Head of Sales

present of AI; New York (NY); On-site; USD 180,000 - 280,000; Full time

Job summary

Henry is seeking a senior sales leader in New York City to own the revenue plan, quotas, and segments, and to hire and coach account executives and business development reps while stepping into major deals. A strong candidate has led a sales team at a fast-growing startup, carried a team number and hit it, and built process rather than inheriting one.

The role focuses on selling an AI deal platform to CRE or finance, shaping how buyers understand value, and improving forecasting, pipeline

Qualifications

• Experience leading a sales team at a fast-growing startup.
• Proven track record of hitting team revenue targets.
• Strong ability to hire and onboard reps.

Responsibilities

• Own the revenue plan, quotas and segments.
• Hire and coach account executives and business development reps.
• Step into big deals and coach the team on closing.
• Build scalable sales processes and maintain forecast accuracy.

Job description

Sales · New York City · FullTime · Senior level

This is a hands on sales leadership job at a growing startup. The person must own the revenue plan, set quotas and segments, hire and coach account executives and business development reps, and still step into big deals. A strong candidate has led a sales team at a fast growing startup, carried a team number and hit it, and built process rather than inheriting one.

How it fits the AI era

The product sells AI tools that speed up deal work for commercial real estate brokers, so the sales leader must explain a new way of working to a slow to digitize industry. AI can help with forecasting, pipeline hygiene and reporting, but trust with brokers, judgment on which deals are real, and coaching reps stay human. The role sits where a new category is being defined, so the leader shapes how buyers understand the value.

How it builds AI experience

Selling an AI deal platform to brokerages builds fluency in how AI fits real estate workflows like comps, underwriting and pitch decks. A candidate can strengthen this by learning the product deeply and by studying how similar AI tools get adopted in finance and property. Experience selling to commercial real estate, capital markets or financial services would help build that knowledge faster.

Worth showing

• scaled startup sales team
• hit team revenue target
• built hiring and onboarding
• player coach on deals
• sold to CRE or finance

This is our own read, written from the employer's posting and the company's Spotlight. The employer's posting is the source of truth for the role.

About Henry

Henry provides an AI assistant for commercial real estate brokerages to automate pitch decks, financial models, and underwriting, per the company.