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The Brydon GroupTG

Enterprise Account Executive - TestAssure - Brydon Portfolio Company

The Brydon Group partners with mid-career operators to acquire and transition small businesses, enhancing their growth and operational efficiency.

The Brydon Group

Employee count: 1-10

United States only

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About The Company

TestAssure is a fast-moving software company providing best-in-class automated testing solutions of workforce management rules. Our product services many of the world’s leading businesses and provides our customers highly quantifiable value, but it’s only just beginning. We’re a scrappy and young company, but we partner with the world’s largest workforce management vendors to make sure their customers are able to easily ensure compliance and pay their workforces accurately.

About the Role

We are seeking an experienced Enterprise Account Executive to drive new business within targeted enterprise accounts. This role will focus on building relationships and closing deals within the customer ecosystems of leading workforce management vendors (e.g., UKG, ADP, Dayforce). You’ll manage a mix of inbound leads and targeted outbound prospecting, carrying a sales quota and owning the full sales cycle from prospecting to close.

What You’ll Do

  • Develop and execute a sales plan within assigned vendor ecosystems/territories
  • Manage the full sales cycle — from initial outreach and discovery through proposal, negotiation, and close
  • Build strong relationships with key decision-makers in HR, payroll, and IT
  • Partner with marketing to maximize inbound lead conversion and with SDRs on outbound campaigns
  • Accurately forecast pipeline and revenue in the CRM
  • Represent the company at virtual and in-person events, conferences, and industry meetups

Requirements

Who You Are / What We're Looking For

  • 5+ years of software sales experience with a proven track record of meeting or exceeding quota
  • Experience selling into enterprise accounts. Selling into HR tech, payroll, or workforce management is a nice to have, but it’s not a requirement.
  • Strong hunter mentality combined with consultative selling skills
  • Excellent communication, negotiation, and relationship-building skills
  • Comfortable managing both inbound and outbound opportunities
  • Self-motivated, organized, and able to work effectively in a fully remote environment

Bonus if you have:

  • Familiarity with our target personas (e.g., HR, Ops, Finance, or Compliance leaders)

Benefits

Why Join Us

  • Opportunity to sell an innovative, high-impact solution in a growing market
  • Fully remote (US or CN only) role with flexibility and autonomy
  • High autonomy, low bureaucracy, and meaningful impact
  • Competitive base salary + commission structure
  • Low egos, remote team, health insurance, 401(k) employee match

About the job

Apply before

Posted on

Job type

Full Time

Experience level

Senior

Location requirements

Hiring timezones

United States +/- 0 hours

About The Brydon Group

Learn more about The Brydon Group and their company culture.

View company profile

The Brydon Group is an innovative financial services firm that specializes in partnering with exceptional operators to acquire small businesses and support their seamless transition to the next generation of owners. Founded in 2022, our mission is deeply rooted in integrity and expertise, ensuring that each business transition is handled with the utmost care and professionalism. We understand the unique challenges faced by small business owners, particularly during transitions, and aim to provide structured support to facilitate a smooth exit process.

Our approach is based on a service-oriented mindset cultivated by our founding partners, who bring significant leadership experience from elite military backgrounds. This includes understanding the importance of reputation and trust in every business transaction. At The Brydon Group, we prioritize working with mission-critical industries where our deep expertise can offer constructive value to both business operators and owners. By focusing on B2B, B2G, and healthcare sectors, we ensure that we leverage our strengths effectively, paving the way for sustainable growth and operational success for all partners involved.

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The Brydon Group

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The Brydon Group hiring Enterprise Account Executive - TestAssure - Brydon Portfolio Company • Remote (Work from Home) | Himalayas