Vice President, Client Enrollments

Achieve•Las Vegas, NV

6d•$240,000 - $275,000•Hybrid

About The Position

Achieve is hiring a Vice President, Client Enrollments to lead the transformation of Freedom Debt Relief’s enrollment organization from a phone-led model to a digital-first, hybrid experience. The role owns a unified enrollment funnel combining digital self-enrollment with advisor-assisted sales, while continuing to meet enrollment targets. It leads a multi-site and remote organization of directors, managers, and hundreds of enrollment specialists. The Vice President is accountable for conversion yield, unit economics, contact strategy, regulatory compliance, and monthly, quarterly, and annual enrollment targets. The role partners with performance marketing, digital product, data science, contact center systems, and Lending to integrate digital and human-assisted enrollment, apply AI across the sales lifecycle, improve the member experience, and grow the business through the transformation.

Requirements

At least 12 years of progressive sales, enrollment, or customer acquisition leadership experience.
At least 5 years as a Senior Director or Vice President leading organizations of 100 or more full-time equivalents.
Demonstrated experience leading a sales or enrollment organization through a large-scale shift from phone-led to digital or hybrid enrollment, with measurable results.
A track record of growing digital and advisor-assisted channels together, resolving channel conflict, and adapting compensation and roles to support the transition.
Experience in fintech, consumer lending, mortgage, insurance, debt relief, or a similar high-volume consumer business.
Deep experience with voice, SMS, email, chat, and AI voice in high-volume environments, including caller-ID reputation, branded calling, carrier spam labeling, consent management, and dialer strategy.
Experience partnering with product and engineering on digital conversion funnels, A/B testing, and milestone analytics.
Hands-on experience deploying AI agent assist, conversational AI, automated disposition, or AI-driven quality assurance, with measurable results and appropriate guardrails.
Experience scaling contact center technology, including telephony, CRM, dialers, and messaging platforms.
Strong command of unit economics, CAC and LTV, lead scoring and routing, capacity planning, and incentive design for hybrid models; comfortable with experiment design and holdout testing.
Strong knowledge of consumer financial services regulation, including the Telemarketing Sales Rule, TCPA, UDAAP, and call center governance, as applied to digital and AI-assisted interactions.
Proven ability to lead large frontline teams through change, present strategy to the C-suite, and maintain empathy for consumers facing financial hardship.
Bachelor’s degree required.

Nice To Haves

MBA.
Experience with contact center platforms such as Five9, Genesys, or Twilio; CRM such as Salesforce; preview, power, and AI dialers; and messaging platforms.

Responsibilities

Define and execute the roadmap for transitioning from phone-led to digital-first enrollment, setting milestones for digital enrollment share, conversion, and cost per enrollment.
Partner with Product, Design, and Engineering to shape the guided digital enrollment experience, determine when human or AI assistance is offered, and create informed handoffs to advisors.
Redesign the sales operating model, including team structures, lead ownership, compensation, incentives, work routing, staffing, and capacity planning.
Lead multichannel contact strategy across branded calling, verified caller ID, SMS, email, chat, and appointment scheduling while protecting line health and deliverability.
Align preview, power, and AI dialing to lead value and build blended teams that manage pipelines, new leads, inbound calls, and warm transfers.
Deploy AI across the sales lifecycle to provide advisors with information that improves the consumer experience and advisor performance.
Establish and monitor KPIs including connect rate, connect-to-close, cost per enrollment, CAC, and LTV; use controlled experiments and holdouts to evaluate changes.
Partner with Lending on shared assessment, lead-value scoring, a single consumer profile, and cross-product pathing.
Lead frontline teams through role and skill changes, retain talent, build leadership depth, and foster a culture aligned with Achieve’s values.
Partner with Legal, Risk, and Compliance to maintain regulatory adherence across phone, digital, SMS, and AI-assisted interactions.