Regional Account Executive

About PlanOmatic:

PlanOmatic provides automated listing media services to single-family rental property managers and SFR institutional owner-operators, nationwide. Our proprietary platform integrates with property management software to automatically order and deliver professional photography, 3D tours, interactive floor plans, and AI virtual staging. Since 2005, we have committed to helping our clients work more efficiently, lease vacancies faster, and elevate their brands through unmatched speed, quality, and client experience.

PlanOmatic's culture is centered around creating a safe and supportive environment at work. We continuously provide and invest in platforms for employee-led initiatives focused on Health & Wellness, Diversity & Inclusion, Sustainability, and Philanthropy to encourage our team to continue to grow personally and professionally.

We are a place where BIPOC, women, members of the LGBTQ+ community, and other marginalized groups are celebrated. We are proud of the inclusive working space we have created for all of our staff. Our company will always be committed to fostering an environment of diversity, equity, inclusion, and belonging.

The Opportunity

We're growing our Sales team and looking for a driven, relationship-first Regional Account Executive to own a territory for us. This is not a hand-off model. You will prospect, close, and then own the clients you bring on — building a book of business within your region that you are responsible for retaining, growing, and deepening over time.

You are the face of PlanOmatic in your market. That means being present in the field, showing up at industry events, visiting clients onsite, and becoming a trusted name in the property management community you build. If you're energized by both the hunt and the relationship side of sales, you'll focus not only on winning a new logo, but then making that client successful enough to expand.

We are currently hiring for the following territories:

• North Carolina, South Carolina, and Tennessee
• Texas
• Florida and Georgia  

Candidates must reside within the territory they are applying for. This role requires a minimum of 50% travel within your region.

What You'll Own

New Business Development

You own your pipeline from first contact to close. That means building your own prospecting lists, generating leads, managing the full sales cycle, and conducting compelling product demos that show property managers the real operational impact PlanOmatic can have on their business. 

• Generate and manage a pipeline of new prospects within your territory through outbound outreach, networking, referrals, and industry event presence
• Meet property managers where they are – in their offices, at regional NARPM chapter events, and at state and national conferences
• Lead discovery calls and demonstrations tailored to each prospect's portfolio and operational needs
• Own the sales cycle from first contact through the first order

Territory & Book of Business Ownership

Closing a deal is the beginning of the relationship, not the end. Once a client is live, they're yours. You are accountable for keeping your book of business healthy, active, and growing — which means staying close to your clients, understanding their evolving needs, and identifying opportunities to deepen PlanOmatic's footprint within their portfolio.

• Serve as the primary point of contact for every active client in your territory. You'll work alongside a Client Experience Manager who is focused on the client through the support lens, but you are focused on the client through the growth and activity lens. 
• Proactively monitor account health and usage, identifying at-risk accounts early and taking action to retain them
• Drive upsell and expansion opportunities by understanding each client's portfolio growth and introducing relevant PlanOmatic services (e.g., adding floor plans, 3D tours, or virtual staging)
• Conduct regular check-ins and business reviews to maintain strong relationships, gather feedback, and surface new opportunities
• Own your territory's revenue — new logos and existing accounts alike

Market Presence & Industry Expertise

• Represent PlanOmatic at regional, state, and national property management events and conferences
• Build a strong referral network within your territory; become a recognized presence in the SFR/PM community you serve
• Stay current on SFR market trends, competitive dynamics, and client pain points to sharpen your positioning and inform internal teams
• Act as the voice of your market internally, surfacing client feedback, product gaps, and industry observations to Client Success, Product, and Marketing

Cross-Functional Collaboration

• Partner closely with Client Success to ensure smooth client onboarding and a seamless handoff into ongoing service
• Collaborate with Marketing on regional campaigns, event strategy, and territory-specific outreach

What We're Looking For

• 3–5+ years of B2B field sales experience, ideally selling into property management, real estate, proptech, or a related services/SaaS environment
• Demonstrated success owning the full sales cycle, from prospecting and pipeline generation through close
• Experience managing a book of business post-sale: you know how to retain clients, spot expansion opportunities, and keep relationships healthy over time
• Comfortable being the face of a brand in your market, attending events, visiting clients onsite, and building a regional presence
• Strong interpersonal and communication skills; you build trust quickly and sustain it
• Self-motivated and self-accountable, you thrive without a lot of hand-holding and take ownership of your results
• Metric-driven mindset; you track your pipeline, know your numbers, and use data to manage your territory
• Proficiency with CRM tools (HubSpot preferred) and sales engagement platforms (Outreach or equivalent)
• Familiarity with the SFR, property management, or real estate media space is a meaningful plus
• Must reside within the territory; minimum 50% travel required

Compensation & Benefits

Compensation Structure:

• Base Salary: $65,000–$80,000
• On-Target Earnings (OTE): $115,000–$150,000 (uncapped commission)
  • Commission structure rewards both new business closed and growth within your existing book of business

PlanOmatic's Benefits | Our company wouldn't be what we are without our people. We pledge to continuously believe in our people and invest in our talent. This starts with our unique and supportive company culture, competitive base salaries, and is continued with our other benefits:

•   A culture that supports and celebrates a healthy work life balance for everyone
•   11 paid holidays and 20 days of PTO annually
•   We take the week between Christmas and New Years off, in addition to our PTO listed above
•   12 weeks of parental leave
•   Comprehensive health care offerings with employer contribution of 85% and up depending on the plan (for eligible employees and dependents)
•   Additional Voluntary Leadership, Dental, STD, LTD, and Life Plans offered
•   401(k) with up to 4% employer match, immediately vested

·   Celebrate and be celebrated with PlanOmatic peers through our Bonusly rewards program