Today, we live in a world where everything has become convenient. Now you can get a ride anywhere, buy anything, and get an answer to your question with just a couple clicks on your phone. Convenience isn’t a luxury, it’s an expectation.
So why not renting? It’s still a chore to get utilities set up, buy renters insurance, get air filters changed, handle pest control, and more.
That’s why we’ve built the world’s first Resident Experience Platform that makes resident onboarding, resident services, and ancillary revenue effortless for property managers.
We’re passionate about turning friction into triple win experiences for residents, investors, and managers. That way renting can be easy and rewarding for everyone.
And now you can join us. Apply today to join 275+ passionate, creative people who strive to make a difference each day so residents, property managers, and investors all win.
About the Role
Play a key role in keeping our auto payment processes running smoothly and efficiently. This is a hands-on opportunity to take ownership of day-to-day account activity, support customers through payment solutions, and gain real experience with modern payment platforms like Stripe.
In this role, you’ll manage account follow-ups, track payments, and support Autopay operations—all while building a strong foundation in Accounts Receivable. You’ll work closely with a Senior Analyst, owning your responsibilities independently and escalating more complex issues when needed to ensure accounts stay on track.
Key Responsibilities
Own day-to-day management of assigned accounts, including both Autopay and non-Autopay collections efforts
Execute consistent follow-ups, manage payment commitments, and drive timely resolution of past due balances
Monitor aging reports, prioritize high-risk accounts, and take proactive action to reduce delinquency
Manage Autopay activity and resolve routine payment issues while maintaining accurate records and escalating complex issues as needed
Collections and Negotiation
Manage collections efforts for accounts not enrolled in Autopay, ensuring consistent outreach and follow-up
Communicate with customers to resolve outstanding balances through one-time payments or structured payment plans
Negotiate payment arrangements while maintaining a positive customer experience
Track and follow up on broken payment commitments and re-engage customers toward resolution
Identify accounts at risk and take proactive steps to prevent further delinquency
Partner with internal teams to resolve billing discrepancies impacting payment
Stripe & Payment Support
Own the weekly review and monitoring of transactions in Stripe, ensuring accuracy and timely action
Track Autopay activity, including enrollments, successful payments, and failed transactions
Proactively identify and resolve common payment issues such as declines or expired payment methods
Troubleshoot routine payment failures and take action to drive resolution
Process refunds, reversals, and basic account adjustments in line with established guidelines
Keep detailed and accurate records of all payment activity and updates
Escalate complex payment issues as needed while maintaining ownership of resolution
What Success Looks Like
Aging Reduction: Measurable decrease in 30/60/90+ day past due balances across assigned accounts
Collections Effectiveness: High percentage of past due balances resolved within established timelines
Follow-Up Consistency: 100% adherence to follow-up cadence on assigned accounts
Autopay Adoption: Increase in Autopay enrollments and re-enrollments across customer accounts
Autopay Success Rate: Improvement in successful payment processing rates (reduction in failures/declines)
Data Accuracy: Minimal errors in account records, payment tracking, and system updates
Issue Resolution: Timely resolution of routine payment issues with appropriate escalation of complex cases
Customer Experience: Professional, clear communication that supports resolution while maintaining positive relationships
Why You’ll Love This Role
Build a strong foundation in Accounts Receivable and payment operations
Gain hands-on experience with tools like Stripe, Netsuite and Salesforce
Develop real-world skills in problem-solving, communication, and financial operations
Ability to grow into more advanced roles within AR
About you
2+ years of experience in Accounts Receivable, Billing, Customer Service, or related
Strong attention to detail with the ability to manage tasks accurately and independently
Ability to solve complex problems & use critical thinking
Ability to work in a fast-paced self-directed environment
Ability to maintain client confidentiality
A proactive mindset with a strong sense of ownership and follow-through
Willingness to learn and grow within financial systems and payment platforms
Intermediate proficiency in Google Workspace (Sheets, Docs, Gmail), payment platforms like Stripe
Knowledge of Salesforce & Netsuite platforms
Knowledge of collections processes and risk assessment
Negotiation skills
We get it. Requirements can sometimes hold people back from applying to a job, but don’t let that be the case here. If you believe you have the skills it takes to elevate this role, team, and company, we encourage you to apply for this role.
Our Core Values
Pirate Ship; not a cruise ship. Bias towards action.
Massive Growth takes massive growth. We embrace challenges to increase our impact.
Grow the Pie. We focus on results so our customers & their customers win. Triple Win!
Purple Heart. We put the team before ourselves.
Extreme Ownership. See something? Say something; right the ship to get us back on course.
Be a moment maker. We aim to shatter the status quo.
Remote Work Statement
This position is a remote-first, work from home position. Second Nature is committed to creating a culture and workplace where remote work fosters collaboration and connections and is a key part of our company story and success. To be successful in a remote work role at Second Nature you must:
Be available during your scheduled working hours and give your full attention to the completion of your Second Nature job duties
Have a quiet, professional, distraction-free environment in which to complete your work
Have access to your own reliable high-speed internet connection
Attend our bi-annual in-person company meetings (Second Nature will reimburse the cost of your business travel per company guidelines)
AI Innovation
We're thrilled about the transformative potential of AI innovation and its ability to drive progress at Second Nature. As we continue to explore and integrate AI into our workflows, we’re eager to learn how you’ve embraced and implemented AI in your professional journey. In the interview process, we look forward to hearing about your experiences and exploring how we can collectively leverage AI technology to accelerate our growth.
Why Second Nature?
Health First: Medical, Dental, Vision, & Life Insurance; 401K Plan
Location: Work Remotely from anywhere in the US
Flexibility: Open PTO and sick days
The Product: Beyond the awards and 5-star reviews… our clients and customers love what they can do with a fully managed RBP
Diverse, Inclusive Culture: We embrace employees from all backgrounds with openness and respect
Training: A supportive team to help you grow your career and unlock your full potential
Growth: The opportunity to get in on the ground floor of a fast-growing startup that’s designing and developing an exciting category
Second Nature is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind. We take action to ensure equal employment opportunities for all candidates and employees and to provide employees with a workplace free of discrimination and harassment. Our hiring decisions are based on business needs, job requirements and individual qualifications, without regard to race, color, religion or belief, family or parental status, or any other status protected by federal and/or state law.