Full-Time

Post-Sales Enablement Manager

Updated on 8/1/2026

Second Nature

Second Nature

201-500 employees

Subscription-based resident benefits for property managers

Compensation Overview

$115k - $135k/yr

Remote in USA

Remote

Category
Sales & Account Management (1)
Required Skills
Data Analysis

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Requirements
  • Five or more years of experience in enablement, post-sales, customer experience, customer support, implementation, or training roles, preferably in SaaS, PropTech, or a fast-growth technology environment.
  • Proven experience designing and delivering enablement programs for cross-functional teams with measurable outcomes.
  • Experience enabling implementation or onboarding teams, with an understanding of what it takes to shorten time-to-value and reduce failed launches.
  • An analytical, data-driven mindset with strong reporting skills and a bias toward using metrics to inform priorities.
  • Experience building coaching frameworks and leading training that changes behavior, not just builds awareness.
  • The ability to communicate and facilitate effectively with executive stakeholders and individual contributors.
Responsibilities
  • Develop and execute a post-sales enablement strategy focused on customer time-to-value, activation, adoption, retention, and operational excellence across Implementation and Onboarding, Customer Experience, Customer Support, and Data Management.
  • Serve as a connector between Implementation, Customer Experience, Customer Support, and Fulfillment to align resources, share best practices, and eliminate gaps in the customer journey.
  • Build reinforcement loops that ensure trained practices are adopted at the frontline.
  • Partner with Implementation leadership to build enablement programs that shorten time-to-launch, reduce failure-to-launch rates, and equip onboarding teams to handle complex customer configurations.
  • Design playbooks, process guides, and training that give Implementation individual contributors a clear, repeatable path from contract through go-live.
  • Collaborate with Product and Customer Experience to keep the Implementation team current on platform changes, new features, and evolving customer requirements.
  • Build handoff enablement between Implementation and Customer Experience so customers experience a seamless transition from onboarding to ongoing success.
  • Partner with Customer Success Managers and Customer Experience leadership to build a coaching culture and equip teams for impactful, consultative customer conversations.
  • Build enablement resources and workshops that help the Customer Experience team track adoption metrics, facilitate stakeholder conversations, and deliver guidance that drives retention.
  • Design playbooks and job aids that help customer-facing individual contributors navigate complex situations.
  • Collaborate with the Customer Support team to deliver enablement and ongoing training that improves issue resolution speed and resident satisfaction.
  • Maintain an up-to-date knowledge base and equip Customer Support to handle new products, policy updates, and challenging resident situations.
  • Monitor support quality trends and translate findings into targeted training interventions.
  • Work with Data Managers to ensure accurate, efficient data flow and internal reporting.
  • Facilitate knowledge transfer and process training as workflows evolve.
  • Design and maintain onboarding and continuous learning programs for all post-sales teams.
  • Own a centralized library of enablement resources, including playbooks, frequently asked questions, process guides, and product update communications.
  • Build and expand asynchronous learning content to reduce dependence on synchronous delivery and increase enablement reach.
  • Build and manage feedback loops across all post-sales teams to surface enablement gaps, measure program effectiveness, and drive iteration.
  • Track, analyze, and report on program impact, making data-backed recommendations for future investment.
  • Collaborate with Product, Implementation, Marketing, and Sales to ensure consistent messaging and a seamless customer journey from activation through ongoing support.
  • Champion post-sales team feedback and customer insights in go-to-market, product, and process discussions.
Desired Qualifications
  • Experience in property management, B2B SaaS, or customer-facing operations is a plus.

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

  • 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

0%

2 year growth

3%
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.