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Account Executive - Mid Market

BigTime Software - Chicago, IL, United States - Hybrid

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Salary: USD 80,000 - 95,000 / annual

BigTime Software, an AI-powered professional services automation (PSA) platform, is seeking an Account Executive to drive mid-market growth. You'll own the full sales cycle—from prospecting through close—managing a portfolio of high-potential accounts and serving as a trusted advisor to prospects ranging from C-suite executives to operations and project management leaders. In this strategic, consultative role, you'll uncover business and technical requirements through discovery calls, develop deep product knowledge, and deliver tailored solutions that align BigTime's offerings with real customer needs. You'll build and maintain a healthy pipeline using AI-powered tooling and prospecting techniques, conduct value-based demos with Solutions Consultants, and create compelling collateral in partnership with marketing teams. You'll work cross-functionally with Solutions Consultants, Customer Success, Marketing, and Product to ensure a seamless buying experience. BigTime's platform serves over 2,700 professional services firms worldwide, tracking $4 billion in billable time annually, and has been featured on Inc's 500 Fastest Growing Companies for four consecutive years. The role is based in Chicago with a hybrid schedule (in-office 3 days/week). BigTime is PE-backed, headquartered in Chicago, with additional offices in Phoenix and Poland. The company has been named to Crain's "Best Places to Work" three years running and offers competitive benefits including 100% company-paid medical, dental, vision, disability, and life insurance; 401(k) with generous match; paid parental leave; and onsite gym access. Required: 4+ years of quota-carrying B2B SaaS sales experience, preferably in consultative or complex sales; proven success managing mid-market accounts with multi-stakeholder cycles; ability to engage and influence C-level executives; strong value-based and ROI-based selling skills; excellent communication and presentation abilities; self-starter with strong organization and follow-up; team player mindset; Salesforce or modern CRM proficiency. Experience with ERP, PSA, or Finance/Accounting platforms (e.g., QuickBooks) is a plus.

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