Startup Core Account Executive in Chicago

Why p44LSP.ai? At project44, we believe in better — and p44LSP.ai is what better looks like for the logistics service provider market. For years, project44 focused on global shippers as our core customer. That focus worked. Our Shipper business is a category leader growing 20% year-over-year. That strength is what makes the next chapter possible. Shippers and LSPs are fundamentally different businesses. Shippers buy logistics software to support their core operations. Logistics Service Providers — freight forwarders, brokers, and 3PLs — sell logistics as their product. Their software is their competitive edge. They buy fast, build on APIs and agents, and reward teams that ship in weeks, not quarters. This is why we created p44LSP.ai: a dedicated, AI-native division built to serve the LSP market with the focus, speed, and resources it deserves. It's the scope and ownership of an AI startup, backed by the infrastructure of a $124M business — 259K carriers, billions of shipment outcomes, agents in production, and direct access to project44's data graph, carrier network, and enterprise relationships. This is a small, hand-picked team operating across Chicago, San Francisco, Bangalore, and the EU. Flat org. Forward-deployed engineering. AI coding tools across the workflow. Agents as the product surface. Customers who pilot in weeks and tell you what they think directly. The LSP market is moving fast. AI agent startups are growing 300%+ year-over-year, and seven of eight sell to LSPs. We have the data position, the platform, the customers, and now the team. We're hiring the engineers who will build it with us. AI at LSP44 Every LSP44 team member is expected to be an intelligent, hands-on user of AI - and for Product, that bar is even higher: the products you’re defining are AI agents. We don’t expect

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Recruiting team builds Stripe’s culture by connecting exceptional talent with our highest-impact business needs. We bring Stripe’s operating principles to life through thoughtful, consistent hiring practices, a high-quality candidate experience, and data-informed partnership with the business. What you’ll do Stripe is looking for a consultative, creative recruiter to support critical Core Business functions. You will partner with senior leaders who shape Stripe’s financial strategy, external narrative, long-term growth, and company-wide decision-making. This is a high-impact portfolio with varied talent markets, senior stakeholders, and roles where the quality of each hire can influence how Stripe operates and grows. You will own full-cycle recruiting, advise leaders on hiring strategy and market conditions, and build trusted relationships with candidates and hiring teams. Responsibilities Partner with senior leaders to understand business priorities, define hiring plans, and develop recruiting strategies that support headcount goals. Own the full recruiting lifecycle, from intake and sourcing through offer acceptance and onboarding handoff. Advise hiring teams on talent-market conditions, candidate availability, competitive dynamics, and hiring approaches for specialized and senior roles. Develop and execute sourcing strategies that build broad, qualified candidate pipelines for current and future hiring needs. Build strong candidat

About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Platform Velocity Sales team works with B2B Software Platforms to help them facilitate payments for their customers using our Stripe Connect product. Software Platforms, also known as B2B Indirect, are software platform businesses who serve other businesses. You will work with the next wave of startup platforms already using Stripe. As a key member of the Stripe Platforms team, you will manage and elevate relationships with a named account list while identifying new growth opportunities and ways Stripe can exceed expectations. What you'll do As an Account Executive (Existing Business), you will create partnerships between Stripe and the most innovative and fastest-growing software platforms in the world by helping them to understand how Stripe's online commerce infrastructure can make payments a competitive advantage for their businesses. Responsibilities Directly manage and cultivate a named account list while crafting comprehensive account plans aimed at winning and expanding business with upper middle market and enterprise companies. Build and sustain key relationships with C-level executives, ensuring the orchestration of appropriate executive touchpoints. Contribute to the development of our platform partnership strategy by establishing repeatable processes and scalable engagement models. Develop outbound strategies to create and nurture new business opportunities. Own the complete sales cycle, from lead generation to closing sales with

Who We Are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team As a Senior SD Manager, you will drive Stripe’s future growth engine by leading a team of SDRs supporting our Startup and Velocity Users. You will be working with the Stripe’s Sales teams to build Sales people and pipeline for the business. As a Senior SD Manager, you’ll lead and coach a group of high-performing Managers and SDRs, helping them deliver on ambitious targets, as well as roll up your sleeves to work directly with the team. We are looking for a self-starter who has demonstrated what it means to take an AI-supported approach to sales, success dealing with ambiguity, operating in a high-growth environment, working with cross-functional partners to lead charge change management initiatives. As a cross-functional leader, you will also work closely with cross-functional partners on an evolving AI-supported sales development model that accelerates the impact that we have for our Users. Ideal candidates will have management experience scaling a technology Sales Development team and superior communication skills. We take an AI-forward yet people focused approach to Sales Development, and are looking for someone who enjoys building – who will actively participate in the development of sales processes, the articulation of Stripe’s value proposition, and the creation of key tools and assets to measure success. Stripe is not a typical company, and this is not a typical sales development function. If you’re hungry, smart, persistent, an

