Rentana Careers

The built world generates more data than almost any other industry. Almost none of it is being used. Rentana is changing that, building the AI copilot for real estate that distills billions of real-world signals into revenue intelligence, so operators can optimize every lever across their portfolio and actually talk to their data.

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Our founding team has built four multi-billion dollar software companies and two proptech exits, including Dynasty (sold to AppFolio) and Urbandoor (sold to Airbnb). Our founding engineers include the first engineer at Airtable and the engineer who led the largest code migration in Stripe's history.

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Customers love Rentana: we are the top-rated revenue management platform on Revyse, with NMHC Top 50 real estate owners and operators on the platform within 1 year of public launch.

Our customers get the most from Rentana when their people understand both the platform and the revenue management thinking behind it. That's where you come in.

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As the Revenue Management Trainer on our Customer Success team, you'll design and deliver the training that gets customers confident and keeps them that way. You're a learning and development expert first. You know how adults learn, how to build a curriculum, and how to tell whether training actually changed what people do.

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You'll own Rentana's training content in our LMS and teach in every format: live virtual sessions, on-demand courses, and in-person workshops at customer offices and events. You'll turn the questions customers ask most often into content they can find on their own, and you'll make sure every new feature launches with training ready to go.

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• Our audience is wide. On a given week you might teach a leasing agent how to read a pricing recommendation, walk a team of revenue managers through advanced settings, and show a regional VP how to read portfolio performance. You'll adjust your approach for each level and each specialization, and you'll work closely with Customer Success Managers, Account Managers, and Product to do it.

• Own the training program. Build and maintain Rentana's customer curriculum, from onboarding basics to advanced revenue management, with clear learning paths for each role.
• Run our LMS. Manage courses, learning paths, enrollments, and certifications in the LMS. Keep content organized, current, and easy for customers to find.
• Teach live, virtually and in person. Host recurring virtual sessions and webinars, and travel to lead in-person workshops at customer sites, onboarding kickoffs, and industry events.
• Teach every level and specialization. Tailor training for on-site leasing and property teams, revenue and pricing managers, asset managers, regional leaders, and executives. Each group needs different depth and different examples.
• Drive training engagement. Get customers to show up and finish. Work with CSMs and Account Managers to get buy-in from customer leadership, plan outreach and reminders, and find ways to reach busy on-site teams who don't have time to sit through a long session.
• Monitor training across accounts. Track who has enrolled, attended, and completed training at each customer. Flag accounts or roles that are falling behind and work with the account team on a plan to catch them up.
• Use training to grow platform usage. Connect training to how customers actually use Rentana. Spot features and workflows that are underused, then build targeted sessions and enablement campaigns that get more value and adoption out of the platform.
• Turn FAQs into content. Work with Customer Success and Support to spot the questions customers ask most, then build articles, short videos, job aids, and quick-reference guides that answer them.
• Launch features with training ready. Partner with Product before each release to create launch training, release notes, and walkthroughs so customers know what changed and how to use it on day one.
• Measure what works. Track completion, assessment results, satisfaction, and product adoption after training. Use the data to improve content and show its impact on customer outcomes.
• Support the internal team. Help train new Rentana hires on the platform and on revenue management concepts, and give CSMs and Account Managers materials they can use with their own accounts.
• Keep content current. Review and update materials regularly so nothing in the LMS describes an old version of the product.

• 4+ years in learning and development, customer education, or training, ideally for a software product
• Hands-on experience running an LMS, including building courses, managing enrollments, and reporting on results
• Solid grounding in instructional design and adult learning principles (ADDIE, SAM, or similar)
• A confident, engaging facilitator in both virtual and in-person settings, with groups of 5 or 100
• Skill at explaining complex, data-heavy topics in plain language, and adjusting depth for frontline staff or executives
• Experience creating content in several formats: e-learning modules, video, written guides, and job aids
• Strong project management. You can run several content projects on tight launch timelines at once
• Comfort working with Product, Customer Success, and Support to gather what you need
• Willingness to travel for in-person training and customer events

• Experience in multifamily, especially revenue management, pricing, or property operations
• Familiarity with revenue management tools or property management systems like Yardi, RealPage, Entrata, AppFolio, or ResMan
• Experience at a high-growth SaaS company or startup
• Skill with authoring and video tools such as Articulate 360, Camtasia, Loom, or Synthesia
• A training or instructional design certification
• Experience building customer certification programs or running a help center

• The opportunity to be part of a pioneering team in a high-growth industry, shaping the future of AI in real estate.
• Direct collaboration with the startup’s top leadership, offering a unique insight into business management and strategic decision-making.
• A competitive salary with equity options.
• Comprehensive benefits package including health, dental, and vision insurance.
• Flexible working conditions with the option to work remotely.
• A dynamic, innovative, and supportive work environment.

• Fast and Transparent: Speed is a competitive advantage -- but only when paired with transparency. We bias toward action, share information openly, and never let slowness become a default
• Solve It: We don't hand problems back. We take ownership, figure it out, and deliver. Excellence is at the core of everything we do.
• Customer Obsessed: Our customers are the reason we build what we build. We listen closely and let real problems drive our product.
• Candid but kind: We say what we mean, directly and with care. Feedback is a gift. We have the hard conversations, because glossing over the truth doesn't serve anyone.
• Win Together: We share credit, support each other, and leave the ego at the door. The best idea wins, regardless of who had it. When things go wrong, we fix it together -- no blame, just learning.