# Horvath & Tremblay — Director of Technology

- Generated: 2026-09-22 05:17:29 PM EDT
- Original/canonical posting: https://www.linkedin.com/jobs/view/4455355899/
- Provider: LinkedIn
- Posted: approximately 2026-09-22 10:17 AM EDT (from '7 hours ago')
- Elapsed since posting: represented by the provider's relative posting label and approximate Eastern timestamp when available
- Applicants: Over 200 applicants
- Work model/location: In-office — Greater Boston, Massachusetts
- Compensation: Not disclosed; Director title qualifies for missing-compensation review
- Travel: Not disclosed
- Positioning track: Executive leader
- Fit outcome: FAIL — 77%

## Direct-match strengths

Technology strategy, team leadership, AI automation, project delivery, CRM, databases, vendors, change management, training, and executive communication.

## Hard or material gaps

The listing shows over 200 applicants and the weighted score is below the strictly-greater-than-80 exception, so it exceeds Keith's applicant-count ceiling. Keith's central depth is AI, engineering, cloud, and data platforms rather than internal IT operations, software licensing, end-user infrastructure, and commercial-real-estate systems.

## Evidence map

1. Technology strategy and team leadership (weight 3, evidence 3/3) — Direct executive and team leadership.
2. AI tools and workflow automation (weight 3, evidence 3/3) — Direct production AI automation.
3. Project lifecycle ownership (weight 2, evidence 3/3) — Direct roadmap, delivery, and stakeholder reporting.
4. CRM and corporate applications (weight 2, evidence 2/3) — Direct CRM and enterprise application experience.
5. Internal IT operations and licensing (weight 3, evidence 1/3) — Cloud operations are direct; end-user IT and licensing are less central.
6. Commercial real estate (weight 2, evidence 0/3) — Not source-supported.
7. Applicant count (weight 3, evidence 0/3) — Over 200 applicants; score does not qualify for the exception.

## Keyword diagnostic

Broad technology and AI overlap is outweighed by the applicant-count gate and internal-IT/domain gaps.

## Full normalized job description

About Us:
Horvath & Tremblay is a premier real estate service firm specializing in Investment Real Estate Brokerage, 1031 Exchanges, Debt/Equity Placement, and Appraisal/Valuation Services. Headquartered in Boston, with a nationwide presence across 19 offices, we have built a reputation as a trusted partner for thousands of real estate investors and industry professionals.
Our premier locations in the United States offer many amenities and conveniences for its staff, agents, and clients. The office design is unique for the industry, there are no private offices, all agents, both senior and junior are working together collaboratively on the trading floor. Horvath & Tremblay has consistently been honored as one of the “Top 10 Commercial Real Estate Workplaces in the United States”.
Job Description:
Horvath & Tremblay is seeking a Director of Technology to help lead the firm's technology strategy and operations as we continue to scale our national commercial real estate platform. This is a senior leadership role for a builder and executor — someone who can set direction, manage a team, drive projects to completion, and embed modern technology and automation capabilities into the fabric of how we operate.
This individual will report directly to senior leadership and serve as the firm's internal authority on technology strategy, systems, and innovation. The right candidate is not just technically competent — they are a strong manager, a clear communicator, and someone who takes ownership.
We are looking for an individual that can excel in a fast-paced environment. Day-to-day functions include but are not limited to:
Lead, manage, and develop the firm's technology staff and external technology partners, setting clear priorities, expectations, and performance standards
Own the full lifecycle of technology projects — from scoping and planning through execution, stakeholder communication, and delivery
Identify, evaluate, and implement AI tools and automation solutions that reduce manual work, improve data quality, and accelerate deal and operations workflows
Oversee the firm's core business platforms, including our CRM, internal databases, and corporate applications — ensuring data integrity, usability, and alignment with business needs
Partner with senior leadership across brokerage, operations, and finance to understand business needs and translate them into technology solutions
Build and maintain the firm's internal IT operations, managing vendor relationships, software licensing, and technology infrastructure
Prepare and present strategic technology recommendations, project updates, and performance reporting to firm leadership
Drive adoption of new tools through change management, training, and documentation
Job Qualifications and Requirements:
IN-OFFICE ROLE:
Candidate must be based in or willing to relocate to the Greater Boston area
Bachelor's degree in Computer Science, Business, Information Systems, or a related field
8–12 years of progressive technology experience, including at least 3–5 years in a leadership or management role
Demonstrated success managing technology teams and external vendors in a fast-paced environment
Strong project management skills with a track record of delivering complex, cross-functional initiatives on time
Hands-on experience with AI tools, workflow automation platforms, and process improvement — and a genuine enthusiasm for what's possible in this space
Working knowledge of CRM platforms (Salesforce experience is a plus)
Experience in commercial real estate, financial services, or a similarly deal-driven industry strongly preferred
Excellent analytical thinking, executive communication skills, and high attention to detail
High ethical standards, entrepreneurial drive, and a bias toward action

## Artifact metadata

- Resume: Not generated because the fit gate returned FAIL.
- Cover letter: Not generated because the fit gate returned FAIL.
- LinkedIn note: Not generated for a FAIL role.
- Google Drive used: No