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team Stripe’s Funded Startup AE team sits within our New Business Sales function and is responsible for closing net-new accounts for Stripe. Customers range from pre-revenue companies going through accelerator programs, to larger Series A/B companies considering long term payment partners. You have the opportunity to sell the entire suite of Stripe products and run the full sales cycle through onboarding. What you’ll do As a Startup Sales Manager at Stripe, you will play an instrumental role in fueling Stripe’s growth through new customer acquisition. In this role, you will build and lead a team of high-performing Account Executives, helping them to develop their skills and deliver on their ambitious targets, as well as roll your sleeves up to work directly with customers. We are looking for a proactive leader who has demonstrated success dealing with ambiguity, operating in a high-growth environment, managing high-performing teams and solving complicated problems with limited oversight. Ideal candidates will have management and leadership experience scaling a technology sales team and possess first-class analytical, communication and relationship-building skills. Responsibilities Recruit, develop and lead a team of Account Executives who focus on VC funded, tech-forward businesses Work with senior leadership to develop the long-term vision and strategy for the team, and manage day-to-day operations with a focus on performance against key s

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Platform Sales team works with B2B Software Platforms to help them facilitate payments for their customers using our Stripe Connect product. Software Platforms, also known as B2B Indirect, are software platform businesses who serve other businesses. Platforms already using Stripe include Shopify, Lightspeed and Mindbody. As a key member to the Stripe Platforms team, you will manage and elevate relationships with a named account list while identifying new growth opportunities and ways Stripe can exceed expectations. What you’ll do As an Account Executive (New Business), you will create partnerships between Stripe and the most innovative and fastest-growing software platforms in the world by helping them to understand how Stripe’s online commerce infrastructure can make payments a competitive advantage for their businesses. Responsibilities Directly manage and nurture a named account list and develop account plans for winning and expanding business with upper middle market and enterprise companies Build and maintain key relationships with C-level executives, while orchestrating touchpoints with Stripe executives Contribute to shaping our platform partnership strategy and building repeatable processes and scaled engagement models Develop and execute outbound strategies to create and nurture opportunities Own the full sales cycle from lead to close for Startup, SMB and mid-market platforms Coordinate and support the implementation for so

Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works. We are seeking a Senior Manager, Strategic Initiatives to join our Product Operations team and lead the charge in identifying and launching our next growth horizons. This is a high-octane, "General Manager" style opportunity to build new business lines from scratch—connecting our 10M+ flexible workers (“Pros”) with new industries and service categories. You will be tasked with parachuting into highly ambiguous, high-impact expansion initiatives to ignite the marketplace flywheel, prove unit economics, and transition new bets from "0 to 1." Who You Are Founder Mindset & Bias for Action: You have a "get-it-done" attitude and are willing to do whatever it takes to launch a category—whether that’s manually matching shifts, cold-calling early partners, or testing ground-level operational processes. You don't wait for permission or perfect data; you deliver results. Strategic & Curious: You think big-picture while staying fiercely grounded in data and execution. You are comfortable with fast iteration, navigating complex requirements, and solving unstructured problems in a rapidly evolving marketplace. Multi-disciplinary Executor: 6+ years in finance, operations, consulting, or high-growth startup environments. You have a proven track record of owning chaotic, ground-level execution and turning early momentum into sustainable success. Technical & Analytical Depth: You have a technical toolkit fueled by AI, using data to unearth new insights, build business cases, and measure the success of yo

