Account Executive - Federal at AI Sqaured

Washington, District of Columbia, United States

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Not SpecifiedCompensation

Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level

Full TimeJob Type

UnknownVisa

Government, Defense, FederalIndustries

Requirements

10+ years in enterprise or federal sales, with direct experience selling into U.S. government agencies
Proven track record of closing 6–7 figure federal deals
Strong understanding of federal procurement processes and contract vehicles
Existing relationships inside federal agencies, integrators, or primes
Exceptional communication, negotiation, and executive presence
Comfortable working complex, multi-stakeholder deals from concept to contract
Experience selling AI, data, analytics, SaaS, or emerging tech into government
Familiarity with DoD, IC, DHS, or civilian agency buying patterns
Active clearance (or ability to obtain one)
Experience working with partners like Booz, Lockheed, Accenture Federal, etc
Competitive and persistent without being annoying
Comfortable operating in ambiguity and long timelines
Highly organized and self-directed
Strategic thinker who can also execute
Takes ownership like it’s their company

Responsibilities

Federal New Business Development: Identify, qualify, and close new logo opportunities across U.S. federal agencies (civilian, DoD, intelligence, or defense)
Agency Engagement: Build and maintain relationships with key government stakeholders including program managers, contracting officers, CIOs, CTOs, and mission owners
Solution-Based Selling: Translate mission problems into compelling solutions using our AI and data platform. Show them the “why should I care” in 30 seconds or less
Pipeline Ownership: Build and manage a qualified federal pipeline, tracking everything from early-stage interest to funded opportunity
Procurement Navigation: Understand and operate within federal acquisition frameworks (FAR/DFARS, IDIQs, BPAs, GWACs, SBIR/STTR, etc.)
Partner Strategy: Work with government integrators, resellers, and strategic partners to expand reach and accelerate deal flow
Proposal & RFP Support: Collaborate with internal teams on responses, pricing, positioning, and compliance elements for government bids
Market Intelligence: Track federal budget cycles, approved programs, agency priorities, and competitor positioning
CRM & Reporting: Maintain accurate activity, pipeline, and forecasting data in the CRM (Salesforce/HubSpot or equivalent)
Revenue Performance: Consistently meet or exceed federal sales targets and defined KPIs

Skills

Key technologies and capabilities for this role

Federal SalesGovernment ProcurementFAR/DFARSIDIQBPAGWACSBIR/STTRPipeline ManagementCRMSolution SellingRFP ResponsePartner Management

Questions & Answers

Common questions about this position

What experience level is required for this Account Executive role?

The role requires 10+ years in enterprise or federal sales with direct experience selling into U.S. government agencies, a proven track record of closing 6–7 figure federal deals, and experience selling AI, data, analytics, SaaS, or emerging tech into government.

What key skills are needed to succeed in this position?

Candidates need a strong understanding of federal procurement processes and contract vehicles, exceptional communication, negotiation, and executive presence, plus existing relationships inside federal agencies, integrators, or primes.

Is a security clearance required for this role?

An active clearance or the ability to obtain one is required.

What is the compensation for this position?

This information is not specified in the job description.

What makes a strong candidate for this Account Executive - Federal role?

A strong candidate has 10+ years of federal sales experience closing high-value deals, deep knowledge of procurement like FAR/DFARS and contract vehicles, existing agency relationships, and experience selling AI/data tech to DoD, IC, DHS, or civilian agencies, plus an active clearance.

AI Sqaured

Integrates AI models into business applications

About AI Sqaured

Squared.ai focuses on predictive and generative artificial intelligence to enhance business productivity. The company helps businesses integrate AI and machine learning models into their operations, making AI-generated insights more accessible. By bridging the gap between data science and business teams, Squared.ai enables faster launches of AI projects and optimizes machine learning models for real-time integration with business applications. Their services include designing user-friendly experiences and ensuring model performance through real-time monitoring and auto-tuning. This approach allows businesses to gain insights quickly without lengthy development cycles. The goal of Squared.ai is to democratize AI, making it easier for organizations to adopt and leverage AI-driven decision-making.

Washington, District of ColumbiaHeadquarters

2021Year Founded

$19.3MTotal Funding

SERIES_ACompany Stage

Data & Analytics, AI & Machine LearningIndustries

51-200Employees

Risks

Emerging competition from Nvidia's mini supercomputer offering significant AI computing power.

Integration challenges from Multiwoven acquisition may disrupt operations.

Rapid expansion post-funding could lead to overextension and resource strain.

Differentiation

AI Squared bridges data science and business teams for faster AI project launches.

The platform democratizes AI-enhanced decision-making for businesses.

Real-time performance monitoring ensures optimal AI model performance in business applications.

Upsides

Acquisition of Multiwoven enhances data integration capabilities for seamless AI model integration.

Partnership with UNIFI Music expands AI integration services into the music industry.

$13.8M Series A funding boosts AI integration capabilities and platform features.

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