Account Executive/GTM Strategist

Company Description

Outbidd is revolutionizing how owners, retailers, and construction managers manage their projects. Our AI-powered platform transforms hours of manual bid analysis into minutes of intelligent insights, eliminating the chaos of spreadsheets and email chains that plague the construction industry.

We've built something real, tested it with actual construction professionals dealing with real projects and real deadlines, and have onboarded over a dozen organizations since we launched. Now we need someone who can help us take this to the next level.

Role Description

This isn't just an Account Executive role. As our first go-to-market hire, you'll be instrumental in shaping our entire GTM strategy from the ground up. You're joining at a pivotal moment—we have a strong initial user group and serious momentum. What we need now is someone who can help us turn that into explosive growth.

You'll own the entire customer lifecycle: lead generation, qualification, sales, and customer success. You'll work directly with our CEO, Zachary Sette, every single day. And if you prove yourself, you'll have the opportunity to grow into a serious leadership role as we rapidly expand in 2026 and beyond.

What You'll Do

Build the Foundation

• Own and refine our go-to-market strategy alongside leadership
• Generate and qualify leads through multiple channels (outbound, events, partnerships, referrals)
• Build and manage your pipeline from first touch to closed deal to successful customer

Drive Revenue

• Sell to both SMB companies and enterprise accounts
• Navigate complex sales cycles with multiple stakeholders
• Consistently hit and exceed quota with uncapped commission potential
• Become an expert on our platform and the owner’s rep pain points we solve for

Shape the Future

• Provide critical feedback on product, messaging, and market fit
• Help establish our sales playbook and processes
• Represent Outbidd at industry events, conferences, and tradeshows (approximately 1 per month)
• Lay the groundwork for building out a sales team you could potentially lead

Qualifications

• Business development and sales skills, including client prospecting, negotiation, and closing deals
• Experience in go-to-market strategy planning and execution, market analysis, and competitive positioning
• 3+ years in sales or as an Account Executive selling SaaS platforms
• Proven track record selling to both SMB and enterprise customers
• Construction industry experience (this is non-negotiable—you need to understand the space)
• Early-stage startup experience where you've worn multiple hats and figured things out
• Demonstrated success with lead generation and qualification
• Proficiency with HubSpot or Salesforce
• Experience with lead generation and data enrichment tools like Apollo, Clay, LinkedIn Sales Navigator, etc.
• Excellent written and verbal communication skills
• Strong bonus: LinkedIn creator/marketing skills
• Self-starter mentality—you don't wait to be told what to do
• Genuine interest in building something from scratch
• Competitive drive with a team-first attitude
• Comfort with ambiguity and rapid iteration
• Willingness to roll up your sleeves and do whatever it takes
• US work authorization

What We're Offering

Compensation & Equity

• $140-160k OTE (competitive base + commission at quota)
• Uncapped commission structure with favorable rates—blow past your quota, blow past your OTE
• Real equity—not 1,000 shares out of 10 million. We're talking meaningful ownership in what we're building together

Work Environment

• Hybrid model: Flexible split between our Philadelphia office and remote work
• Unlimited PTO (we mean it—work hard, play hard)
• Direct access to leadership and real influence on company direction
• Fast-paced environment where things actually get done

Growth & Development

• Ground-floor opportunity to shape our GTM strategy
• Clear path to leadership as we scale
• Monthly industry events and conferences
• Be part of something that's solving real problems for an industry that desperately needs it

The Real Talk

This role requires commitment. We're looking for someone willing to put in 10-12 hour days, minimum five days a week. Not because we want to burn anyone out, but because we're in the building phase and there's real work to do. We balance that intensity with unlimited PTO and a culture that values results over face time.

You need to be someone who gets energized by the challenge, not drained by it. Someone who wants to prove they can build something significant and is ready to grow fast alongside the company.

If you're looking for a cushy 9-to-5 where someone else has figured everything out, this isn't it. But if you want to build something real in an industry ripe for disruption, with meaningful stake and the opportunity to shape a company from the ground up, let's talk.

How to Apply

Apply on LinkedIn or send your resume and a note telling us why you're the right person for this to zach@outbidd.com. Skip the generic cover letter—we want to hear about your experience in construction, your best sales win, and why you're excited about what we're building. Following our LinkedIn page never hurts either to show you have real interest in what we’re building. It also lets us know you actually read this whole post.

Subject line: First GTM Hire - [Your Name]

Outbidd is based in Philadelphia, PA and welcomes applicants from across the United States but has a preference of at least 3 days per week in office. Willing to entertain full remote option for the right candidate but would prefer hybrid model.