Full-Time

Account Executive

Posted on 9/11/2026

Second Nature

Second Nature

201-500 employees

Subscription-based resident benefits for property managers

Compensation Overview

$70k - $90k/yr

Remote in USA

Remote

Remote within the United States, with travel 1–3 times per quarter for trade shows, client visits, and strategic events.

Category
Sales & Account Management (1)
Required Skills
Sales
Lead Generation
Computer Networking
CRM
Salesforce
Google Workspace

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Requirements
  • Two to three or more years of full-cycle technology sales experience.
  • A proven track record as an established high performer in sales who consistently exceeds targets.
  • A consultative selling approach with the ability to ask insightful questions and identify prospect buying motives.
  • Proficiency with Salesforce or a similar customer relationship management system and Google Workspace.
  • Ability to work in a fast-paced, technology-driven environment and articulate a value proposition to brokers, owner-operators, and property managers.
  • Availability and willingness to travel one to three times per quarter for trade shows, client visits, and strategic events.
Responsibilities
  • Develop and execute effective sales strategies to exceed regional sales quotas.
  • Drive new client acquisition by prospecting and sourcing mid-market property management companies.
  • Manage and close inbound sales leads and self-sourced opportunities.
  • Actively manage and forecast the client pipeline.
  • Serve as a product expert and clearly articulate the Second Nature value proposition to brokers, owner-operators, and property management decision-makers.
  • Collaborate with marketing and product development teams to ensure brand consistency and market alignment.
  • Build and maintain strong, lasting relationships with key decision-makers on client accounts.
  • Network with vendors and property managers to expand reach and identify new opportunities.
  • Attend industry conferences and organize client dinners or events to foster relationships and generate new business.
  • Take initiative to drive tasks forward, set clear goals, prioritize actions, and operate with urgency.
  • Seek feedback and learning opportunities to enhance sales performance.
Desired Qualifications
  • Experience selling software as a service products.
  • Experience selling to mid-market property management companies with 50–3,000 doors.
  • Experience managing and closing qualified inbound and self-sourced opportunities.
  • A self-motivated, persistent, and tenacious approach to generating prospects and winning opportunities.
  • Flexibility and adaptability when tackling new challenges and learning new products.

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

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Simplify Jobs

Simplify's Take

What believers are saying

  • Second Nature updated its RBP pages in July 2026, showing active product investment.
  • Its resident benefits package targets single-family portfolios, a large recurring-fee market.
  • The October 2025 $22 million Series B funds expansion and product refinement.

What critics are saying

  • Beagle advertises Renters Kit at $4 per unit, crushing pricing power.
  • Resident benefit fees face disclosure and tenant-backlash pressure as lease add-ons.
  • The AI roleplay and resident-benefits narratives signal strategic drift that can confuse buyers.

What makes Second Nature unique

  • Second Nature bundles eight resident perks into one fully managed package.
  • Maestro personalizes onboarding and benefits by property type, location, and resident profile.
  • Automatic enrollment and 24/7 support reduce property-manager workload versus fragmented point solutions.

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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

0%

2 year growth

3%
Financial 247
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.