Madison Oslin
Austin,TX
Summary
Strategic, consultative Account Executive with a proven track record of building pipeline through disciplined outbound prospecting, managing complex sales cycles, and developing long-term customer relationships. Experienced in partnering cross-functionally to deliver tailored solutions aligned to client business objectives. Known for strong business acumen, consistent quota attainment, and the ability to quickly master new product portfolios while operating autonomously in a field-based, territory-driven environment.
Overview
7
7
years of professional experience
Work History
Account Executive
Goosehead Insurance
Austin, TX
12.2024 - Current
- Own and manage a full-cycle sales territory through disciplined outbound prospecting, cold calling, in-person meetings, and strategic networking.
- Develop and manage a robust Salesforce pipeline, consistently qualifying and advancing opportunities to meet revenue targets.
- Conduct consultative discovery to understand client business objectives and deliver tailored solutions.
- Collaborate with internal underwriting and operations teams to structure competitive proposals.
- Build strategic referral partnerships through 60+ monthly partner meetings.
- Execute high-volume outreach (70–100 calls weekly) while maintaining strong follow-up discipline.
- Secure an average of 5+ new accounts weekly through strategic prospecting.
Assistant Food & Beverage Manager
The Driskill
Austin, TX
03.2023 - 12.2024
- Led multi-department operations across high-volume outlets, overseeing staffing, scheduling, payroll, and vendor coordination.
- Partnered with leadership to implement operational improvements enhancing efficiency and guest satisfaction.
- Managed vendor relationships, inventory planning, and procurement workflows.
- Supported training and performance development initiatives.
Bar Lead / Manager
Industry
San Marcos, TX
05.2019 - 01.2022
- Managed high-volume bar operations including staff leadership, scheduling, inventory, and vendor relationships.
- Conducted weekly training sessions focused on communication and service consistency.
- Supported onboarding and systems training for new hires.
Education
Bachelor of Arts - Studio Art (Printmaking)
Texas State University
San Marcos, TXSkills
- Consultative Solution Selling
- Strategic Prospecting & Territory Planning
- Pipeline Creation & Forecasting (Salesforce CRM)
- Multi-Stakeholder Deal Management
- Pricing Strategy & Proposal Development
- New Business Development & Account Expansion
- Partner-Led Sales & Cross-Functional Collaboration
- Negotiation, Closing Strategy & Business Acumen
Timeline
Account Executive
Goosehead Insurance
12.2024 - Current
Assistant Food & Beverage Manager
The Driskill
03.2023 - 12.2024
Bar Lead / Manager
Industry
05.2019 - 01.2022
Bachelor of Arts - Studio Art (Printmaking)
Texas State University