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Account Executive - AI Automation Leader - Series A Equity - HYBRID - $300k OTEAccount Executive - AI Automation Leader - Series A Equity - HYBRID - $300k OTE 2 days ago Be among the first 25 applicants Bravado represents a rapidly scaling AI automation company that is transforming back-office operations in the insurance and financial services industries. This 30-employee firm, backed by $11.65M in Series A funding from Neotribe Ventures and Stage Venture Partners, is hiring an Account Executive to sell $20k to $100k+ ACV SaaS solution to Mid-Market and Enterprise third-party administrators (TPAs) located across the United States. You will report to their VP of Sales and work hybrid from their Scottsdale, Arizona office. Solution Our client's AI-powered platform helps third-party administrators (TPAs), and insurance firms automate back-office workflows by extracting, classifying, and processing unstructured data from complex documents. The platform replaces manual processes and outsourced operations with smart, efficient automation—driving ROI, improving CX, and freeing teams from outdated tools. With solutions built for trust accounting and customer experience, we are helping reshape how TPAs and insurers operate in a digital world. Role * Full-cycle AE role reporting to the VP of Sales; hybrid work setting from Scottsdale HQ with ~25% travel. * $120K–$140K base + uncapped OTE, expected earnings between $225K–$250K with accelerators. * Own a $1.25M annual ACV quota with target deal sizes ranging from $20K–$80K. * Medical, dental, vision, PTO, parental leave, relocation assistance, and 401(k) included. * Sell into a focused TAM of ~3,000 mid-market and enterprise third-party administrator firms. * Run Challenger-style sales motions, replace legacy workflows, and guide executives through high-impact automation decisions. * Ideal candidates have 5–10 years of SaaS experience and a track record of exceeding quota in complex sales. * Familiarity with CRM (HubSpot), outbound tools (Apollo/Outreach), and verticals like insurance or TPAs is a plus. Culture * You’ll collaborate daily with the CEO, Head of Product, and VP of Finance to evolve positioning and drive go-to-market innovation. * G2 reviews highlight ease of use and rapid ROI: “(COMPANY) helped us automate what used to take hours—saving time across every department.” * AEs work top-down with senior decision-makers in operations and IT; you’ll gain access to high-caliber buyers shaping how financial services work. * This is a mission-driven team solving real-world pain points with precision automation—and you’ll be at the center of its next growth chapter. Official Job Description We’re hiring a high-performing Account Executive to join our Scottsdale HQ and help drive our next phase of growth. You’ll sell across our two key product lines — Trust and CX — into a highly targeted TAM of ~3,000 companies, with average deal sizes ranging from $20K to $80K. This is a hybrid role for reps based in the Phoenix metro area and includes 25% travel (primarily for conferences, trainings, and customer events). You’ll report to the VP of Sales and work closely with founders, product leaders, and marketing. What You’ll Do Run full-cycle sales motions — from outbound prospecting to close Sell both workflow replacement (Trust) and customer experience automation (CX) solutions Guide prospects through a challenger-style consultative sale, helping them understand the ROI of replacing outsourced labor with AI-driven automation Work top-down with senior decision-makers (COO, CTO, Head of IT) across mid-market and enterprise accounts Master and communicate the nuances of client workflows, especially in back-office insurance operations Collaborate with product and marketing to refine messaging, content, and demo assets What We’re Looking For 5–10 years of SaaS sales experience, with consistent quota attainment Startup background and success selling complex solutions into new markets Experience closing $20K–$100K+ ACV deals in 2 to 6-month cycles Strong discovery and objection-handling skills, especially in zero-compete or legacy-replacement environments Able to drive urgency, shape buying criteria, and battle inertia Strong CRM hygiene (HubSpot) and outbound fluency (Apollo, Outreach) Bonus Points For Experience selling into insurance, back-office, or workflow-heavy verticals Understanding of TPAs or financial services workflows (not required) Background in Challenger sales or top-down deal execution Why Join Us? Paid time off + paid parental leave Relocation assistance available for candidates outside Scottsdale Impactful Work: Be part of a fast-growing startup solving real challenges for TPAs and shaping the future of financial wellness Collaborative Team: Work alongside passionate and driven professionals in a supportive environment Growth Opportunities: Develop your skills and advance your career as part of our expanding sales organization Seniority level

Seniority levelAssociate Employment type

Employment typeFull-time Job function

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Please make an application promptly if you are a good match for this role due to high levels of interest. #J-18808-Ljbffr Remote working/work at home options are available for this role.