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Platform Sales team is a highly consultative, enterprise sales team that is responsible for some of Stripe’s largest and fastest growing partners. Stripe helps software platforms offer more value to their customers by embedding Stripe’s powerful payments technology into their solution. As a Platform Sales Manager, you will play a critical role on our go-to-market leadership bench-- leading a team of AEs to make payments-as-a-service a competitive advantage for high-growth organizations. What you’ll do Drive sales growth through successful leadership, organizational planning, customer service and outstanding execution Oversee the expansion of Stripe’s footprint with global saas platforms Make hiring decisions, honing our ideal candidate profile and onboarding strategy Create structure and focus for GTM ideas and product sales campaigns that the product team is exploring. Drive execution and measurement. Analyze results and make recommendations for action in a timely manner. Define key sales support mechanisms, processes, and programs to meet the rapid growth of the business and achieve revenue attainment and market development objectives Build a world-class organization and write the playbook for the era of monetizing payments on platform Responsibilities Lead a team of sophisticated Existing Business, Platform AEs focused on expanding our global footprint with enterprise SaaS platforms Drive deal strategy and partner across the

About the Team The DoorDash Mid-Market Grocery team manages the strategic vision, acquisition, and growth of the largest regional grocery partnerships across North America. About the Role The Grocery Partnerships Associate will support DoorDash’s efforts to acquire, grow, and deepen partnerships with grocers and CPG brands across the industry. As digital grocery continues to expand, DoorDash is investing to become a leading partner to the sector. Reporting to a Grocery Partnerships Manager, you will help drive strategic partner initiatives and support the growth of key merchant relationships. This role requires flexibility across remote work, in-office collaboration, and travel to meet with merchant partners. You’re excited about this opportunity because you will… Steer the development, adoption and scaling of new business opportunities Develop long-term business plans alongside our partners for their multi-channel customer strategies Maintain pitch decks and sales content to help create new business opportunities Build product testing and roll-outs on the ground with grocery and cross-functional team members Work with partners across DoorDash to align companywide resources to help build-out our partners' digital businesses We’re excited about you because… You’re Impact Motivated -- You have a natural desire to improve the overall business You’re Curious -- You love digging into low levels of detail to extract insights You’re Strategic -- You love to find the win-win in developing novel agreement structures to grow business with partners You’re Resourceful -- You are happy juggling many priorities concurrently and being creative with solutions to move fast You’re Collaborative - You enjoy working with lots of different people, both external and internal Qualifications: 3-5 years of account management, consulting, banking, or strategic partnerships in technology or high growth / early stage startups 3+ years of cross-functional operational experience Bach

Who We Are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world's largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About The Team The Solutions Architecture (SA) organization helps Stripe's most strategic customers design and validate technical solutions that drive their business forward. Within SA, our team builds the tools, workflows, and custom technical assets that make the broader SA org more effective—turning individual ingenuity into org-wide capability. We are looking for AI Engineers who are energized by working close to the business and the users we serve. You'll operate as an embedded, high-context engineer focused on the highest-leverage opportunities across the SA org—building production-quality tooling, supporting our most strategic engagements, and shipping automation that meaningfully improves how Solutions Architects work every day. What You'll Do As an AI Engineer, you'll be embedded directly with the Solutions Architecture team—building alongside them, deeply understanding their workflows, and shipping tools and automation that permanently change how they operate. Your measure of success is SA productivity: the engagements you've accelerated, the workflows you've transformed, and the tools you've built that the org adopts as default. You'll ship code daily. You'll discover where SAs lose time and build high-impact solutions. You'll take what works for one person and scale it to work for the org. And when our most strategic customer engagements need custom technical assets, you'll build those too. This is a role for someone who wants to work at the in

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team Stripe’s SMB Solutions Architecture (SA) team works with technical and business leaders (CTO/ CIO/ CEO/ Founders etc.), payments leaders and product engineering teams in the mid-market segment to evangelize Stripe’s solutions in the market. A solutions architect’s role is to build relationships with decision makers and think strategically about the business needs of Stripe’s customers. Solution Architects identify and propose Stripe solutions to solve complex business challenges and drive growth for our customers. SAs establish and prescribe best practices around a customer’s strategy, provide business and technical thought leadership and are viewed as a trusted advisor. They work on scaling business processes aligned to maximizing account coverage while working closely with customer and partner resources to deliver a solution that can be adopted quickly. What you’ll do As a member of the team, the Solutions Architect will build highly consultative trusted relationships with c-level executives and technical decision makers in the customer’s organization to provide business and technical thought leadership, and become a trusted advisor in solving mission-critical business challenges. She/he will architect business models with them so they can drive new monetization opportunities and growth for both the user and Stripe. Responsibilities Drive thought leadership and build executive relationships with key business and technical stake

