Jonathan Downey
Results-driven sales professional with 4+ years of experience in high-volume outbound prospecting and consultative selling
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About
Results-driven sales professional with 4+ years of experience in high-volume outbound prospecting and consultative selling within the payroll, HR tech, and FinTech space. Proven ability to identify, engage, and convert prospects into customers, having personally generated over 30% of all sign-ups for a new payroll software launch and sustained 100+ daily outbound dials while consistently exceeding KPIs and enrollment targets. Adept at learning complex products quickly and translating value propositions clearly for small and midsize business owners.
Experience
Success Advisor (FinTechTeam) at Housecall Pro (2021-11 – 2026-05)
- Consulted with existing B2B trades business owners to evaluate operational friction and implement strategic financial technology solutions.
- Collaborated with sales leadership to refine corporate fintech scripts and update training documentation for the wider organization.
- Consistently surpassed monthly sales quotas through consultative, relationship-driven upselling.
Success Advisor (Accounting Business Solutions Team) at Housecall Pro (2021-11 – 2026-05)
- Executed high-volume outbound campaigns averaging 100 dials daily to drive adoption of Accounting and Tax Advisory Services among existing clients.
- Consistently met performance benchmarks with a target of securing 20 accounting enrollments per month.
- Mastered complex accounting and bookkeeping methodologies to act as a trusted advisor and technical consultant for business owners.
Success Advisor (Payroll, HR Business Solutions Team) at Housecall Pro (2021-11 – 2026-05)
- Selected as a foundational sales representative to launch and test a new proprietary payroll software solution during its beta and initial rollout phases.
- Authored and optimized the cold-calling sales framework, compiling best practices into a scalable playbook utilized to onboard a growing team.
- Sustained top-tier performance by personally generating over 30% of all payroll software sign-ups within the program's first two years.
- Facilitated the expansion of the payroll sales division from 3 to 10 team members, providing daily training, script coaching, and cross-functional support.
- Partnered directly with product engineering teams to deliver critical user feedback, directly influencing subsequent software iterations and feature updates.
Inside Sales Representative at Progress Mobility (2018-08 – 2021-11)
- Managed high-volume inbound sales inquiries, converting digital web traffic into closed revenue for medical equipment and mobility solutions.
- Conducted comprehensive needs assessments to match customers with specialized medical equipment tailored to their health requirements and lifestyles.
- Recognized as a top-tier individual contributor, routinely competing for the #1 monthly sales ranking company-wide.
In-Home Sales Representative (Commission-Only) at Florida Energy Water & Air (2013-01 – 2018-08)
- Conducted targeted, in-home consultations educating property owners on home energy inefficiencies and modern utility solutions.
- Engineered and pitched customized high-ticket capital improvement solutions (HVAC, Solar/Hybrid Water Heating, Insulation) with transaction values ranging from $2,000 to $18,000.
- Maintained a rigorous 6-day field calendar, managing 2 to 3 pre-set clients.
District Retail Manager at Florida Energy Water & Air (2013-01 – 2018-08)
- Recruited, onboarded, and managed a team of 7 to 10 retail marketing specialists tasked with lead generation across regional Home Depot branches.
- Led weekly performance reviews, pipeline alignment sessions, and professional development training to maintain team engagement.
- Served as the primary liaison to Home Depot corporate management, leading storewide alignment meetings to synchronize product rollouts and gather field feedback.
- Directed regional event marketing initiatives at trade shows and conventions to expand lead capture pipelines.
- Spearheaded team performance to consistently achieve and exceed an aggressive operational quota of 800+ qualified leads per week.
Retail Marketer at Florida Energy Water & Air (2013-01 – 2018-08)
- Initiated customer engagement and lead capture strategies within high-traffic Home Depot retail locations.
- Tripled individual performance quota during the initial shift and earned distinction as the #1 most productive lead generator out of a 40-person regional team.
Education
High School Diploma – Smith Prep (2011-05)
