Vice President of Sales

Prophetic is seeking a Vice President of Sales to lead the next phase of commercial growth for its AI-native land intelligence platform.

The ideal candidate is a stage specialist with 8+ years of sales leadership experience, including senior sales leadership roles at high-growth B2B technology companies. This role requires a proven repeat operator who has taken companies through growth-stage scale-up, increasing revenue by 3–5x at more than one company, ideally three or four times. The VP of Sales will personally originate and close a meaningful share of new business, including enterprise opportunities with the nation's largest homebuilders, while building the segmented sales organization, hiring plan, and operating cadence required to scale.

Revenue Leadership

• Lead Prophetic's revenue strategy and own new-business growth across enterprise and mid-market segments.
• Drive the company's most strategic opportunities from first conversation to close, partnering closely with Account Executives throughout.
• Build a balanced revenue plan that pairs high-impact enterprise pursuits with a durable, predictable base of volume business.
• Establish Prophetic as the trusted technology partner for the industry's leading homebuilders and real estate organizations.

Enterprise Deal Leadership

• Lead strategy on Prophetic's largest opportunities with national homebuilders and major real estate brands.
• Map and navigate complex buying committees spanning land acquisition, finance, operations, and executive leadership.
• Lead executive-level negotiations and structure commercial terms for high-value, multi-stakeholder transactions.
• Partner with Client Services on seamless handoffs so new enterprise customers are positioned for long-term success.

Sales Organization Design & Segmentation

• Design and lead the segmentation strategy that moves Prophetic's sales team from a generalist model to a specialized organization built for scale.
• Determine how best to align sellers to the markets we serve — including home building, multifamily, and brokerage — and to customers of every size.
• Ensure the structure supports both strategic enterprise pursuits and a growing base of smaller customers.

Team Leadership & Talent

• Lead, coach, and inspire a sharp, low-ego team of Account Executives — leading by example on live deals.
• Own the sales hiring plan, including Account Executive & Inside Sales expansion to drive outbound pipeline and manage inbound demand.
• Recruit and develop sellers who raise the bar, and build a culture of accountability, candor, and competitive drive.

Go-To-Market Partnership & Operating Discipline

• Partner with Product and Marketing to refine positioning, messaging, and segment-specific go-to-market strategy.
• Bring the voice of the customer into the product roadmap.
• Establish scalable sales processes, forecasting discipline, and CRM pipeline management.

Market Presence

• Represent Prophetic at industry conferences, executive briefings, and customer events across the homebuilding and real estate ecosystem.
• Build Prophetic's reputation as the trusted platform for land intelligence among the industry's leading brands.

Qualifications

• 8+ years of sales leadership experience, including senior sales leadership roles at high-growth B2B technology companies.
• Proven repeat operator: has led sales through the growth-stage scale-up — taking a company with proven product-market fit to a 3–5x increase in revenue — at more than one company, ideally three or four times.
• Experience selling to large enterprises with multi-stakeholder buying committees and extended sales cycles.
• Experience running enterprise and high-velocity sales motions simultaneously.
• Demonstrated success designing segmented sales organizations and building the hiring plans to support them.
• A leader Account Executives respect, follow, and want to emulate.
• Disciplined approach to pipeline management, forecasting, and realistic target-setting.
• Exceptional energy and the stamina to thrive at a demanding pace.
• Willingness to travel extensively, particularly during industry conference season.

The VP reports directly to the CEO and will play a critical role in shaping the company's revenue strategy, market presence, and growth trajectory.

Differentiators

• Experience selling into homebuilding, multifamily, real estate brokerage, land development, or construction technology.
• Established relationships with national and regional homebuilders or major real estate organizations.
• Familiarity with land acquisition workflows and how homebuilders evaluate and buy technology.
• Experience selling AI, data, or analytics platforms to enterprise buyers.
• Experience working alongside hands-on founders in a high-visibility executive role.

Why Prophetic

• The team: wide expertise, sharp, low ego, and genuinely fun to work with. We have each other's backs and celebrate wins together.
• Real ownership and impact from day one. Our customers make million-dollar decisions on our platform. Your work matters immediately.
• AI-native product and AI-native workflows. Every team — engineering, sales, operations — runs on AI tooling daily.
• Founder-led transparency. Leadership shares the financials, the strategy, and the hard calls with the whole team.
• High growth, high demand. The product works, customers love it, and we are hiring to keep up. No shortage of opportunity here.
• Flexibility: remote, hybrid, or in-office with a great Portland, OR headquarters.
• Self-starters who thrive in ambiguity. We're a startup. If you need someone to tell you what to do every morning, this isn't the place; if you come alive solving hard problems with smart people, it is.

Benefits (US-based Full-time)

• 100% medical, dental & vision insurance coverage for you; 30% coverage for dependents.
• Competitive salary and meaningful early-stage equity.
• Unlimited PTO.
• Hybrid/Remote stipend.
• In-office perks: snacks, drinks, coffee, ping-pong table, and more — plus cuddles from Olive, our in-office Doberman!
• Budget for intra-office travel.
• 2–3 annual team meetups in person.

How We Work

• Truth — Say the hard thing. We speak plainly, flag problems early, and share what's actually going on.
• Precision — Sign your name to it. Our customers make million-dollar decisions on our data. We get the details right.
• Velocity — Speed compounds. Waiting doesn't. We ship daily and launch features every two to three weeks.
• Ownership — Own it, then solve it. We own outcomes, not tasks. If something's broken, we fix it.