Alicia Yokubaitis
Houston
Summary
Senior Sales Leader with 20+ years of experience driving enterprise and channel revenue across SaaS, payments, and HCM organizations. Proven track record of building and scaling high-performing field, enterprise, and partner-led sales teams while consistently exceeding quota and delivering predictable revenue growth. Deep expertise in go-to-market strategy, national partner ecosystems, executive-level negotiations, and pipeline governance, including MEDDIC and disciplined forecasting. Recognized for transforming underperforming territories, accelerating partner-sourced pipeline, and influencing C-suite and VP-level stakeholders. Bilingual (English/Spanish) leader known for combining strategic vision with hands-on execution to drive sustainable, repeatable growth.
Overview
10
10
years of professional experience
Work History
Sr. Field Sales Manager
Square
Texas
10.2025 - Current
- Optimized territory strategy and referral workflows to accelerate enterprise deal cycles, expand market penetration, and align field, channel, and executive stakeholders around repeatable growth outcomes.
- Strengthened enterprise GTM execution and field enablement through national GSM events, region-specific training programs, and joint customer engagements that elevated brand presence and partner advocacy.
- Transformed strategic channel partnerships with Sysco and US Foods, delivering a 32% increase in co-sourced enterprise opportunities and expanding partner-sourced revenue through tighter alignment and scalable engagement models.
- Accelerated enterprise and partner-sourced pipeline velocity by implementing disciplined forecasting cadences, standardized operating rhythms, and market-maturity-based GTM playbooks to improve visibility and deal predictability.
- Led regional field and channel sales execution across Texas, coaching and developing high-performing AE teams while driving predictable enterprise pipeline creation, win-rate improvement, and consistent quota attainment.
Channel Sales Manager
Square
09.2024 - 10.2025
- Enabled field and partner excellence at scale by delivering 40+ national trainings and GSM enablement sessions, strengthening sales execution, forecasting confidence, and partner-led revenue outcomes.
- Established executive-level influence and governance by cultivating DVP- and VP-level relationships, shaping FY26 joint-growth initiatives and long-term enterprise expansion strategies.
- Accelerated enterprise pipeline and close rates by designing scalable GTM programs with strategic partners (Sysco, US Foods, Popmenu, 7Shifts), resulting in a 28% increase in partner-driven wins.
- Built and operationalized high-impact partner ecosystems across complex, multi-entity organizations (70+ OpCos), improving referral quality by 45% and creating a repeatable, enterprise-grade channel motion.
- Drove national channel GTM strategy by owning and scaling enterprise partnerships, influencing over 50% of field-sourced revenue through executive alignment, standardized processes, and disciplined partner execution.
Director of Enterprise Sales
DailyPay
10.2021 - 09.2024
- Built inclusive, high-engagement sales cultures by founding and leading an enterprise ERG while contributing to executive-level culture programs that improved retention and leadership effectiveness.
- Partnered cross-functionally with executive stakeholders to align enterprise GTM strategy, accelerate deal velocity, and support long-term channel and enterprise growth initiatives.
- Strengthened enterprise pipeline and forecast accuracy by implementing disciplined deal-review cadences and tightening qualification frameworks to improve predictability at scale.
- Scaled and led high-performing enterprise sales teams across multiple regions, developing top talent and producing consistent President’s Club and quota-exceeding performers.
- Drove enterprise revenue growth by leading complex, multi-stakeholder negotiations with nationally recognized brands, delivering record ARR and positioning the region as a top national contributor.
Zone Sales Manager
Paychex
11.2019 - 10.2021
- Delivered President’s Club–level performance by aligning strategy, field execution, and leadership rigor, demonstrating the ability to drive results at scale within complex, multi-channel environments.
- Accelerated new-hire readiness and leadership effectiveness through structured enablement and coaching programs, reducing ramp time and increasing revenue contribution across distributed teams.
- Modernized regional sales processes to improve forecasting accuracy, pipeline health, and productivity, creating repeatable frameworks adaptable to enterprise and partner-led sales models.
- Scaled and optimized frontline leadership by coaching District Managers and senior sellers, strengthening execution consistency, accountability, and enterprise deal discipline.
- Led large, multi-state sales organizations through performance transformation initiatives, driving sustained quota attainment and operational excellence across enterprise and channel motions.
Area District Sales Manager
Paychex
12.2017 - 11.2019
- Designed and optimized scalable training and enablement programs that improved seller effectiveness, supported complex deal cycles, and aligned field execution with channel and enterprise growth strategies.
- Accelerated retirement and enterprise solution adoption through strategic product positioning and executive-level customer engagement, strengthening long-term revenue streams.
- Earned District Sales Manager of the Year (FY18) by building a results-driven culture centered on accountability, data-driven forecasting, and disciplined sales execution.
- Led the top-performing sales organization in Zone 5, showcasing excellence in multi-team leadership, performance management, and enterprise-level execution.
- Drove sustained double-digit revenue growth (20% YoY) while navigating aggressive quota increases, demonstrating the ability to scale performance in high-expectation enterprise environments.
Retirement Services Sales Representative
Paychex
08.2015 - 12.2017
- Developed a customer-centric sales approach grounded in trust, value articulation, and solution alignment—skills foundational to leading complex enterprise deals and national channel ecosystems.
- Demonstrated elite sales execution and accountability, earning top-tier performance recognition (Rookie of the Year, Circle of Excellence, Diamond Club), signaling leadership readiness and promotion velocity.
- Leveraged community-based and field-driven demand generation to create predictable pipeline, a model later expanded into multi-region GTM and partner-led growth motions.
- Built a strong foundation in enterprise-style prospecting and stakeholder engagement, enabling long-term customer relationships that informed future executive-level negotiations and partner strategies.
- Drove consistent quota overachievement through disciplined pipeline generation and relationship-led selling, establishing early benchmarks for repeatable revenue performance later scaled across enterprise and channel teams.
Education
San Jacinto College District
Pasadena, TXSkills
- Pipeline Governance
- Sales Forecasting
- Go-To-Market (GTM) Strategy
- Channel Revenue Leadership
- Enterprise
- Strategic Account
- Strategic Account
- Market Expansion Strategy
- Territory Design
- Field Sales Enablement
- Executive Influence
- Revenue Predictability
- Operating Cadence Design
- Sales Process Optimization
- Stakeholder Management
- Partner-Sourced Pipeline Acceleration
- HCM Solution Selling
- Resume Breakdown Summary
Timeline
Sr. Field Sales Manager
Square
10.2025 - Current
Channel Sales Manager
Square
09.2024 - 10.2025
Director of Enterprise Sales
DailyPay
10.2021 - 09.2024
Zone Sales Manager
Paychex
11.2019 - 10.2021
Area District Sales Manager
Paychex
12.2017 - 11.2019
Retirement Services Sales Representative
Paychex
08.2015 - 12.2017
San Jacinto College District