Remote Enterprise AE at Obsidian Security - Boston — Columbus
Traveler-Friendly Insight
Remote-First but Territory-Bound: This role is listed as 100% remote, which sounds nomad-friendly—but there's a critical caveat. The position has a strong location preference for the Boston metro region and requires travel within and outside of that area. This means Obsidian expects you to be physically reachable for client meetings, partner events, and territory coverage in the US Northeast.
Timezone Constraints: Because this is an enterprise sales role serving Fortune 1000 accounts in North America, you'll effectively need to operate on US Eastern Time (ET) business hours. Async flexibility is minimal—sales calls, pipeline reviews, and client demos are inherently synchronous activities. A nomad based in Western Europe (e.g., Lisbon, UTC+1) could potentially overlap, but Southeast Asia or APAC timezones would make this role very difficult to manage.
Salary vs. Nomad Cost of Living: The base of $164,000–$170,000 USD (before commission) is generous by any standard:
- Lisbon, Portugal: A comfortable lifestyle costs ~$2,500–$3,500/month — this salary offers significant savings potential, and Portugal's Digital Nomad Visa is an option if working for a non-Portuguese employer.
- Bangkok, Thailand: Living costs run ~$1,500–$2,500/month — strong purchasing power, though Thai visa rules limit long stays.
- Medellín, Colombia: ~$1,500–$2,500/month, with Colombia's Digital Nomad Visa available for up to 2 years.
Bottom line: This is not a geo-flexible nomad role. The Boston regional preference and client-facing travel requirements make sustained location independence impractical. Best suited for someone based in the US Northeast who values remote work from home, not from abroad.
Obsidian Security is the leading SaaS security platform, trusted by global enterprises like Snowflake, T-Mobile, and Algolia. We protect 200+ organizations across North America, Europe, the Middle East, Southeast Asia, Australia, and New Zealand, including many of the world's largest Fortune 1000 and Global 2000 companies.
Founded in 2017 and backed by top investors like Greylock, Obsidian was built to close a critical gap: securing SaaS apps where business happens—Microsoft 365, Salesforce, and hundreds more. The company does this by offering a complete SaaS security platform to reduce risk, detect and respond to threats, and prevent breaches at the source. Obsidian was built by leaders who redefined endpoint and identity security at CrowdStrike, Okta, Cylance, and Carbon Black. Now, they're transforming how SaaS is secured.
With AI driving rapid SaaS growth and complexity, agentic AI tools gain privileged access to sensitive data through integrations, creating new risks most security tools miss. Obsidian uniquely detects anomalous OAuth token activity and manages integration risks. Major announcements are on the horizon. Recognizing that SaaS security needs to evolve, Obsidian enables growing organizations to start with a lightweight, prevention-focused browser extension and expand coverage over time.
With global momentum, a growing partner ecosystem including SentinelOne, Databricks, and Google Cloud, and a major fundraise ahead, Obsidian is scaling rapidly toward long-term growth and IPO readiness.
About the Team:
We're looking for a hardworking, focused, and driven Enterprise Account Executive to channel energy, passion, and initiative into new logo acquisition. You'll be responsible for developing and executing against a comprehensive account/territory plan whilst working collaboratively with our internal and external resources. This is a 100% remote role with location preference in the Boston metro region, with ability to travel within and outside of this region.
About the Role:
- Proactively identify, qualify, and close sales pipeline across your territory and accounts
- Close business to meet and exceed monthly, quarterly, and annual business targets
- Demonstrate an extensive understanding of the Obsidian Security offering and our value to our customers
- Align with our partners and alliances to optimize opportunities
- Partner with internal resources across Sales Engineering, Customer Success, and Customer Support
- Demonstrate accurate pipeline forecasting and management
- Actively participate in our sales enablement training
About You:
- 5+ years of enterprise sales experience
- Working knowledge of sales concepts, methods, and techniques
- Experience evangelizing new technology into F1000 accounts
- Able to maintain and manage existing client relationships and accounts
- Able to utilize existing client and/or C-Level relationships, as well as build new relationships across IT Security and other lines of business
- Self-starter who creates and maintains a sales pipeline by capturing accurate and complete information in CRM databases, including activity, closing, project forecast, close ratios, and market intelligence
- Strong ability to understand a customer's business issues and needs and articulate and map back value to a solution
- Strong prospecting skills, deal qualification, and POV management skills, leading to acquisition of new business
- Team player with the ability to collaborate well with internal stakeholders or partners to drive opportunities to closure
- Maintains and keeps up with market trends, competitor analysis, and market conditions which may impact customers
- Able to learn quickly and ramp to effectively articulate and differentiate the value of our product to prospective clients
Employee Benefits
Our competitive benefits packages are designed to support our employees' well-being, both at work and at home. Our US-based employees enjoy:
- Competitive compensation with equity and 401k
- Comprehensive healthcare with dental and vision coverage
- Flexible paid time off and paid holiday time off
- 12 weeks of new parent or family leave
- Personal and professional development resources
For more details on our US benefits, or for information on our international benefits, please see here.
Pay Transparency
Please note that the base pay range is a guideline and for candidates who receive an offer, the base pay will vary based on factors such as work location, as well as the knowledge, skills, and experience of the candidate. In addition to a competitive base salary, this position is eligible for equity awards and may be eligible for sales commission or incentive compensation based on the role or function within the company.
At Obsidian, we are proud to be an equal-opportunity employer. We value diversity and hire for talent, passion, and compassion. In compliance with federal law, all persons hired will be required to submit satisfactory proof of identity and legal authorization. If you have a need that requires accommodation, please contact [email protected].
Information collected and processed as part of any job applications you choose to submit is subject to Obsidian's Applicant Privacy Policy.
Base Salary Range: $164,000–$170,000 USD
Frequently Asked Questions
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