Flexerasoftware

Commercial Account Executive

United States · Remote (restrictions not stated) · Full time

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About the role

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EmployerFlexerasoftware
LocationUnited States
Work styleRemote (restrictions not stated)
Employment typeFull time
Employer posted18 Sep 2026

ProsperOps is the category leader in autonomous cloud cost optimization, founded by the leaders behind Rackspace's AWS Managed Services Business. We use sophisticated algorithms, AI, and automation to generate world class savings outcomes for AWS, Azure, and Google Cloud, while minimizing our customers' risk. We have over $5 billion dollars of cloud spend under management and serve sophisticated teams like Coinbase, Canva, SeatGeek, and TD Synnex. The cloud is incredibly powerful, but operating it cost effectively is complicated and time-consuming. Our mission is to remove complexity and deliver savings outcomes so every business can prosper in the cloud. We're a fully remote team, so 100% of our roles are open to applicants anywhere in the region in which the role is advertised.

We are looking for an experiencedCommercial Account Executiveto join our growing sales team. You will own the full sales cycle, from prospecting to close, engaging with senior cloud decision makers across AWS, Google Cloud, and Microsoft Azure ecosystems. This role requires curiosity, strong discovery skills, and the ability to communicate business value while managing multiple stakeholders in complex enterprise deals.

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Key Responsibilities

Understand customer goals, plans, challenges, timeline, budget, and authority

Communicate the value of ProsperOps to senior cloud decision makers

Manage a complex enterprise sales cycle across various stakeholders

Conduct deep discovery and deliver tailored demos aligned to the prospect’s business needs

Partner with internal resources to bring additional value and expertise into deals

Generate pipeline that leads to closed revenue and quarterly quota attainment

Partner with all three hyperscalers (Azure, AWS, and Google Cloud) as well as resellers and consultants to drive new business

What We Are Looking For

Demonstrated success in B2B SaaS and/or Cloud software sales within a high-growth company entering the enterprise space

Experience and success in outbound prospecting

Enterprise sales experience selling $50k to $500k ACV solutions

Strong understanding of the Amazon Web Services, Google Cloud, Microsoft Azure, and/or Cloud FinOps ecosystem(a background in Google Cloud or Azure is strongly preferred)

Ability to engage and collaborate with technical decision makers

CRM management skills (HubSpot preferred) with excellent data hygiene

Outstanding communication and presentation skills

Self-motivated, coachable, and comfortable in a fast-moving startup environment

ProsperOps, a Flexera company, is proud to be an equal opportunity employer.  Qualified applicants will be considered for open roles regardless of age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, political affiliation, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by local/national laws, policies and/or regulations.

ProsperOps understands the value that results from employing a diverse, equitable, and inclusive workforce. We recognize that equity necessitates acknowledging past exclusion and that inclusion requires intentional effort. Our DEI (Diversity, Equity, and Inclusion) council is the driving force behind our commitment to championing policies and practices that foster a welcoming environment for all.

We encourage candidates requiring accommodations to please let us know by emailing careers@flexera.com.

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