Tony Freeman
Chicago,United States
Summary
Sales and customer success expert skilled in managing comprehensive sales cycles and enhancing client satisfaction. Proven ability to identify strategic upsell opportunities while maintaining high-performance metrics. Currently leveraging extensive experience to achieve exceptional results in tech sales and foster long-term client relationships.
Overview
1
1
Certification
13
13
years of professional experience
Work History
Customer Success Manager
Spot On
Chicago, Illinois
2026.03 - Current
- Strategic Relationship Management: Collaborate directly with Sales leadership to align on account strategy and retention initiatives, ensuring consistent communication and shared goals between Sales and Customer Success.
- Performance Excellence: Consistently meet high-volume performance metrics, including 10+ hours of talk time and 25+ cases closed weekly, utilizing Salesforce and Google Calendar to rigorously prioritize daily workflows and manage high-stakes tasks.
- Cross-Functional Collaboration: Act as a key liaison across departments to streamline case escalations and ensure complex issues are routed to the appropriate teams, reducing resolution time and improving client satisfaction.
- Proactive Account Management: Own the end-to-end client journey, from initial onboarding and platform education to recurring Zoom consultations, ensuring clients maximize the value of core product bundles to drive their business growth.
- Retention & Upsell Strategy: Identify and execute strategic upsell opportunities, including hardware upgrades, while proactively addressing high-risk accounts through creative problem-solving and customized retention solutions to drive long-term loyalty.
Sales Development Rep
Toast
2024.08 - Current
- Identify new restaurant leads via calls, emails, and texts; maintain robust client pipeline.
- Maintain an aggressive outreach via inbound leads(75%) and outbound cold calls(25%)
- Driving sales growth through innovative outreach strategies. Collaborating with cross-functional teams to optimize lead conversion.
- Consistently exceeding targets and contributing to company expansion.
- Analyzing market trends to identify high-potential leads.
- Implementing data-driven approaches to improve sales processes.
- Generating comprehensive reports to inform strategic decisions.
- Achieving a substantial increase in client acquisition through targeted campaigns. Streamlining sales funnel to boost conversion rates.
- Consistently surpassing quarterly objectives.
- Pioneering new outreach techniques to engage prospects effectively. Leveraging cutting-edge sales technologies to streamline processes.
- Developing creative solutions to overcome sales challenges.
- Leverage data-driven strategies to optimize lead generation, resulting in substantial pipeline growth and enhanced conversion rates for restaurant clients.
- Consistently surpass quarterly objectives through targeted campaigns, driving significant increases in client acquisition and sales growth.
- Attain and/or exceed the monthly meetings held and Saas quota
- Account Executive prep station graduate Q1'25
- Partnered with AEs to work hot accounts
- Did my own walk-ins for AEs in Chicago, keeping touches on the Wrigleyville area
Server/Bartender
Various Restaurants
2013.10 - Current
Assistant Community Manager
Hales Property Management, Inc
2024.01 - 2024.08
- Serve as primary contact for resident requests, ensuring timely resolutions and high satisfaction.
- Coordinate on-site visits for vendors and association owners, ensuring seamless operations.
- Secure vendor quotes and collaborate with board for approvals, enhancing service quality.
- Accompany vendors during visits, representing Community Manager effectively.
- Resolve resident requests independently, escalating to Community Manager only when necessary.
Agent
Dreamtown Realty
2019.10 - 2023.12
- Closed $20M+ in deals, specializing in multi-family buyers, ensuring optimal property selection.
- Prospected clients through networking, word of mouth, and paid leads, expanding client base.
- Analyzed and negotiated properties, delivering favorable terms and maximizing client investments.
- Built detailed pro formas to calculate ROI, cap rates, and cash on cash returns, ensuring financial clarity.
- Managed entire sales cycle from property search to closing, achieving significant client satisfaction.
Education
Bachelor of Sports Management -
Ball State University
Muncie, IN2016-05
Skills
- Strategic relationship management
- Performance metrics analysis
- Cross-functional collaboration
- Proactive account management
- Upsell strategy development
- Customer relationship management
Certification
Sandler Certification
Account Executive Prep Station Jan 2025 - Mar 2025
Languages
English
Timeline
Customer Success Manager
Spot On
2026.03 - Current
Sales Development Rep
Toast
2024.08 - Current
Assistant Community Manager
Hales Property Management, Inc
2024.01 - 2024.08
Agent
Dreamtown Realty
2019.10 - 2023.12
Server/Bartender
Various Restaurants
2013.10 - Current
Bachelor of Sports Management -
Ball State University