Full-Time

Customer Support Escalation Lead

Posted on 10/31/2025

Second Nature

Second Nature

201-500 employees

Subscription-based resident benefits for property managers

Compensation Overview

$57k - $60k/yr

Remote in USA

Remote

Remote-first; bi-annual in-person company meetings in January and July (travel covered).

Category
Customer Experience & Support (3)
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Required Skills
Salesforce
Data Analysis
Requirements
  • 5+ years experience in customer support or a related role
  • 2+ years in an escalation management or supervisory role
  • Familiarity with technical product troubleshooting and an in-depth understanding of products/services
  • Experience with customer support software, CRM systems (Salesforce), and ticketing systems (ServiceCloud)
  • Knowledge of best practices in customer service and support, including developing and implementing support protocols and procedures
  • Proven ability to work collaboratively with cross-functional teams to address complex customer issues and improve processes
  • Proficiency in data analysis and reporting to identify patterns and trends, analyze customer feedback, and present reports on escalation metrics to senior management
  • Knowledge of service level agreements (SLAs) and compliance requirements
  • Ability to work Monday through Friday, 11 a.m. to 8 p.m. EST hours
  • Ability to work remotely (bi-annual in-person meetings)
  • Understanding of AI integration into workflows (interview process interest) - optional
Responsibilities
  • Escalation Management: Oversee and manage all internal and external escalations from the Post Sales department.
  • Act as the primary point of contact for critical customer issues and at-risk situations.
  • Ensure timely and effective resolution of escalated cases, prioritizing customer satisfaction (goal is 24 hours).
  • GRI Project Support: Handle escalated issues related to the Group Rate Internet (GRI) Project.
  • Collaborate with relevant teams to address and resolve complex GRI-related customer concerns.
  • CSM Escalation Support: Work closely with Customer Success Managers (CSMs) to address and resolve customer escalations.
  • Provide expert guidance and support to CSMs on challenging customer situations.
  • Communication Channel Management: Actively monitor and manage client communication channels, including Slack, Salesforce, and email, to identify and address potential escalations proactively.
  • Ensure consistent and clear communication with customers throughout the escalation process.
  • Customer Experience: Deliver a "white-glove" support experience characterized by promptness, compassion, and a strong focus on resolution.
  • Proactively identify opportunities to improve customer satisfaction and prevent future escalations.
  • Process Improvement: Collaborate with cross-functional teams to identify root causes of escalations and implement preventative measures.
  • Contribute to the development and refinement of escalation protocols and best practices.
  • Reporting and Documentation: Maintain detailed records of all escalated cases, including actions taken and resolutions achieved.
  • Provide regular reports on escalation trends and key performance indicators to management.
Desired Qualifications
  • AI Innovation - Experience embracing and implementing AI in professional journey (interview discussion)
  • Remote-first work experience and bi-annual in-person company meetings
  • Knowledge of AI integration into workflows
  • Be available during scheduled working hours; 11 a.m. to 8 p.m. EST
  • US-based location preferred

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