Sr. Director Product, Innovation
Lone Wolf Technologies is the leading software platform for residential real estate, powering transaction management, back-office operations, accounting, and brokerage intelligence for 10,000+ brokerages across North America. We sit at the center of the real estate transaction and manage billions of dollars in commission data, giving us a unique data advantage as the industry enters its AI era. We're building an Innovation team to bring AI-powered capabilities to market across our product portfolio. This is greenfield work: defining what AI means for real estate brokerages and agents, prototyping new capabilities, validating them with customers, and handing them off to scale.
We're hiring a Sr. Director Product, Innovation to own the AI product roadmap and drive new capabilities from concept through validation. You'll be the connective tissue between our AI engineering team, our go-to-market function, and our customers, translating strategic vision into shipped product.
This is a 0-to-1 role. You'll be building the playbook for how AI features get conceived, validated, and integrated into Lone Wolf's platform. Critically, you won't be doing this in isolation as success in this role depends on deep partnership with existing product and engineering leaders across the organization. The Innovation team exists to accelerate and augment Lone Wolf's product teams, not to operate as a separate track.
You'll report directly to the Chief Innovation Officer and work alongside engineering and cross-functional leadership as part of a small, senior Innovation team.
- Own the AI product roadmap. Define, prioritize, and sequence AI-powered capabilities. Balance quick wins against foundational investments.
- Drive discovery and validation. Work directly with brokerages and agents to identify high-value workflows ripe for AI. Run pilots, measure outcomes, and iterate based on real usage — not assumptions.
- Ship proofs-of-concept and MVPs. Partner with our AI engineering team to take capabilities from prototype to validated product. Write specs, define success metrics, and manage the build-measure-learn loop.
- Build the handoff model. Define how innovation-stage work graduates into Lone Wolf's core product teams. Establish clear criteria for when a capability is ready to transition, and partner with existing product leadership to ensure smooth integration. Your job is to accelerate existing product teams, not compete with them.
- Partner across product and engineering. Build strong working relationships with product directors and engineering leaders across Lone Wolf's portfolio. Understand their roadmaps, constraints, and priorities so that Innovation work is additive — not duplicative or disruptive. Proactively share learnings, prototypes, and customer insights that benefit the broader product organization.
Inform the governance framework. Work with leadership to ensure AI capabilities are deployed responsibly — particularly around data privacy, compliance, and the sensitivity of brokerage financial data. - Represent the customer. Be the voice of the broker and agent inside the Innovation team. Translate their pain points into product opportunities and ensure what we build actually solves real problems.
- Product leadership at scale. 10+ years in product management, with at least 3 years at a senior/director level. You've owned roadmaps, managed competing priorities, and shipped products that customers use.
0-to-1 experience. You've taken something from idea to launched product — whether at a startup, an incubation team, or a new product line within a larger company. You're comfortable with ambiguity and know how to find signal in noise. - Technical fluency. You don't need to train ML models, but you need to understand what AI can and can't do today. You can have a credible technical conversation with engineers and translate capabilities into product specs. A computer science background or prior engineering experience is a plus.
- Process and automation instinct. You naturally see manual workflows and think about how to automate them. You've led or contributed to automation or efficiency initiatives and can quantify the impact.
- Agile product delivery. You've run agile teams and know how to maintain velocity without sacrificing quality. Experience coaching teams on agile practices is a bonus.
- Cross-functional leadership. You've worked across engineering, design, sales, and customer success to get products out the door. You build trust quickly, influence without authority, and have a track record of partnering effectively with peer product and engineering leaders — especially in environments where your team's work feeds into or depends on theirs. You're energized by making other teams successful, not just your own.
- Customer empathy. You're energized by talking to customers and translating their needs into product direction. Experience with enterprise SaaS customers — particularly in real estate, proptech, or vertical SaaS — is highly valued.
- Experience in real estate technology, proptech, or adjacent vertical SaaS markets
- Background in data products, analytics, or business intelligence features
- Experience with AI/ML product development (recommendation systems, NLP, document understanding, conversational AI)
- Founder or early-stage startup experience
- Familiarity with compliance-sensitive industries (financial services, legal, real estate)
- Greenfield opportunity to define how AI transforms an entire industry vertical from the inside
- Data advantage — Lone Wolf's transaction and commission data makes AI capabilities uniquely powerful here
- Senior, high-trust team — small Innovation team with direct access to the CIO and company leadership
- Real impact — real estate agents spend 35-47% of their time on administrative tasks; the work you do here directly gives them that time back
- Shape the org — you'll influence how the Innovation function operates, not just execute someone else's process
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Our mission is to provide our clients with the most comprehensive management and accounting solutions for their real estate business. Developing and leveraging our client relationships to enhance our programs, we embrace growth in our products a...
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