Austin Hartley-Leonard
Nashville,Tennessee
Summary
Sales leader with 10+ years of experience across enterprise software and hospitality technology. Proven track record of exceeding quota, owning competitive territories, and closing complex deals with organizations ranging from independent operators to $4B+ global enterprises. Trusted advisor with deep Sandler Sales Methodology training.
Overview
19
19
years of professional experience
Work History
Territory Executive
Toast
Nashville, TN
09.2024 - Current
- President’s Club winner in first year
- Ended 2025 at 176% to quota and currently tracking at 200% to quota
- Own and manage Toast’s #1 and most competitive Nashville territory
- Sell full-cycle to operators ranging from small bakeries to large hospitality groups doing $100M+ in annual revenue
- Execute outbound and inbound motion using phone, text, walk-ins, and SalesLoft cadences
- 100% Sandler trained, driving disciplined qualification and forecasting accuracy
- Selected to mentor and onboard a new Territory Executive in 2025
Account Director / Sales Specialist, Azure Spring Apps Enterprise
VMware
Nashville, TN
10.2022 - 09.2024
- Generated and managed $3M+ in qualified pipeline
- Closed the largest single Private Offer in platform history
- Landed 6 enterprise customers and one of only two Private Offers on the team
- Partnered with Microsoft and VMware sales, engineering, and product teams to drive adoption
- Served as technical and strategic advisor aligning platform usage with customer business goals
Business Development
VMware
Nashville, TN
06.2021 - 10.2022
- Achieved 146% of annual quota, finishing as team leader in attainment
- Top-performing BDR with 3 At Our Best awards
- Built and executed account plans across Fortune 500 organizations
- Engaged C-level executives to advise on cloud, application, and infrastructure strategy
Market Manager
Foley Family Wines
Nashville, TN
02.2019 - 06.2021
- Drove $2.8M in revenue through brand development and distributor execution
- Increased Priority Growth Brands by 26% and Luxury Brands by 33% pre-COVID
- Managed 14 statewide distributor relationships
- One of 11 managers to remain profitable during COVID, delivering 5% growth in 2020
Sales Representative
Athens Distributing
Nashville, TN
02.2017 - 02.2019
- Closed $600K in revenue, helping territory surpass $2M for the first time
- Increased outer-territory sales by 32% year one and 25% year two
- Awarded Jim Beam Irish Collection Best in Class Salesman (Q4 2018)
Performer / Composer
Broken Anchor
Los Angeles, CA
08.2007 - Current
- 300+ television placements across prime-time and streaming platforms including NBC, ABC, Netflix, Hulu, and HBO
Education
B.S. - Communications Studies
Vanderbilt University
Nashville, TNSummer Studies -
Georgetown University
Washington, DCSkills
- Sandler Sales Methodology
- Full-Cycle Sales
- Enterprise / Mid Market / Small Business SaaS
- Hospitality Technology
- Territory Management
- WSET Level 2 Certification
- Relationship Management
- Customer-oriented
- Leadership
Timeline
Territory Executive
Toast
09.2024 - Current
Account Director / Sales Specialist, Azure Spring Apps Enterprise
VMware
10.2022 - 09.2024
Business Development
VMware
06.2021 - 10.2022
Market Manager
Foley Family Wines
02.2019 - 06.2021
Sales Representative
Athens Distributing
02.2017 - 02.2019
Performer / Composer
Broken Anchor
08.2007 - Current
B.S. - Communications Studies
Vanderbilt University
Summer Studies -
Georgetown University