Senior Account Executive, Spend (GTM Launch)

Perk•Chicago, IL

7d•$200,000 - $200,000•Hybrid

About The Position

Perk is seeking elite sales professionals to build and lead its new dedicated Spend team in the North American market. This is a ground-floor opportunity to shape a category, build a book of business from scratch, and grow with the product as it scales. This role focuses on selling Perk's integrated Spend management platform, which includes T&E, AP, procurement, and card programs. It requires experience in complex, multi-stakeholder deals involving Finance, Procurement, IT, and the C-suite. The position is based in or requires relocation to Boston, USA, and involves an IRL-first approach with 3 days a week in the office.

Requirements

3-5+ years of full-cycle B2B sales experience, with a meaningful portion spent selling Spend Management, expense management, AP automation, procurement, ERP, or adjacent fintech / finance tech solutions.
A genuine hunter mentality — you're energized by building pipeline in a new market, not just managing inbound or an existing book.
Experience navigating complex, multi-stakeholder enterprise deals where Finance or Procurement is a key buyer or champion.
The ability to speak credibly to financial workflows: you understand how companies think about spend controls, approval chains, policy compliance, and reconciliation — and you can hold your own with a CFO or Controller.
A track record of meeting or exceeding quota in a competitive, complex-sale environment.
Comfort operating in an early-stage or scale-up environment — you're resourceful, adaptable, and don't need a fully built playbook to be effective.
Excellent communication skills, particularly in structuring and delivering compelling business cases through video and in-person executive conversations.
Experience with Salesforce and a data-driven approach to pipeline management and forecasting.
A growth mindset and strong integrity — you win the right way, and you're invested in the long-term success of your customers.
Eligibility to work in the USA, based in or willing to relocate to Boston

Nice To Haves

Experience at a company in the spend management or corporate card space.
Familiarity with ERP integrations (NetSuite, SAP, Microsoft Dynamics) as part of a sales process.
Experience in a tiger team, market launch, or early GTM hire role at a scaling company.
Knowledge of the travel + spend intersection — understanding how unified T&E and AP workflows create outsized value for Finance teams.

Responsibilities

Own the full sales cycle for Perk Spend — from outbound prospecting and pipeline generation through discovery, multi-stakeholder demos, commercial negotiation, and close.
Build net-new pipeline through strategic outbound activity across phone, email, LinkedIn, and industry networks, targeting mid-market and enterprise Finance, Procurement, and Operations leaders.
Run consultative, insight-led discovery to understand the real complexity of a prospect's spend workflows — T&E, AP, procurement, card programs — and map Perk Spend's capabilities to those needs.
Navigate multi-threaded deals involving CFOs, Controllers, IT, and Procurement, building consensus and managing competing priorities across the buying committee.
Develop and deliver tailored business cases and ROI narratives that resonate with financial decision-makers, not just end users.
Partner closely with Solutions Engineering, Implementation, and Customer Success to ensure prospects understand the full platform value and customers land successfully.
Contribute to our go-to-market playbook as an early Spend hire — sharing market feedback, refining messaging, and helping shape how we position this product in the US.
Maintain rigorous pipeline hygiene and accurate forecasting in Salesforce, operating with the discipline of someone who takes ownership of their number.

Benefits

Competitive compensation including equity in Perk
Generous vacation days
Comprehensive benefit plans covering medical, dental, vision, life, and disability from day one
401k / Roth with company matching, plus HSA or FSA
Wellhub gym benefit subscription
Adoption benefits
Paid parental leave of 12–16 weeks
Global presence and hybrid working style
Unforgettable Perk events, including annual travel to our Barcelona hub
Learning, coaching, and professional development support
Free Springhealth therapy and coaching sessions
Exponential growth opportunities — including leadership tracks as the Spend team scales
16 paid volunteer hours per year for a cause of your choice
"Work from anywhere" allowance of 20 working days per year