Find & Apply For Estimator Jobs in Pleasant Hill, California

Project Estimator Woodiwiss Painting - 4.0 Pleasant Hill, CA Job Details Full-time From $50,000 a year 3 days ago Benefits Health insurance Dental insurance Paid time off Employee assistance program Life insurance Qualifications Sales High school diploma or GED Business development Customer relationship management Prospecting Relationship management Outbound calling Full Job Description Project Estimator Wanted for High-Stakes Growth Rejection guaranteed on cold calls. Face-to-face drop-ins, demanding facility managers, and hard doors to break down. Long stretches without a signed commercial contract. Occasional "ship sandwiches" required to be eaten with a team-first attitude.

Full-time compensation:

$50,000 draw on commission + uncapped commissions (6% in-house deals / 9% self-generated deals). Realistic earnings of $90,000 to $130,000+ OTE for someone with the drive to hunt commercial pipelines and close warm residential appointments. The Mission At Woodiwiss Painting, we have built a dominant reputation in residential and commercial painting across Alameda and Contra Costa Counties—backed by hundreds of 5-star reviews on Google, Yelp, and Angie's List. Now, we are expanding our reach. We need a versatile sales professional who can split their time 50/50: taking warm, in-house generated residential estimating leads while aggressively hunting new commercial accounts. We aren't looking for someone to hide behind a desk sending mass emails. We need a boots-on-the-ground professional who understands that winning major $50,000 to $200,000 accounts starts with having the humility and hustle to land a small $5,000 touch-up job first. The Reality of the Role (50% Estimator / 50% BDR) Residential Project Estimator (50%):

Run Warm Appointments:

Conduct roughly 4 in-house generated residential estimating appointments each week across Contra Costa and Alameda Counties.

Scope & Proposal:

Measure projects, build detailed scopes of work, present proposals, and close residential painting contracts. Commercial Business Development (50%): Walk the

Pavement:

Physically show up to target commercial sites (Churches, Country Clubs, and Senior Living Facilities), shake hands, introduce Woodiwiss Painting, and establish rapport with decision-makers. Dig in the

Trenches:

Use LinkedIn and online research to identify key facility directors, execute cold outreach, and diligently track accounts in our CRM.

Network Relentlessly:

Represent the company at local Chamber of Commerce, BNI, and industry group meetings to build genuine local relationships.

Manage Existing Accounts:

Maintain and expand relationships with current accounts already in our CRM. Follow the

Playbook:

Be coachable. Learn our exact sales process, adopt our proven systems, and execute them faithfully.

Who Should Apply Trades/Sales Background:

Up to 2 years of BDR, sales, or estimation experience—ideally in painting, commercial trades, or construction. Local to the

Area:

You must live within commuting distance of Contra Costa and Alameda Counties for daily field appointments, site drop-ins, and networking events.

Grit & Accountability:

Unwavering resilience in the face of "no," an appetite for personal growth, and a genuine alignment with our core values: Serving the Other, Ownership, and Personal Growth.

Compensation & Benefits Base Draw:

$50,000 annually (Full-time).

Tiered Commission Structure:

6% Commission on closed in-house leads (residential appointments provided to you). 9% Commission on self-generated deals that you prospect, close, and produce.

Total Earning Potential:

$90,000 - $130,000+ uncapped OTE.

Vehicle Reimbursement:

$0.70 per mile for work-related driving using your personal vehicle. How to Apply Apply at www.woodiwisspainting.com with your resume and a brief note explaining why you have the grit to build this pipeline and represent our team.

Pay:

From $50,000.00 per year

Benefits:

Dental insurance Employee assistance program Health insurance Life insurance Paid time off

Work Location:

In person