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team Stripe’s Customer Success Managers are ultimately responsible for the complete post-sales lifecycle of a Stripe user, and through your partnership, users will derive maximum value from their investments, leading to project success, retention, and renewal. Few roles provide such a direct impact on the growth of the company. What you'll do We're looking for a motivated and curious professional to manage a book of enterprise customers. The CSM delivers proactive workshops, business reviews, payments insights, and thought leadership to help users grow their business. The ideal candidate is detail-oriented and meticulous, and enjoys engaging customers to investigate issues and deliver insights. This role involves working closely with sales, technical account managers, and operations teams to engage customers in product, payment, and technical conversations. Responsibilities Partner closely with account executives and technical account managers to support post-sale engagements focused on the optimization, retention, and growth of enterprise customers Manage a book of customers to drive overall account health including performance, product adoption, usage velocity, account renewals and growth, referrals, and customer satisfaction Serve as a trusted payments and product advisor to managed customers by delivering payment performance and industry insights Perform business reviews to align on user priorities, review payments performance metrics,

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone’s reach while doing the most important work of your career. About the team The Business Value Consulting and Proposals team supports long-term growth and value creation for Stripe’s largest and most strategic users. We translate Stripe's technical capabilities into measurable business outcomes and create value-led proposals that help secure and expand relationships with leading organizations. What you’ll do As a Proposal Lead, you’ll manage requests for proposals and requests for information (RFPs and RFIs) for Stripe’s largest pursuits. You’ll develop proposal strategy and narratives, coordinate contributors across Stripe, and deliver high-quality submissions that address customer requirements. You’ll also improve the processes, templates, and tools that help Stripe manage proposals consistently and at scale. You’ll bring structure to complex pursuits, build trusted relationships, and communicate clearly with contributors and leaders. This role is a good fit for someone who can balance strategic thinking with detailed execution while managing multiple deadlines and priorities. Responsibilities Lead the end-to-end bid management process, including reviewing bid invitations, supporting bid or no-bid analysis, defining the response strategy, and establishing timelines Translate customers’ business and technical requirements into clear, persuasive proposals that communicate Stripe’s value and competitive advantages Develop proposal content, including executive summaries, value propositions, and recommendations r

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Customer Success team oversees the post-sales lifecycle for Stripe users, ensuring they realize the maximum value of their investment. This partnership drives user success, increases retention and expansion, and supports mutually beneficial renewal outcomes. Few teams provide such a direct impact on the growth of the company. The Customer Success Strategy & Operations team sits at the center of how Customer Success operates at Stripe. This role shapes both the function’s day-to-day operating model—from leadership forums and territory and compensation design to the systems and cadences that enable execution—and its long-term direction. You will lead annual planning, OKR development, and engagement-model design to ensure CS is positioned to deliver for users and scale effectively. This is a true ‘Business Partner’ role; you will serve as a trusted thought partner to Customer Success leadership—combining strategic insight, operational rigor, and hands-on execution. You will help translate CS priorities into actionable plans, drive cross-functional initiatives, and build the operating mechanisms that enable teams to make better decisions, execute consistently, and scale effectively. If you enjoy moving between strategic problem-solving and hands-on execution—and bring a roll-up-your-sleeves mindset—this role is for you. What you’ll do The near-term focus of this role is on evolving and scaling the foundations of the Customer Success

Who we are About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team Stripe has a growing focus on our Renewals business and opportunity to drive growth. Our team provides strategic & operational partnership to those specialized sellers, cross-functional product partners, and leadership. Partnership is provided across three pillars: Strategy and planning Operations Analytics and insights Within the GTM Strategy & Operations organization, our team, the renewals team of our GTM Post Sales Strategy & Operations is focused on driving business changes across business operations, insights, process, and tooling. We facilitate incremental Stripe productivity improvements to help our specialized sellers deliver key revenue results for their remit and drive Stripe Revenue. We are a global team with resources in the Americas, Europe and Asia Pacific. What you’ll do Our team is still very nascent, with the majority of our near term focus on building business foundations, which necessarily entails a focus on operational projects (process design, business cadences, systems work). This analyst is a critical person to the foundations and scale of the Renewals business. Their role includes: measuring and providing insights on performance, forecasting, and process improvement. Responsibilities : Set annual and quarterly SOKRs and track performance. Build actionable reports and insights for leadership reporting forums. Prepare for QBRs and other leadership meetings. Examine operational or finan