Full-Time

Director of Engineering

Posted on 12/23/2025

Second Nature

Second Nature

201-500 employees

Subscription-based resident benefits for property managers

Compensation Overview

$200k - $230k/yr

Remote in USA

Remote

Category
Engineering Management (1)
Required Skills
TypeScript
AWS
Next.js
Requirements
  • Proven success leading engineering organizations delivering large-scale SaaS or enterprise software products
  • Experience managing distributed teams and delivering results across multiple time zones
  • Strong technical background and systems-level understanding that commands the respect of engineering teams
  • Solid grasp of modern architecture principles and patterns with a passion for continuous learning and improvement
  • Demonstrated ability to scale products and teams while maintaining a high standard for uptime, quality, and performance
  • A leadership style that balances urgency and accountability with empathy and team well-being
  • Track record of building healthy, sustainable engineering cultures that foster innovation and retain top talent
  • Ability to work 8 to 5 EST hours on most days
  • Remote-first, work-from-home role with ability to attend bi-annual in-person meetings per company guidance
Responsibilities
  • Lead and mentor managers and individual contributors (global team), cultivating a collaborative, high-performance culture
  • Translate strategy into clear, actionable execution plans with measurable outcomes
  • Ensure delivery of secure, scalable, and reliable enterprise software
  • Build scalable systems that support continuous iteration, rapid testing, and quality
  • Partner with Product and Engineering leadership to design innovative solutions to complex challenges
  • Drive recruitment, retention, and professional development of top engineering talent
  • Advocate for tools and practices that maximize team impact while staying pragmatic and results-focused (stack mostly TypeScript, Next.js deployed on AWS Elastic Container Service with Amazon Relational Database Service)
Desired Qualifications
  • Experience with TypeScript, Next.js, AWS Elastic Container Service, and Amazon Relational Database Service in production environments
  • Experience leading engineering organizations in a remote, multi-time zone setting is preferred
  • AI or AI integration experience in software engineering workflows is a plus
  • Experience shaping engineering culture and implementing scalable, maintainable architectures beyond typical SaaS products
  • Experience aligning engineering execution with business priorities and product roadmaps
  • Experience with security, reliability, and performance engineering best practices

Second Nature provides a resident benefits package for property managers through a per-resident, monthly subscription. The package includes services such as filter delivery, rent rewards, and credit reporting, all designed to help property managers attract and retain tenants. How it works: property managers pay a fixed monthly fee for each resident, and the benefits are delivered to residents as part of the package, enabling managers to streamline operations and potentially improve their bottom line. How it differs from competitors: it offers an integrated, recurring-revenue bundle of tenant-focused services tailored specifically to property managers, combining amenities (like filter delivery) with financial perks (rent rewards and credit reporting) in a single subscription. The goal: provide a predictable, scalable revenue model for property managers while improving tenant retention and property performance.

Company Size

201-500

Company Stage

Series C

Total Funding

$35.9M

Headquarters

Raleigh, North Carolina

Founded

2012

Simplify Jobs

Simplify's Take

What believers are saying

  • AppFolio partnership enhances resident experience and compliance.
  • Expanded package adds renters insurance, pest control, maintenance.
  • Recurring revenue model ensures predictable income from property managers.

What critics are saying

  • ResidentAI undercuts with 30% lower pricing in 6–12 months.
  • NC regulation mandates fee disclosure, causing 35–45% cancellations Q3 2026.
  • ApartmentList Pro captures 25% credit reporting share in 3–6 months.

What makes Second Nature unique

  • Second Nature delivers resident benefits like filter delivery and rent rewards via subscription.
  • AppFolio Stack™ integrates Second Nature’s services on April 17, 2025.
  • Raleigh-based platform targets triple win for residents, investors, managers.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

401(k) Retirement Plan

Unlimited Paid Time Off

Remote Work Options

Professional Development Budget

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

-1%

2 year growth

5%
Financial24
Oct 30th, 2025
Second Nature Secures $22M Series B

Second Nature, an AI roleplay platform, has raised $22 million in a Series B funding round led by Sienna VC, with participation from Bright Pixel, StageOne Ventures, Cardumen, Signals VC, and Zoom. The funding will be used to expand operations and enhance its AI sales training technology. Second Nature's platform, used by major brands like Oracle and Zoom, improves sales performance and reduces onboarding time. The company aims to integrate AI training into team workflows.

ExploreBit
Jan 12th, 2022
Venture Capital Bank invested into Secondnature in $12.5M on Jan 12th 22'.

Second Nature, the automated AI-powered sales coaching solution, today announced the company's launch alongside a $12.5M Series A round of investment by signals Venture Capital, StageOne Ventures, Cardumen Capital, and Zoom Video Communications, Inc. via the Zoom Apps Fund.

PR Newswire
Jan 12th, 2022
Secondnature recognized as 2021 Gartner® Cool Vendor in Conversation Intelligence on Dec 12th 21'.

Second Nature was recently named a 2021 Gartner® Cool Vendor in Conversation Intelligence.

INACTIVE