Growth Director, Enterprise

Skai; Chicago (IL); On-site; USD 130,000 - 150,000; Full time

Job summary

TytoCare is looking for a Growth Director, Enterprise to retain and expand a portfolio of strategic enterprise clients. You will be responsible for driving net revenue expansion and leading client conversations at the forefront of AI-powered marketing technology.

This position requires 5–8 years of sales experience, especially with SaaS-based solutions, and offers a hybrid work model. The salary range is $130,000–$150,000 plus a strong commission plan and equity.

Qualifications

• 5–8+ years of sales experience, particularly with enterprise clients.
• Background in media planning, digital advertising, or SaaS preferred.
• Proven track record of exceeding revenue targets.

Responsibilities

• Retain and grow enterprise client relationships to drive net revenue.
• Lead conversations with senior client executives.
• Develop pipeline and manage leads across regional clients.

Skills

Sales experience

SaaS-based software

Executive presence

Salesforce proficiency

Understanding AI-powered products

Tools

Salesforce

Job description

Growth Director, Enterprise

Description

Skai is seeking a Growth Director, Enterprise who will be responsible for retaining and growing a portfolio of strategic enterprise clients, driving net revenue expansion, and leading client conversations at the forefront of AI‑powered marketing technology. The role reports to and partners with the VP of Enterprise Growth.

Client Growth & Retention

• Retain and grow assigned strategic enterprise clients by managing senior‑level relationships and owning the overall partnership.
• Drive net new revenue (NRR) via upsell and cross‑sell, including global expansion, product expansion, new lines of business, and custom projects.
• Manage the renewal process end‑to‑end: identifying opportunities, leading negotiations, and finalizing contracts to deliver NRR growth.
• Develop pipeline, account planning, forecasting, and proactively manage leads across assigned regional enterprise clients.

Executive Relationship Development

• Lead account development by establishing and deepening relationships with senior client executives and key decision‑makers.
• Represent Skai at client, industry, and other events.
• Be an expert in clients' industries—understand their business needs and challenges, and exemplify how Skai is their strategic partner.

Agentic & AI Product Selling

• Develop strong fluency in Skai's agentic product suite—including Celeste AI, Skai MCP, and the upcoming Skai Studio—and translate these capabilities into clear business value for enterprise buyers.
• Lead discovery conversations to understand how clients build internal AI workflows, identify where Skai's tools fit, and partner with product and CS to co‑create solutions.
• Stay current on the AI and agentic marketing landscape so you can credibly advise clients on future market directions, not just current Skai offerings.

Internal Partnership

• Partner with the Client Success team to ensure a high level of customer satisfaction and ongoing support across assigned clients.
• Be an expert, both internally and externally, in Skai products and positioning; feed client insight back into product and GTM strategy.
• Maintain rigorous pipeline hygiene in Salesforce and other sales productivity tools.

Requirements

• 5–8+ years of sales experience, including selling SaaS‑based software and service solutions to enterprise clients.
• Background in media planning, digital advertising, ad‑tech, or SaaS strongly preferred; agency experience welcome.
• Proven track record of exceeding NRR targets and expanding strategic accounts.
• Genuine curiosity for AI‑powered products—able to hold a credible conversation about how agentic workflows create value for marketers.
• Executive presence and proven ability to manage complex, multi‑stakeholder deals.
• Skilled use of Salesforce and other sales productivity tools.

Hybrid work model: three days in the office per week with a flexible home/office mix.

The salary range for this position is $130,000–$150,000 base plus a strong commission plan and equity. Actual salary will vary based on experience, skills, and market data.

Equal Opportunity Employer

Skai, Inc. is an Equal Opportunity Employer. We strongly encourage applications from women, people of color, bilingual and bicultural individuals, and members of LGBTQ+ communities. Applicants shall not be discriminated against because of race, religion, sex, national origin, ethnicity, age, disability, political affiliation, sexual orientation, gender identity, color, marital status, medical condition, or any other protected status. We also consider qualified applicants with arrest and conviction records pursuant to the San Francisco Fair Chance Ordinance.

Applicants with Disabilities

Reasonable accommodation will be made so that qualified disabled applicants may participate in the application process. Please advise in writing of special needs at the time of application.

Skai is an E‑Verify employer.