Senior Account Executive

Location: Remote (US & Canada)     Reports to: VP of Sales

About Portless

Portless is a tech-enabled 3PL that helps DTC brands ship directly from Asia to customers worldwide in 5-9 days. We're transforming how ecommerce brands think about fulfillment by eliminating the traditional 60-90 day ocean freight model and replacing it with faster, more flexible, cash-flow friendly logistics.

We're venture backed and growing fast. Our customers include brands shipping everything from apparel to consumer electronics, and we operate in 55+ countries. We're on a mission to make global fulfillment as seamless as domestic shipping.

The Role

We're scaling our sales team to match our ambition, and we're looking for a Senior Account Executive who can run full-cycle deals from qualified opportunity to close.

As a Senior Account Executive, you'll own the sales process for DTC brands doing $15M+ in GMV. These are scaled brands with complex supply chains, larger buying committees, and significant fulfillment spend. You'll navigate longer sales cycles, build relationships with senior decision-makers, and close high-value contracts.

This isn't an inbound-only role. Our deals require proactive pipeline development through ABM strategies, executive engagement, and strategic networking.

What You'll Do

• Own the full sales cycle from qualified opportunity through implementation, including discovery, demo, proposal, negotiation, and close.
• Run consultative discovery to deeply understand each prospect's fulfillment setup, pain points, growth goals, and decision-making process.
• Build compelling business cases that quantify the value of Portless in terms of cash flow improvement, reduced inventory lead time, and international expansion.
• Drive your own pipeline through ABM strategies, executive outreach, networking, and strategic account development.
• Partner with BDRs to develop target account strategies and ensure high-quality handoffs.
• Collaborate cross-functionally with Onboarding and Client Success to ensure smooth customer transitions.
• Maintain CRM discipline with accurate forecasting, deal stage updates, and activity logging in HubSpot.
• Contribute to the playbook by sharing what's working, refining messaging, and helping the team get better.

What We're Looking For

Must-haves:

• 5+ years of full-cycle closing experience in B2B SaaS or tech-enabled services.
• Proven track record of hitting or exceeding quota, with experience closing deals in the $300K+ ACV range.
• Experience navigating complex sales cycles with multiple stakeholders and longer timelines.
• Demonstrated ability to build relationships with senior decision-makers (C-suite).
• Strong discovery skills with the ability to uncover business pain and tie it to quantifiable outcomes.
• Experience with CRM and sales tools (HubSpot, LinkedIn Sales Navigator, Gong, etc.).

Nice-to-haves:

• Experience selling to ecommerce, DTC, or retail brands.
• Familiarity with logistics, supply chain, 3PL, or fulfillment industry.
• Experience with usage-based pricing models.
• Previous experience at a high-growth startup where you helped build the sales motion.

The intangibles we care about:

• Coachable: You actively seek feedback and apply it fast.
• Capable: Sales is a craft to be mastered, you care about doing so.
• Resilient: You navigate complex deals and setbacks without losing momentum.
• Driven: You're motivated by achievement and like to compete.
• Low-Ego: If you aren't a team player you will fail here.

Why Portless

Ownership from day one: You'll have real territory, real quota, and real autonomy to run your business.

Coaching culture: Our sales team operates on a "One Thing" coaching philosophy: focused, actionable feedback every week to help you improve.

Product that sells: DTC brands are under pressure to improve cash flow and expand globally. Our value prop is concrete and differentiated.

Growth trajectory: We're scaling fast. High performers will have opportunities to move into leadership or new market expansion.

Compensation & Benefits:

• Competitive compensation
• Equity
• Full benefits
• Remote-first with occasional team onsites