Head Of Enterprise Sales

We are a high-growth B2B SaaS company that has reached ~$10M ARR primarily through Founder-led sales. We have closed market leaders solely on the strength of a best-in-class product.

The Bottleneck: Our Founder is currently the only person closing 7-figure enterprise deals. This is a scalability failure.

The Opportunity: We have the leads. We have the strategy. We have a product that delivers 99% quality in industry-leading turn around times. We are missing the Closer.

We are looking for a Head of Enterprise Sales to enter the cockpit, relieve the Founder of closing duties, and drive us to $30M ARR.

THE ROLE: THIS IS NOT A DASHBOARD JOB

Do not apply if you are looking to "build a strategy" from an ivory tower. This is a Player-Coach role.

• 50% Player: You will carry a personal bag. You will fly to the meetings. You will navigate the 6-month procurement maze. You will get the signature.
• 50% Coach: You will partner with our existing CEO and Head of Enterprise Lead Generation to refine the pipeline and build the "Enterprise Playbook" for future hires.

You are effectively the CRO-in-Waiting. You earn the title by putting points on the board first.

THE SCORECARD (How You Win)

We do not care about "activity metrics" or "nice chats." We care about three things:

1. Revenue Ownership ($20M Target) You will own the revenue number. Success is defined by closing at least 50% of the new ARR without the Founder present in the final negotiation.

2. Zero "Hope" Forecasting You will instill rigorous deal hygiene. Every deal in the pipeline must have a verified "Next Step" and a confirmed decision-maker. If you tell us a deal closes in Q3, it closes in Q3.

3. Operationalize the Close You will take the Founder’s intuition and turn it into a repeatable sales asset (scripts, objection handling, procurement battle cards) that creates the standard for the sales team you will eventually hire.

THE RESOURCES (Your Arsenal)

You are not starting from scratch. You are walking into a loaded machine:

1. The Product: We have the best tech in the market. If you get us past the gatekeeper, the product wins.
2. The Lead Gen: You will be paired with a brilliant Lead Strategist who is an expert at market segmentation and pipeline generation. He will fill your calendar; you just need to knock them down.
3. The Founder: He is your ace in the hole, not your crutch. Use him for the final handshake, not the opening pitch.

THE "MUST HAVES" (Non-Negotiables)

• You are a Hunter-Closer: You have personally closed $1M+ ACV deals. Not "managed a team who did it," not "supported the account." You signed the paper.
• You Speak "Procurement": You know how to navigate legal redlines, InfoSec questionnaires, and CFO rejections. You view a "No" from legal as the start of the negotiation, not the end.
• You are Technologically Fluent: You can demo a complex product without a Sales Engineer holding your hand.
• Radical Candor: You are willing to tell the Founder, "Your pricing model is losing us deals," and back it up with data.

DO NOT APPLY IF:

• You havent carried a quota in the last 3 years.
• You need a "Sales Ops" team to generate a contract for you.
• You think a "good meeting" is a win (only signed contracts are wins).

THE UPSIDE

• Founder Money: We pay for performance. The OTE is uncapped because we want you to make more money than the Founder if you bring in the revenue.
• Autonomy: We do not micromanage high performers. If you hit the number, you run the show.
• Impact: You are not a cog in a machine. You are the engine that takes a company from "Startup" to "Market Leader."