Senior Enterprise Account Executive, Observe.AI
Northwest Territory
$270-300k
OTE
+ Equity
Contact center software
Open for applications
Contact center software
201-500 employees
Open for applications
$270-300k
OTE
+ Equity
201-500 employees
Company mission
To enable brands to enhance their customer experience, with the power of contact center AI.
Role
Who you are
- The ideal candidate is someone who:
- Runs toward complexity
- Operates at startup speed
- Owns a business, not a book of accounts
- Excels in high-stakes technical sales cycles
- Agentic AI experience is a plus but not required
- What matters most is depth in complex enterprise selling, mastery of sales rigor, and a builder’s mindset
- 7+ years in enterprise SaaS with complex, technical sales cycles
- Track record closing high six- and seven-figure enterprise deals in the last 3 years
- Designing and executing complex deal strategies and technical sales campaigns
- Gathering, distilling, and processing complex market (industry, competitor, customer, prospect) intelligence
- Working cross functionally with Engineering, Product Management, Marketing, and other relevant departments
- Experience selling AI/ML, automation, workflow, infrastructure, or security platforms a major plus
- Expertise in executive selling, multi-threading, and influencing transformation
- Mastery in MEDDPICC or similar qualification frameworks
- Skilled in using modern sales tech + GenAI for non-linear productivity
- Executive presence with ability to simplify technical value
- Builder mentality: scrappy, resourceful, resilient
- High urgency + high accountability
What the job involves
- We’re looking for a Strategic Account Executive, AI Agents—a rare combination of builder, operator, and elite enterprise seller
- This is not a 9–5 job. This is an opportunity to build a category and influence the direction of enterprise AI adoption
- If you’re a builder, operator, and elite seller ready to redefine enterprise AI, this is the place to do the best work of your career
- Build and execute territory strategy across enterprise accounts
- Maintain 4–5x pipeline coverage and deliver predictable outcomes
- Navigate large matrixed organizations with technical and business stakeholders
- Own multi-threaded sales cycles involving automation, architecture, workflows, security, and ROI
- Use advanced sales methodologies (MEDDPICC, Command of the Message, Challenger, SPICED)
- Develop champions and create urgency across C-suite, operations, and IT
- Leverage a modern sales tech stack (Salesforce, Gong, Outreach, ZoomInfo, 6sense, Clari)
- Use GenAI tools + Observe.AI’s intelligence platform to:
- Accelerate research, account penetration, and personalization
- Build repeatable outbound motions
- Multiply productivity beyond 1 + 1 = 2
- Strengthen MEDDPICC documentation and deal strategy
- Enhance storytelling, ROI models, and executive communications
- Establish repeatable patterns and industry playbooks
- Provide structured insights to Product, Engineering, CX, and Marketing
- Influence roadmap direction based on customer workflows and technical needs
- Forecast accurately using Commit, Strong Upside, Upside, Pipeline
- Drive account planning and expansion strategy
- Execute land → expand → transform motions inside enterprise organizations
Our take
Being stuck on the phone to customer service can be time-consuming and frustrating. Observe.AI aims to improve the experience with its Intelligent Workforce Platform. This transforms contact centres through AI by automating tasks and form-filling, helping people find more information more quickly.
Unconventionally, the company gained its footing by going directly to the call centres themselves, rather than to the businesses they serve, providing valued call-optimisation tools to improve operatives' performance. It also provides an analysis engine for cross-channel customer interactions, enabling users to find new revenue opportunities, employ effective coaching, and improve quality assurance.
Observe.AI has raised huge amounts of funding, demonstrating the high levels of confidence in its market position and performance. A major technological and commercial partnership with Zoom, alongside the growing trend in businesses prioritising customer interactions, bodes well for the company's future.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
3% employee growth in 12 months
Company
Funding (last 2 of 7 rounds)
Apr 2022
$125m
SERIES C
Sep 2020
$54m
SERIES B
Total funding: $223.4m
Company benefits
- Excellent medical, dental, and vision insurance options
- Flexible PTO
- Generous holiday (federal and wellness) recognition and parental leave policies
- 401K plan to save for your future
- Remote benefits including a daily meal stipend, WFH stipend, mobile & internet stipend to set you up for success in this remote environment
- Learning & Development fund to support you in your continuing education journey and professional development
- Fun events to build culture across the organization
Company HQ
Redwood Shores, Redwood City, CA
Leadership
Swapnil Jain
(Co-Founder & CEO)Previously completed an internship in Software Engineering at Google and worked at Twitter for 3 years, first as Senior Software Engineer and then as Technical Team Lead.
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