Director of Growth Sales, Ad Tech/ SAAS

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

Benefits offered by this job

Hybrid work model

Equity

Strong commission plan

Job summary

Skai is seeking a Growth Director, Enterprise to retain and grow a portfolio of strategic enterprise clients, driving net revenue expansion and leading senior-level conversations at the forefront of AI-powered marketing technology. You will report to and partner with the VP, EGrowth.

We are hybrid for the long term with a great home/office work mix (three days in office per week) and a vibrant team culture.

Qualifications

• 5–8+ years of sales experience selling SaaS to enterprise clients.
• Background in media planning, digital advertising, ad-tech, or SaaS strongly preferred.
• Proven track record of exceeding NRR targets and expanding strategic accounts.
• Executive presence and ability to manage complex, multi-stakeholder deals.
• Experience with Salesforce and other sales tools.

Responsibilities

• 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.
• Pipeline development; account planning; forecasting, and proactive management of leads across assigned regional enterprise clients.
• 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 your clients' industries — understand their business needs and challenges, and exemplify how Skai is their strategic partner.
• 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 are building 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 where the market is heading, not just what Skai does today.
• 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.

Skills

SaaS sales

Enterprise sales

Executive presence

Salesforce

AI knowledge

Tools

Salesforce

Job description

Ready to take your career to the next level?

Skai is looking for the best and the brightest to join our rapidly growing team. We're proud of our industry-leading digital marketing software but we're even prouder of the people behind it. That's where you come in!

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. You will report to and partner with the VP, EGrowth.

Duties and Responsibilities

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
• Pipeline development; account planning; forecasting, and proactive management of 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 your 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 are building 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 where the market is heading, not just what Skai does today

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 — you don't need to be an engineer, but you should be 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

We are hybrid for the long term — with a great home/office work mix (three days in office per week), passionate and diverse team members, and a vibrant company culture.

The salary range for this position is $130,000–$150,000 base plus strong commission plan and equity. The actual salary amount will vary depending on the applicant's experience, skills and abilities as well as internal equity and market data.

Equal Opportunity Employer

Skai, Inc. is an Equal Opportunity Employer. At Skai, we believe ensuring a diverse, equitable, and inclusive workplace is not just an ideal to strive for; it is right, necessary, and our responsibility as humans. Our full DE&I commitment and global framework can be viewed on our company website and are aligned to our core values. We strongly encourage and seek applications from women, people of color, and bilingual and bicultural individuals, as well as members of the lesbian, gay, bisexual, and transgender 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 including acquired immune deficiency syndrome (AIDS) and AIDS-related conditions, or any other protected status. Also pursuant to the San Francisco Fair Chance Ordinance, we encourage and will consider for employment qualified applicants with arrest and conviction records.

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.