Director of Sales

Director of Sales

Compensation: $85,000 - $100,000 + uncapped commission

Location: Remote in San Jose, CA; Expected to periodically attend in-office meetings for collaboration, relationship building, training, and engagement with leadership. Candidate must currently reside in the area to be considered.

Schedule: Monday through Friday, 9:00 AM to 5:00 PM. Occasional evening and weekend meetings or events may be required to support client engagement, networking, and HOA Board presentations.

The opportunity

Imagine owning your own territory, setting your own game plan, and being the go-to name in your market for HOA management. That's this role. As RowCal's Director of Sales, you'll be the face of one of the fastest-growing HOA management companies in the country, building a book of business from the ground up while working remotely and spending your time where deals actually happen: in the community.

You'll connect with HOA Boards, community leaders, referral partners, and industry pros, turn those relationships into new management contracts, and run the full sales cycle from first conversation to signed agreement. If you're a natural networker who loves consultative selling, gets energy from a room full of new faces, and wants the freedom to build something that's truly yours, we want to talk to you.

Why You'll Love This Role

• Own the map. This is your territory. You build the strategy, choose where to invest your time, and see your impact in every community you sign.

• Remote and field-based. No daily commute to an office. Your home base is wherever you work best, and your "office" is coffee meetings, board rooms, trade events, and Zoom.
• Be the face of the brand. You will be RowCal in your market, the trusted advisor Boards call when they want a better management partner.
• Ride the growth. Join a company that is scaling fast, where top performers have real visibility and room to grow.
• Earn what you build. $85,000-$100,000 + uncapped commission

What You'll Do

•      Build your territory game plan. Develop and execute a strategic growth plan to identify, prospect, and close new HOA management partnerships.

• Network like it is your superpower. Build genuine relationships with HOA Board members, community leaders, property stakeholders, and industry professionals that into a steady flow of opportunities and referrals
• Own the full sales cycle. Lead every deal from prospecting to and discovery through proposal, presentation, contract negotiation, and signed agreement.
• Sell with insight, not pressure. Deliver consultative presentations that show exactly how RowCal solves a community's challenges and stands apart in the market.
• Hit and beat your numbers. Achieve and exceed monthly, quarterly, and annual sales goals and KPIs.
• Keep the pipeline full. Generate new business through a mix of outbound prospecting, networking, referrals, social selling (think LinkedIn), and industry engagement.
• Show up and show out. Represent RowCal at trade associations, networking events, educational programs, and community meetings to grow brand awareness in your market
• Be there when it matters. Attend client meetings, HOA Board meetings, and presentations, including occasional evenings, when that is where the decision gets made.
• Become a local fixture. Establish a strong, recognized presence across the HOA, real estate, and property management communities in your territory.
• Hand off like a pro. Partner with operations and leadership to ensure a seamless transition from signed deal to onboarding and long-term client success.
• Run on data. Keep pipeline activity and forecasting accurate and up to date in our CRM so you (and the team) always know where things stand.
• Jump in where needed. Take on other projects and duties as assigned to help the team win. 

What You Bring

•      2+ years of experience in business development, consultative sales, account management, or a related sales role.

• A proven track record of prospecting, developing, and closing new business while meeting or exceeding goals.
• Outstanding relationship-building, networking, presentation, and communication skills, with the ability to influence multiple decision-makers (yes, even a full HOA Board).
• A self-starter mindset. You are highly organized, comfortable working independently in a remote environment, and thrive when juggling multiple priorities at a fast pace.
• Comfort with Microsoft Office, CRM systems, virtual meeting platforms, and modern sales tools.
• Reliable transportation and willingness to travel throughout your territory, including occasional evening meetings, networking events, and client presentations

Bonus Points If You Have

• Experience selling professional services, property management, HOA management, real estate services, or other relationship-driven solutions.
• A history of building and growing a territory through prospecting, networking, and referral-based business development.
• Familiarity with HOA governance, community associations, property management, or the real estate industry.
• Active involvement in industry associations, trade organizations, or local networking groups, and a reputation for representing your company well.

W  What Success Looks Like

•      First 90 days: You know your territory, you have met key Board members and referral partners, and your pipeline is building.

• First 6 months: You are closing new management contracts and are a recognized name at local industry events.
• First year: Your territory is a consistent growth engine, with a strong referral network and a pipeline that keeps delivering.

W  Work Environment and Physical Requirements

•      Ability to remain stationary and work on a computer for extended periods of time from a remote home office.

• Ability to travel locally and operate a motor vehicle to attend client meetings, networking events, HOA Board meetings, and other business activities.
• Ability to communicate effectively in person, by phone, and through virtual meeting platforms.
• Ability to occasionally transport and set up sales, marketing, or presentation materials.

C   Compensation, Total Rewards, & Additional Incentives

At RowCal, we are committed to providing fair, equitable, and transparent compensation. Final compensation will be determined based on a variety of factors, including the candidate's geographic location, relevant experience, skills, education, certifications, and overall qualifications.

In addition to base salary and commission, this role offers:

• Comprehensive benefits package including medical, dental, vision, 401(k) with company match, disability coverage, flexible time off, paid company holidays, and an employee assistance program.
• Mileage Reimbursement.

Although we work hard, we encourage our employees to always maintain a healthy work-life balance, so they can focus on their families and pursue outside interests.

RowCal is an Equal Opportunity Employer, meaning we do not discriminate against any employee or applicant because of race, color, sex, ancestry, national origin, sexual orientation, marital status, religion, age, disability, gender identity, results of genetic testing, military or veteran status, or any other or any other federal, state or local protected class.