Sales Director
Company: Greenshades Software
Location: Jacksonville
Posted on: February 16, 2026
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Job Description:
Job Description Job Description Summary Sales Director drives
predictable net-new ARR growth and leads a high-performing team
focused on acquiring new customers within the Payroll, HCM, and
Workforce Management markets. This leader will play a central role
in scaling our growth engine, elevating sales execution, and
bringing a modern, process-driven GTM mindset to the organization.
This position owns the new-logo motion, guides a team of AEs,
partners cross-functionally across Marketing, RevOps, Product, and
CS, and helps shape our operating rhythm as we execute against our
FY26 goals focused on growth, profitability and scale.
Responsibilities Lead and scale a high-impact new business sales
team Hire, coach, and develop AEs to consistently achieve quota and
pipeline targets Bring a process-centric mindset to forecasting,
deal inspection, pipeline management, and account planning
Establish a disciplined operating cadence aligned to our Revenue
Architecture and GTM production lines Leverage a strong ecosystem
of partners, resellers and alliances to drive demand, accelerate
deal velocity and improve win rates Drive predictable new customer
acquisition Own monthly, quarterly, and annual new-logo ARR targets
Build and refine repeatable sales motions that follow the Bowtie
and SPICED frameworks Ensure consistent execution across discovery,
mutual action plans, customer impact mapping, and competitive
positioning Partner cross-functionally Work closely with Demand Gen
to shape ICP, messaging, and targeted campaigns Collaborate with
Product to ensure field feedback informs the roadmap Partner with
Customer Success to ensure seamless handoffs that drive fast
time-to-impact and long-term retention Align with RevOps on
territory design, compensation insights, forecasting models, and
performance analytics Elevate execution Drive a culture of
accountability, urgency, and continuous improvement Model
excellence in enterprise sales fundamentals, SPICED-style
qualification, and value-based storytelling Identify bottlenecks in
the revenue production line and work with GTM leadership to improve
throughput, win rates, and cycle times Qualifications Required 8
years of SaaS sales experience with at least 3 years leading
quota-carrying teams Proven success scaling new-logo business in
Payroll, HCM, HRIS, WFM, or adjacent enterprise software Strong
command of sales methodology (SPICED, MEDDIC, Command of the
Message, or similar) Demonstrated ability to create predictable
pipeline and consistently hit ARR targets Excellent at coaching,
talent development, leading through data, and creating
high-trust/high-performance cultures Experience operating within a
multi-product environment and selling to CFOs, HR leaders, and
operational buyers Preferred Experience selling into mid-market and
enterprise segments Background working with PE-backed SaaS
companies in transformation or scale-up phases Familiarity with
revenue models, GTM motions, and the principles behind the Revenue
Factory Success Looks Like Team hitting or exceeding quota within
first two quarters Clear, repeatable sales motions established and
adopted Improved AE productivity, win rate lift, cleaner pipeline
discipline Shorter cycle times and reliable forecasting Strong
cross-functional alignment with Marketing, CS, Product, and RevOps
Meaningful contributions to our FY26 growth plan and the long-term
revenue architecture of the company This is a remote position.
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Keywords: Greenshades Software, Jacksonville , Sales Director, Sales , Jacksonville, Florida
