Jeffrey Hill

Trailblazer
DISC Type : DI

Director of Sales Development at Upland Software

Austin, Texas, United States

Overview

Jeffrey Hill is the Director of Sales Development at Upland Software, where he leads a large team focused on building a scalable, metrics-driven outbound engine. A three-time Presidents Club winner at a prior company, colleagues describe him as the epitome of hard work and dedication. He holds a Bachelor of Science from The University of Texas at San Antonio.

Jeffreys background includes a notable achievement in competitive golf, having won a youth scoring title as a teenager. His Texas roots are strong, having attended university in San Antonio.

Unique fact: At 15, he won the George Hannon Youth Scoring Title for the lowest average score across eight golf tournaments.

Personality Overview

Assertive

Informal

Charismatic

They are charming and can persuade others to support their decisions.  They are not against taking risks and can make tough decisions when required.
 They prefer to ensure that they are in control of the situation.

Topics They Care About

SDR Team Leadership
He leads a team of 15 Sales Development Representatives and 2 SDR Managers, focusing on generating qualified pipeline and developing future sales talent.
Sales Tech Stack
Identifies himself as a power user of Salesforce, Salesloft, Outreach, and LinkedIn Sales Navigator, indicating a deep interest in sales technology and workflows.
Multi-Channel Outreach
He recently shared that relying solely on phone calls is insufficient, advocating for a blended approach using calls, emails, and LinkedIn for better results.

Media Appearances

Jeffrey has no verified media appearances

Work History

8-2025
Director of Sales Development at Upland Software
2-2025 - 6-2025
Sales Development Manager at SpyCloud
12-2023 - 1-2025
Enterprise US Sales Development Manager at Papaya Global
3-2023 - 10-2023
Senior Sales Development Manager(Sr. SDR Manager) (Enterprise/Finserv) at SOCi, Inc.
1-2021 - 3-2023
Sales Development Manager (SDR Manager) at SOCi, Inc.

Education

2002 - 2008
Bachelor of Science (B.S.) from The University of Texas at San Antonio

More Information

Social Presence :

Prographics :

Exp : 6 Location : Austin, Texas, United States Job Level : Mid-senior Designation : Director of Sales Development at Upland Software
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Insights For Selling To Jeffrey

During A Call Or A Meeting

DO's

  • Address your competition clearly and confidently
  • Keep your pitch focused on the impact but nurture the relationship too
  • Build a trustworthy relationship while keeping the product center-stage

DONT's

  • Avoid unnecessary negativity or slowness
  • Don’t hesitate from asking them how they truly feel about your product
  • Do not look like someone who doesn’t know what they are talking about

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jeffrey is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Jeffrey

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Jeffrey move?

  • They can reach decisions quickly if they develop trust and confidence in the product.
  • Can Jeffrey take some risk or not?

  • If necessary, they will be ready to take risks.

You And Jeffrey

Personality Compatibility


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