Enterprise Account Executive
Flexerasoftware (Prosperops) Open · verified Oct 24, 2026 At a glance
Mid-level Account Executive role at Flexerasoftware (Prosperops). Remote, United States · full-time · no salary stated · we estimate $87,500–$180,000 across the United States.
Flexerasoftware (Prosperops) has not published a salary for this role. The figure below is our estimate, not theirs.
remoteroles summary, based on the employer's posting.
What you'll do
- Run deals from first prospecting through signature, building pipeline that converts into revenue and quarterly quota results
- Uncover each buyer’s objectives, plans, obstacles, timing, budget and decision authority
- Present ProsperOps’ value to senior cloud buyers and lead discovery and tailored demos around their business needs
- Coordinate complex enterprise decisions across stakeholders, bringing in internal experts, cloud providers, resellers and consultants
What you bring
- At least five years of successful B2B SaaS or cloud software sales at a high-growth company moving into enterprise
- A record of outbound prospecting and enterprise sales involving solutions worth over one million dollars in annual contract value
- Working knowledge of AWS, Google Cloud, Azure or the Cloud FinOps ecosystem, plus the ability to work with technical decision-makers
- Strong communication and presentation skills, with CRM experience and careful data hygiene
Who this fits
This remote U.S. role suits a self-directed, coachable seller comfortable in a fast-moving startup setting. You’ll carry an individual enterprise sales role, working with senior cloud decision-makers and managing deals with multiple stakeholders.
From the employer
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 experienced Enterprise Account Executive to 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.
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:
- 5+ years of 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 $1mm+ ACV solutions
- Strong understanding of the Amazon Web Services, Google Cloud, Microsoft Azure, and/or Cloud FinOps ecosystem
- 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
Why Join Us:
Almost fully remote team with a supportive, high-growth culture
Competitive compensation with uncapped commissionComprehensive benefits including medical, dental, and 401k plus unlimited PTO
Opportunity to help shape the future of ProsperOps while advancing your own career
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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