DEBRA NICHOLSON-ERWIN
Woodstock,US
Summary
Dynamic and relationship-driven executive with 15+ years of leadership in Customer Success, Enterprise Account
Management, and Strategic Partnerships across PropTech, Multifamily, and InsurTech sectors. Proven ability to
design and scale customer success operations that drive retention, expansion, and measurable ROI. Known for
fostering long-term client trust, optimizing cross-functional alignment, and transforming service delivery into revenue
growth.
Overview
10
10
years of professional experience
1
1
Certificate
Work History
DIRECTOR OF ENTERPRISE ACCOUNTS
Payscore
10.2023 - Current
- Lead customer success and growth strategy for enterprise clients leveraging Payscore’s income and identity
verification solutions across major property management platforms. - Serve as strategic advisor to C-level stakeholders
to improve automation, compliance, and resident experience. - Increased overall sales performance by developing and implementing strategic plans tailored to target markets.
- Excelled in competitive selling environments by leveraging knowledge of industry trends and competitor offerings to differentiate products and secure high-value client contracts.
- Established long-term relationships with key clients through effective communication, negotiation, and relationship management.
STATEGIC SALES EXECUTIVE
Possession Partner, A Hunter Warfield Company
06.2022 - 08.2023
- Built and led enterprise partnerships for a new eviction management SaaS product in the multifamily space
- Successfully secured several new partners resulting in over 95K units in the first 6 months.
- Achieved sales goals and service targets by cultivating and securing new customer relationships.
- Created scalable client onboarding processes to ensure smooth implementation and user adoption
- Closed 2 national MSAs with large national management companies.
DIRECTOR OF PARTNERSHIPS & BUSINESS DEVELOPMENT
Millennial Specialty Insurance
02.2020 - 06.2022
- Led partnership and sales team efforts for MSI
- Negotiated and launched multiple national partnerships, generating consistent recurring revenue.
- Supported client efforts, managed development cycle, and trained partners as needed
- Constructed retention and growth strategies and delivered on strategies to build strong business pipeline
- Analyzed the competitive landscape and identified new opportunities for business growth
- Coached internal teams on client management best practices and performance tracking
EXECUTIVE VICE PRESIDENT
First Communities Management
06.2018 - 12.2019
- Oversaw the day-to-day operations for an 11K unit portfolio.
VP, TRAINING AND PROPERTY PERFORMANCE
The Lynd Company
10.2016 - 01.2018
- Responsible for training, support, and property performance company-wide for 20,000+ units
- Responsible for the design, development, and implementation of all training initiatives and curriculum
- Led cross-functional teams for the successful completion of major projects, resulting in increased efficiency and client satisfaction.
MANAGER BUSINESS STRATEGIES & PARTNERSHIPS
LivCor LLC
11.2015 - 10.2016
- Led cross-functional initiatives to optimize asset performance across a national multifamily portfolio.
- Identified and executed over $5M in ancillary income opportunities in six months.
- Partnered with vendors to enhance resident and property level experience iniatives.
Skills
- Customer Success Leadership
- Client Retention & Expansion
- Strategic Communications
- Executive Relationship
Management - SaaS Implementation
- Data-Driven Decision-Making
- Change Management
- Salesforce & HubSpot
- Process Optimization
- Revenue Enablement
Certification
- Certified Apartment Manager
- Georgia P&C Insurance License
Timeline
DIRECTOR OF ENTERPRISE ACCOUNTS
Payscore
10.2023 - Current
STATEGIC SALES EXECUTIVE
Possession Partner, A Hunter Warfield Company
06.2022 - 08.2023
DIRECTOR OF PARTNERSHIPS & BUSINESS DEVELOPMENT
Millennial Specialty Insurance
02.2020 - 06.2022
EXECUTIVE VICE PRESIDENT
First Communities Management
06.2018 - 12.2019
VP, TRAINING AND PROPERTY PERFORMANCE
The Lynd Company
10.2016 - 01.2018
MANAGER BUSINESS STRATEGIES & PARTNERSHIPS
LivCor LLC
11.2015 - 10.2016
EARLIER CAREER HIGHLIGHTS
RealPage, Inc. – Senior Sales & Customer Success Roles (2005–2009 & 2012–2014)
Assurant Specialty Property – Senior Account Executive (2009–2010)