RepVue

RepVue Roundtable with Ben Rey, VP of Enterprise Sales at EliseAI

Jordan Weinstein
Jordan WeinsteinOct 20, 2025

Elise AI’s Ben Rey on Selling Vertical AI and the ROI Sales Motion

In this episode of the RepView Roundtable, we spoke with Ben Rey, VP of Sales at Elise AI, about navigating the increasingly crowded artificial intelligence market.

Elise AI has recently generated significant interest on RepVue, and in this conversation, Ben breaks down the strategies behind that success. We discuss how Elise AI, a company focused on vertical AI for property management, differentiates itself, the specific ROI-based sales motion required to close large deals, and the non-negotiable qualities Ben seeks when hiring the next generation of successful AI sellers.

This summary distills the key insights and strategic advice shared by Ben Rey on building and leading a high-performing sales team in the AI space.

🔑 Key Takeaways from the Conversation

  • Vertical Specialization: In a saturated AI market, the winning strategy is deep domain expertise in a specific vertical (like property management), not generalized technology.
  • The ROI Sales Motion: The sales cycle is strictly value-driven (3-6 months), requiring sellers to demonstrate hard, quantifiable ROI and operational savings.
  • Consultative Selling is Essential: Successful AI sellers must possess intellectual curiosity and act as business consultants, deeply understanding the customer’s operational workflows.
  • Talent Attraction: High RepVue interest is driven by a culture that prioritizes high performance and backs it up with a top-tier commission and compensation structure.

The AI Advantage: Deep Vertical Specialization

Ben emphasized that while the AI space has become crowded, true opportunity lies in specialization. Elise AI has focused entirely on solving a high-pain problem within Multifamily Property Management.

Solving a Specific Operational Pain

Elise AI’s product uses specialized AI models to manage automated communications, handling up to 70% of inbound calls and emails for leasing teams. This deep focus is the key to differentiation.

“We are a vertical AI specialist. We win by having the deep data and domain expertise to solve a specific, high-pain problem, not by being generalist tech.”

This specialization allows the sales team to speak directly to the operational challenges of VPs of Leasing or Operations, building immediate credibility that generalist AI tools lack.

The Modern AI Sales Motion: Selling ROI, Not Features

According to Ben, selling modern AI solutions is not about pitching a futuristic product; it’s about presenting a compelling business case.

The 3- to 6-Month Value Sale

The sales cycle for Elise AI is consultative and typically lasts three to six months. This is dictated by the customer’s need to validate that the technology will integrate seamlessly and deliver measurable results.

  • Targeting Operational Leaders: The primary decision-makers are VPs of Operations or Leasing, meaning the conversation must focus on solving operational headaches and delivering hard numbers (e.g., time saved, reduced overhead, increased lead conversion).
  • ROI is the Only Language: Every step of the process must be underpinned by a clear articulation of the financial return on investment. The seller must be capable of constructing and defending a rigorous ROI calculation.

The Profile of a Successful AI Seller

In a market where technical knowledge is key, Ben prioritizes specific soft skills and intellectual capacity over simple closing ability.

Consultant vs. Pitcher

Ben stressed that the best sellers at Elise AI are intellectually curious and operate as true consultants. They must be able to move beyond the “AI buzzword” and demonstrate a high level of business acumen.

“The core competency is curiosity. If you don’t understand the operational workflows of the customer—what their team does daily, where the friction points are—you can’t sell the solution.”

The role requires a seller who can quickly learn a complex industry, map the customer’s workflow, and position the AI as the operational solution rather than just a piece of technology.

Why Elise AI Attracts Top Talent

Ben directly addressed the high interest and favorable ratings Elise AI receives on RepVue, attributing it to a straightforward philosophy: performance is recognized and rewarded.

Comp Structure and Culture

Elise AI deliberately hires high performers and ensures they are compensated at the top of the market. This creates a powerful feedback loop: top talent is attracted by the compensation, and the culture is maintained by a high standard of performance.

This commitment to transparency and rewarding excellence is a major factor in their ability to maintain low turnover and scale their sales engine effectively.

Final Thoughts: The Blueprint for AI Sales

Ben Rey’s conversation provides a clear roadmap for success in the next generation of SaaS: vertical focus and verifiable ROI. The modern AI seller must be a business analyst and a consultant first, capable of translating technology into operational impact.

For both leaders and reps, the lesson is clear: choose a company with an undeniable domain advantage and commit to selling value, not features.

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