VP, Sales

Innovairre • Forest, VA

8d

About The Position

Squark AI is hiring a senior, quota-carrying VP, Sales to lead revenue generation for its AI platform purpose-built for nonprofit fundraising. The role owns pipeline creation, consultative enterprise sales, ARR growth, commercial strategy, and development of a repeatable go-to-market motion. The VP, Sales will sell AI software, enterprise engagements, and related agency services, including bundled software-plus-services offerings.

The position requires translating AI and analytics capabilities into business value, building ROI cases, and selling to executive stakeholders. The role works cross-functionally with leadership, marketing, product, analytics, strategy, operations, and delivery teams to shape proposals, pricing, case studies, and market feedback loops. Squark AI is part of Market Holdings, a global group focused on fundraising, marketing, media, data solutions, and AI for nonprofit and mission-driven organizations.

Requirements

• At least 5 years of proven quota-carrying sales experience with a track record of closing software, data, analytics, or technology deals.
• At least 2 years selling AI software, machine learning, predictive analytics, automation, or closely related solutions.
• Demonstrated success building pipeline and closing complex B2B deals.
• Strong consultative selling skills and the ability to explain technical products in clear business language.
• Experience creating ROI-based business cases and selling to senior decision-makers.
• Strong commercial judgment in pricing, proposal development, negotiation, and deal structuring.
• Excellent written and verbal communication skills.
• High ownership, strong follow-through, and comfort operating in an entrepreneurial environment.

Nice To Haves

• Experience selling into nonprofits, fundraising organizations, or other mission-driven sectors.
• Experience selling both software and services.
• Familiarity with fundraising, donor analytics, direct mail, digital marketing, or agency services.
• Experience working inside a growth-stage business where the sales motion is still being built.
• Ability to collaborate effectively with product, analytics, operations, and delivery teams.

Responsibilities

• Own new business development from prospecting through close.
• Build and manage a qualified enterprise pipeline for Squark AI.
• Sell AI software, enterprise engagements, and related agency services tied to fundraising performance.
• Package adjacent services such as strategy, analytics, direct mail, digital marketing, creative, and agency support when they improve client outcomes and strengthen the commercial opportunity.
• Translate product use cases—including acquisition targeting, KPI and revenue forecasting, donor journey optimization, donor-first marketing, lapsed donor re-engagement, major gift propensity, and next-best-action recommendations—into clear business value for clients.
• Structure deals across subscription, usage-based, enterprise, and bundled software-plus-services models.
• Partner with leadership, marketing, product, and delivery teams to shape proposals, pricing, case studies, and market feedback loops.
• Build executive relationships and move opportunities through discovery, demo, proposal, negotiation, and close.
• Maintain pipeline discipline, forecast accuracy, and CRM hygiene.
• Help establish a repeatable growth playbook as the business scales.
• Perform additional responsibilities as required to support operational objectives and team success.

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Education Level: No Education Listed