Strategic Account Executive

D-ID; Chicago (IL); Remote; USD 100,000 - 140,000; Full time

Benefits offered by this job

Competitive earnings with uncapped commission

Provided MacBook and monitor/accessories

Healthcare coverage

401k Plan with employer matching

Generous PTO policy

Company-paid trips for sales meetings

Job summary

A leading technology company is seeking an experienced Strategic Account Executive to join their sales team in Chicago. This role focuses on driving sales and expanding relationships within large enterprise customers, requiring extensive experience in B2B SaaS full-cycle sales and a proven track record in managing complex sales cycles. Candidates must demonstrate exceptional communication skills and have proficiency in sales technologies like Salesforce. This position offers a remote work environment, competitive earnings, and significant benefits.

Qualifications

• Extensive experience in B2B SaaS full‑cycle sales required.
• Track record of closing six‑figure deals and smaller deals.
• Ability to effectively manage complex sales cycles.

Responsibilities

• Drive new business with large enterprise organizations.
• Manage the full sales cycle from prospecting to close.
• Build and execute strategic account plans.

Skills

B2B SaaS full‑cycle sales

Outbound prospecting

Value‑based sales strategies

Communication skills

CRM proficiency

Tools

Salesforce

SalesLoft

LinkedIn Sales Navigator

ZoomInfo

Job description

simpleshow/D-ID is seeking an experienced Strategic Account Executive to join our Strategic Sales team. This position is ideal for a methodical, consultative seller who excels at value-driven sales and relationship building. You will play a critical role in driving sales and maximizing expansion opportunities within a defined list of enterprise customers. Your focus will be on landing and expanding enterprise accounts with over $5 billion in revenue, helping to accelerate D-ID’s growth across some of the world’s most innovative organizations.

What You'll Do

• Drive new business with large enterprise organizations while also managing and closing smaller opportunities
• Drive ARR growth by expanding existing client relationships into global enterprise partnerships
• Manage the full sales cycle, from prospecting to close, with precision and ownership
• Sell into multiple functional areas, including HR, Learning & Development, and Marketing
• Serve as a trusted advisor, helping clients revolutionize their business processes through avatar agents and AI‑powered video solutions
• Build and execute strategic account plans to ensure accurate forecasting, consistent quarterly delivery, and long‑term customer growth outcomes

Requirements

• Extensive experience in B2B SaaS full‑cycle sales
• Experience landing and expanding enterprise logos with a track record of closing six‑figure deals, while also closing smaller deals
• Proven success managing complex sales cycles (7+ months) and consistently meeting or exceeding pipeline generation targets for new business
• Strong experience in outbound prospecting, leading product demonstrations, and executing value‑based sales strategies focused on measurable ROI
• Deep understanding of structured, value‑driven methodologies such as MEDDPICC, Challenger, or similar frameworks
• Demonstrated ability to identify client pain points, build champions, and deliver business outcomes across global, matrixed organizations
• Executive presence and exceptional communication skills, with the ability to engage and influence senior stakeholders
• A growth‑oriented mindset with experience thriving in fast‑paced, high‑growth environments and turning that energy into results
• Proficiency with Salesforce (or another CRM), and sales technology such as SalesLoft, LinkedIn Sales Navigator, ZoomInfo, etc

Bonus if you have

• Experience with Video SaaS
• Experience selling native AI
• Experience selling API solutions
• Certification in deal qualification / prospect discovery

Benefits

• Competitive Earnings: Base salary + uncapped commission + ESOP
• Remote work environment + provided MacBook computer, monitor/accessories
• Healthcare: Medical, Dental, Vision, and comprehensive supplemental coverage options
• Retirement: 401k Plan, 4% employer matching ($ for $, immediate vesting)
• Parental Leave: 12‑weeks of company‑paid paternity/maternity/adoption leave
• Time off: 15 days of PTO (plus an additional day for each year worked), generous paid sick time, 8 paid Holidays
• Plus more!: Great colleagues, fun culture, including company‑paid trips to sunny Miami, FL, for Sales meetings (usually bi‑annually) and other incentives throughout the year!

Compensation

Our Account Executives benefit from competitive salaries, a 50/50 OTE split, and uncapped earning potential. Commission includes a generous accelerator program designed to reward overperformance and drive exceptional results.

Seniority level

• Mid‑Senior level

Employment type

• Full‑time

Industries

• IT Services and IT Consulting