Head of Sales (Remote or San Francisco)

Remote /
Sales /
🏗 What problems are we solving?

We're on a mission to modernize finance for construction, an industry that employs 1 out of every 10 workers, but lacks good software tools to get the job done. Payments in construction are fundamentally broken — the antiquated billing process hasn't evolved in decades, and construction is one of the slowest industries to get paid in. We've found a unique wedge into this huge market and are growing quickly.

🔨 Why are we building this?

Millions of hardworking people are affected by this broken system — in turn making construction more expensive and inefficient for society every year. When everyone up and down the chain is on the same page with payments, contractors can focus on actually building, instead of mountains of paperwork. We’re reimagining construction finance to help contractors get paid, grow their business, and build a better future for all of us.

🕺 The Role

As Siteline's first full-time Head of Sales, you’ll be responsible for developing and executing the full sales cycle for an early stage, high-growth startup as well as building and managing a high-velocity inside sales team.

While we're still early, our customers LOVE the solution and we're seeing great momentum. One customer was able to go on vacation for the first time in two years because of Siteline. Another asked to sign a 10-year contract. We've sparked something meaningful and need someone (you!) to come pour fuel on the fire.

In this role, you'll work closely with Siteline's Marketing, Construction Solutions, Product, Leadership, and other teams. As the leader of the sales org, you'll also set the tone and culture of the organization for years to come.

🎒 Responsibilities

    • Strategy: Develop and implement a sales strategy to exceed revenue targets and expand customer base
    • Team Leader: Build, train, and lead a high-performing remote team of AEs, SDRs, and managers to support ambitious growth objectives
    • Playbook: Refine sales playbook and processes
    • Operations: Oversee the creation of reports and key sales metrics, including accurate forecasting and pipeline management. Evaluate the sales tool stack and adopt new tools to maximize leverage.
    • Visibility: Effectively communicate key successes, challenges, pipeline, and forecasts to the team
    • Collaboration: Collaborate with Marketing to create collateral, campaigns, and positioning. Collaborate with Construction Solutions on customer happiness, renewals, customer onboarding & implementation, and expanding industry presence. Collaborate with Product and leadership on new initiatives to accelerate growth.
    • Culture: Create a culture of winning and continuous improvement

👀 What We're Looking For

    • 8+ years of experience in progressively senior commercial leadership roles within B2B SaaS, preferably selling to commercial construction
    • Strong track record and at least 2+ years of building and leading high-performance mid-market inside sales teams. Ideally has managed teams of 15+ reps and 1 or more managers.
    • 2+ years in a fast-paced startup or high growth sales environment, and excitement to do it again
    • Knowledge of CRMs, email automation platforms, conversational intelligence software, and other tools
    • Fearless and effective sales skill coach who can hold reps accountable
    • Ability to work well with ambiguity, solve problems, and think on your feet
    • Inspirational and professional communication skills across any medium
    • Passion for process improvements, and ability to see those through to completion
    • Strong metrics orientation with a proven methodology to set achievable goals, regularly measure productivity/progress, and adjust in real-time

🍪 Brownie Points

    • Commercial construction sales experience
    • Experience taking a company from Seed/Series A through Series C and beyond

🦉 Benefits

    • Work with our world-class team! From Hudson Yards to Apple Pay, Google, Stripe, & PlanGrid, we've tackled ambitious projects used by millions of people around the world.
    • Competitive salary and equity compensation
    • Comprehensive medical, dental, and vision insurance
    • Flexible vacation
    • WFH stipend and utilities reimbursement
    • 401(k)
    • Top-notch equipment setup
    • Access to our investor community, including network and mentorship programs. Our leadership (including a serial entrepreneur) places a high value on mentoring future leaders and entrepreneurs.
👫 Company values

Be worthy of trust
We work to create an environment where our customers, partners, and teammates feel safe and supported, always. We take a long-term view of relationships and follow through on the promises we make. We are committed to building a culture where everyone feels like they belong and actively prioritize diversity, equity, and inclusion.  

Focus and flow
We are selective about the problems we solve and how we solve them. Focusing on the right things helps us work in a flow state, resulting in more creative ideas, faster progress, and greater impact. We establish clear areas of ownership, so we know who's got the ball on what.  

Create magic
We love our customers and work backwards from their needs. We sweat the details and work relentlessly to build smarter systems that solve real problems. We take big swings and look toward the long term, finding moments of delight along the way. 

Keep learning
We are curious, open-minded, and unafraid of the unknown. We actively invest in learning because we believe that when we grow as individuals, we grow as a team. We challenge ourselves to aim higher and make better mistakes every day. 

At Siteline, we're looking for people with passion, grit, and integrity. We encourage you to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. We know that diverse perspectives foster the innovation we need to be successful, and we are committed to building a team that encompasses a variety of backgrounds, experiences, and skills. Join us.