makers to identify workplace challenges, operational needs, and business objectives. * Position SPS workplace services solutions through a consultative and value-based sales approach. * Establish SPS as a trusted business partner within assigned territories and target accounts. * Support long-term client relationship development and account expansion opportunities. Strategic Sales & Solution Development * Collaborate cross-functionally with operations, solutions, finance, and leadership teams to develop customized client proposals and service solutions. * Identify strategic opportunities for outsourcing and workplace services solutions within client organizations. * Conduct account research and market analysis to identify growth opportunities and competitive positioning. * Support contract negotiations, pricing discussions, and commercial proposal development. * Maintain accurate forecasting, opportunity tracking, and sales activity documentation within CRM systems. Market Engagement & Territory Management * Monitor industry trends, competitive activity, and market conditions within assigned territories. * Participate in networking events, industry associations, conferences, and business development activities. * Develop territory plans and strategic account targeting initiatives. * Identify opportunities for immediate business wins and long-term account growth. Process & Reporting * Ensure all sales activities follow company policies, procedures, and best practices. * Maintain accurate and timely sales reporting, forecasting, and pipeline updates. * Contribute to continuous improvement of sales processes, tools, and client engagement strategies. * Support leadership reporting on sales performance, pipeline activity, and market opportunities. Competencies: * Strong verbal and written communication skills. * Excellent presentation and relationship management skills. * Strong negotiation and influencing abilities. * Excellent customer service and client engagement skills. * Strong analytical and problem-solving abilities. * Ability to build relationships with senior business leaders and stakeholders. * Ability to manage multiple opportunities and priorities simultaneously. * Strong organizational and time management skills. * Proficiency in Microsoft Office Suite including Excel, Word, PowerPoint, and Outlook. * Experience using CRM systems and sales tracking tools. * Ability to work independently and collaboratively within cross-functional teams. * Strong attention to detail and follow-through. * Ability to adapt in a fast-paced and evolving business environment. * Strong business acumen and consultative selling capabilities.   Qualifications and Education Requirements: * Bachelor’s degree in Business Administration, Marketing, Communications, Sales, or related field preferred. * Minimum of 5+ years of B2B sales, business development, account management, or related experience required. * Experience prospecting and generating net-new business opportunities required. * Experience conducting cold outreach, account research, networking, and pipeline development preferred. * Proven track record of achieving or exceeding sales and revenue goals. * Experience managing complex sales cycles and multiple stakeholders preferred. * Experience selling outsourcing, workplace services, professional services, technology solutions, or related business services preferred. * Strong understanding of consultative sales methodologies and enterprise sales processes. * Experience working with enterprise organizations, professional services firms, or Fortune 1000 clients preferred. * Excellent written and verbal communication skills with strong executive presence. * Ability to maintain confidentiality and exercise sound business judgment. * Experience with CRM platforms, sales software, and reporting tools preferred. * Required to maintain an overall professional appearance and attitude. * Adhere to all policies and procedures required.   Physical Demands: * Ability to sit, stand, walk, bend, kneel, and work at a computer for extended periods of time. * Manual dexterity required for operating office equipment including computers, phones, and printers. * Physically able to talk on the phone and input data simultaneously. * Ability to occasionally lift or move materials up to 25 lbs. * Specific vision abilities required by this job include close vision, distance vision, and the ability to adjust focus.   Disclaimer: This job description is not intended to cover or contain a comprehensive listing of duties or responsibilities required for the role. Duties and responsibilities may change at any time with or without notice. Travel: Approximately up to 20–25% Compensation:  The expected compensation is an estimate, and the final offer will depend on skills, experience, and other job-related factors. Use of Artificial Intelligence (AI): No AI or automated decision-making tools are used to screen, assess, or select candidates for this role. Our company uses the Greenhouse applicant tracking system, which does not apply AI in these parts of the hiring process. Vacancy Status: This posting is for an existing vacancy. Pay Range $80,000—$90,000 USD WHAT WE OFFER * Career Growth: An opportunity to enter a job that allows you to learn new skills or use a variety of them that may lead you to uncover other career opportunities! * Learning & Development: At SPS, we promote a work culture of learning so that you can develop to be the best at what you do! * We Recognize Talent: We offer a variety of recognition programs for all levels of employees! * Benefit Offerings: Medical, Dental, Vision, HCFSA, DCFSA, HSA, Commuter Transit and Parking, Supplemental Life Insurance, Accident Insurance, Critical Illness, Hospital Indemnity, Legal Program, Identify Theft Protection, Pet Discounts, Pet Insurance, Group Home and Auto Insurance, EAP, Short Term Disability, Life Insurance, Education Discounts, 401k w/ matching, Entertainment Discounts, & Paid Time Off. * Note: Please inquire with the Human Resources team for benefit offerings per role as regular positions that routinely are under 30 hours/week may have a different benefit offering. About SPS SPS is an award-winning employer of choice offering outsourcing solutions that leverage Intelligent Automation (Artificial Intelligence & Robotic Process Automation) in more than 22 countries across the globe. In North America, our services include Mailroom Management (both physical and digital), Office Services such as Reception, Lobby Concierge and Conference Room Management in addition to Document Processing Services utilizing leading edge technologies. Our clients today are companies in sectors such as banking, insurance, legal, higher education, advertising and other professional services, including many Fortune 500 companies. SPS is committed to delivering high caliber outsourcing experience to our clients and offering our employees challenging and exciting career opportunities throughout the North America region and globally. SPS is committed to investing in the professional development of our employees and offers competitive comprehensive benefits and diverse development training programs that lead to building careers. At SPS we embrace the uniqueness of our employees and are committed to the fair and equal treatment of all people, applicants, and employees by promoting a culture of access, inclusion, equity and diversity. SPS provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, sexual and reproductive health choices, national origin, age, disability, genetics, military status, gender identity or expression, sexual orientation and/or any other status protected by applicable law. Colorado only: We accept applications for an expected minimum of 5 days from the date it is posted. The posting may remain open longer as needed to ensure a robust and inclusive applicant pool. To ensure a fair and authentic interview process, applicants may not use AI tools or any other form of real-time assistance during interviews. SPS team members may use transcription or note-taking technology solely to support accurate interview documentation. SPS offers reasonable accommodations in the hiring and employment process for individuals with disabilities. If you need assistance in the application or hiring process to accommodate a disability, you may request an accommodation at any time. To view our privacy policy, click on the link below: Data Privacy Statement Acknowledgement Section: By submitting an application, by hitting "Submit Application", you certify that the information contained in this application is true and complete. You attest to the fact that the answers provided are correct to the best of your knowledge and ability. You certify that you have not knowingly withheld any information that might affect your chances for hiring. You understand that any false information or omission (including any misstatement) on this application or on any document used to secure this employment can be grounds for rejection of application or, if you are employed by SPS can be grounds for immediate termination from this company.