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We're building a future where every home is professionally managed. One where professional property managers deliver new “Triple Win Experiences” for residents, investors, and their teams.

Now, 1,000+ property management companies are creating winning experiences with a fully managed Resident Benefits Package (RBP) by Second Nature. We bring the expertise, technology, and service that property managers need to make experiences convenient, rewarding, and consistent. Our reputation for turning old problems into new revenue streams has made us the only 5-peat national industry vendor of the year.

Join 100+ passionate, thoughtful people who strive to make a difference each day until every home is full of triple-win experiences.

Why Second Nature?

Benefits
Health First: Medical, Dental, Vision, & Life Insurance; 401K Plan
Flexibility: Work Remotely from anywhere in the US
Balance: 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
Compensation: Competitive salary

Core Values
Pirate Ship, Not A Cruise Ship: We are innovators who move quickly and decisively.
Extreme Ownership: We own our product and results and always act with honesty and integrity.
Grow the Pie: We deliver real value and results to our customers, focusing on outcomes.
Massive Growth Takes Massive Growth: We don’t fear challenges, we embrace them to hone our skills and increase our impact.
Purple Heart: Normalize the rebound.
Be a Moment-Maker: We don’t ask what’s the least we can do, we ask what’s the most we can do.

Director of GTM Systems

Remote

Full Time

Manager/Supervisor

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 200+ passionate, creative people who strive to make a difference each day so residents, property managers, and investors all win.

About the Role

We are seeking a strategic and hands-on Director of Go-To-Market (GTM) Systems to lead our GTM Systems team. This role is responsible for the administration, development, and optimization of our Salesforce platform and all systems connected to it across the customer lifecycle.

The ideal candidate has deep expertise in Salesforce architecture, experience managing cross-functional teams, and a strong understanding of how systems and data flow drive go-to-market success. This leader will partner closely with Sales, Marketing, Customer Success, and Finance teams to ensure our systems are reliable, scalable, and aligned with business objectives.

Key Competencies

Ownership mindset
Continuous improvement
Product knowledge
Team development
Stakeholder management
Executive communication
KPI and reporting strategy
Passion for solving business problems through scalable technology solutions
Cross functional collaborator
Strategic thinker

Key Responsibilities

Own and evolve the GTM systems strategy to support business growth, aligning technology investments with go-to-market needs.
Lead and manage a team of admins and developers responsible for Salesforce and connected tools (e.g., CPQ, HubSpot, Totango, SalesLoft, Gong, etc.).
Oversee Salesforce architecture and governance, ensuring scalability, data integrity, and security.
Drive cross-functional initiatives to optimize system integrations and workflows that improve seller productivity, customer engagement, and operational efficiency.
Establish and enforce best practices for system configuration, change management, release cycles, and documentation.
Partner with RevOps, IT, and business stakeholders to define business requirements, evaluate new technologies, and lead systems implementation and enhancement projects.
Monitor system performance and adoption, leveraging metrics and feedback to continuously improve the user experience and process outcomes.
Stay current with Salesforce releases and ecosystem trends to proactively recommend enhancements and innovation.

About you

10+ years experience in Salesforce administration, development, or systems architecture within a B2B environment.
5+ years of experience in a leadership or people management role.
Proven success managing GTM tech stacks that include Salesforce and integrated tools such as CPQ, marketing automation platforms, customer success tools, and sales engagement platforms.
Deep understanding of CRM data models, lead-to-cash processes, and SaaS business operations.
Strong project management skills with experience leading complex system initiatives end-to-end.
Excellent communication and stakeholder management skills across technical and non-technical audiences.
Salesforce certifications (e.g., Administrator, Advanced Administrator, Platform App Builder, or Architect) are a plus.

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 vital part of our company story and success. To be successful in a remote work role at Second Nature, you must:

Be available and engaged during core working hours aligned with the Eastern Time Zone to ensure effective collaboration and timely completion of responsibilities
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)

WHY SECOND NATURE?

Annual compensation for this role is between $170-$180K plus 10% bonus (if KPIs are met)
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.

#liremote

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Annual compensation for the role is $170-$180K, depending on experience, plus 10% bonus (based on company meeting KPIs).
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