Diamond Shield Roofing

Meet the Founder: Tammy Cuddy

Founder & Licensed Roofing Contractor

Tammy Cuddy is the driving force and vision behind Diamond Shield Roofing. A newly licensed and certified roofing contractor, Tammy recently took a bold, defining step in her career: transitioning from a previously co-owned venture to establish her very own completely woman-owned and operated roofing company.

Bringing years of hands-on industry experience and a fresh, independent perspective to the market, Tammy has built Diamond Shield Roofing on a foundation of uncompromised quality and transparent service.

Led by Heart and Integrity

What truly sets Tammy apart in the competitive roofing industry isn't just her technical expertise—it’s her character. Known by clients and colleagues alike for having a "heart of gold," Tammy approaches every project with a rare level of genuine care. She operates under a simple, powerful philosophy: ensuring the absolute best outcome for all parties involved.

Whether she is guiding a homeowner through a storm damage claim, managing a complex commercial project, or supporting her field team, Tammy’s ultimate goal is a win-win scenario defined by honesty, safety, and mutual respect. Under her leadership, Diamond Shield Roofing isn't just protecting properties—it's building lasting relationships rooted in trust.

Proud Member and Supported By National Women in Roofing (NWIR) – Central Florida Council

Empowering, Connecting, and Advancing Women in the Roofing Industry

The National Women in Roofing (NWIR) Central Florida Council is a local extension of the premier, volunteer-based national organization dedicated to supporting and advancing the careers of female roofing professionals. Serving communities across the Central Florida region, the council brings together a diverse network of multidisciplinary professionals—from field installers and project managers to business executives, manufacturers, and legal experts.

Core Pillars & Focus Areas

Education & Professional Development: Providing members with local educational events, online training, and interactive workshops to sharpen technical roofing knowledge, business acumen, and leadership skills.
Mentorship: Connecting seasoned roofing veterans with rising professionals to help guide career trajectories, navigate unique workplace challenges, and share paths to executive success.
Networking & Community: Hosting regular local meetups, panel discussions, and signature networking events (including key collaborations around regional conferences like the annual FRSA convention) to foster meaningful industry relationships.
Recruitment & Advocacy: Actively working to alter the perception of the trades, recruiting new female talent into the workforce, and bringing the commercial and residential roofing industry to a new standard of inclusivity and excellence.

The Central Florida Council proudly welcomes both women and men who support the professional growth, inclusion, and advancement of women in roofing. Together, members collaborate to build a stronger, more innovative, and forward-looking roofing workforce.

NWIR- OFFERS SO MUCH MORE- DIAMOND SHIELDS TEAM IS LARGE AND FULL OF LOVE AND SUPPORT WITHIN THIS GROUP!

Join the team

What We Are Looking For: Residential & Commercial Sales Representatives

At Diamond Shield Roofing, we do things differently. We are a woman-owned, rapidly growing company built on transparency, elite craftsmanship, and a commitment to doing right by our customers.

Our founder, Tammy Cuddy, operates with a simple rule: ensure a win-win scenario for everyone involved. We don't believe in high-pressure, transactional sales tactics. Instead, we look for true partners who want to build a career while building up our community.

The Ideal Teammate:

Relationship-Driven, Not Just Target-Driven: You view a contract as the start of a relationship, not just a commission check. You are an active listener who genuinely wants to help homeowners and commercial property managers protect their investments.
Uncompromising Integrity: You align with Tammy’s "heart of gold" philosophy. You are honest about what a customer actually needs, never overselling or cutting corners.
Self-Motivated & Resilient: Roofing sales requires grit, whether you are inspecting a roof after a storm or following up on commercial leads. You possess the drive to manage your own pipeline and the passion to see projects through from inspection to completion.
Community-Minded Collaborative Spirit: You thrive in a supportive, diverse environment. As proud supporters of organizations like the National Women in Roofing (NWIR), we value inclusivity, mentorship, and lifting each other up.

Why Work With Us?

When you join Diamond Shield Roofing, you aren't just getting a job—you're getting a seat at the table of a values-first business. We provide competitive compensation, hands-on mentorship from a licensed contractor, and a positive company culture where your voice and hard work are truly valued.

Apply now

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