
Showpad · Chicago
Account Executive, Enterprise- US Location: This role requires working from our Chicago or Boston office two days per week, or from one of our hub locations (A...
Account Executive, Enterprise- US
Location: This role requires working from our Chicago or Boston office two days per week, or from one of our hub locations (Austin
or New York City) twice a month in a co-working space.
About the position
As an Account Executive you will play an essential role in Showpad as you will have a massive impact on its growth. Our sales team
shares the Showpad success story with organizations around the world and helps them understand the value Showpad offers to align
Sales and Marketing. With an extra Account Executive, Showpad can grow even faster and stronger!
Support to team-sell your way to winning new logos
About Showpad
At Showpad, we’re focused on empowering others to be at their best. As a global leader in AI-powered revenue effectiveness, we
provide revenue teams with the platform they need to prepare sellers, engage buyers, and drive predictable revenue. Since our 2025
merger with Bigtincan, we have created the industry’s first unified platform specifically designed for complex, field-selling
organizations, serving more than 2,000 customers across 50 countries.
As an employer, we provide our employees with opportunities to grow, make a meaningful impact, and bring their authentic selves to
work. Our culture stems from our values, which center on achieving maximum impact for our customers and fostering global
collaboration, diversity, and a genuine passion for innovation. We’re a team of authentic, good-natured ass-kickers, and we’ve
been recognized as a top workplace by Built In Chicago and Inc. Magazine.
Why Join Us Now?
Showpad is powering the next generation of field selling success through accelerated innovation, expanded global reach, and a more
holistic engine to drive growth and lasting value. You’ll join a team shaping what’s next, working with smart, driven people who
care deeply about making an impact (and aren’t afraid to challenge the status quo).
Our Global Footprint
Founded in 2011, Showpad is a global company with 500+ people (post-merger) working from offices and regional hubs around the
world including Chicago, Boston, Ghent, London, Munich, Brussels, San Francisco, and Sydney. We are consistently recognized as a
Leader in the Forrester Wave™ and a “Customers’ Choice” by Gartner® Peer Insights.
What you can expect from Showpad
We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed,
they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to
encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid
time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional
stretch assignments, you can expect Showpad to support you.
We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified
applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or
expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of
identity.
This organization participates in e-verify
For more information on e-verify, click here
Account Manager, Commercial Location: Chicago, Boston or Austin. Open to remote US. About the Position We are seeking a Commercial Account Manager to drive growth across a portfolio of mid-market customer accounts. You will own the full customer lifecycle — from onboarding through renewal and expansion — while identifying new revenue opportunities within your book of business. Key Responsibilities * Achieve quarterly and annual revenue targets across your commercial account portfolio * Identify and execute upsell, cross-sell, and expansion opportunities * Manage a healthy pipeline of qualified opportunities through proactive outreach, networking, and relationship building * Develop and maintain account plans for key customers * Engage the right stakeholders to demonstrate the value of the Showpad platform * Deliver accurate pipeline forecasts and reporting * Partner with BDRs, Customer Success, and Solutions Engineers to support the sales cycle * Negotiate and close renewals and expansions in line with company objectives * Serve as a trusted advisor to customers, promoting best practices and product adoption * Track and report on market trends, customer feedback, and competitive activity Key Performance Indicators * Quarterly and annual revenue attainment * Pipeline volume and quality * Customer satisfaction, retention, and renewal rates * Forecast accuracy What We're Looking For * 2–4 years of experience in a SaaS or software sales or account management role * Demonstrated track record of meeting or exceeding revenue targets * Strong communication and presentation skills * Experience engaging mid-level stakeholders (Directors, VPs) * Solid negotiation and closing skills * Ability to manage a high-volume account portfolio with strong organizational skills * Collaborative mindset — comfortable working cross-functionally with CS, presales, and product teams * Bachelor's degree or equivalent experience About Showpad At Showpad, we’re focused on empowering others to be at their best. As a global leader in AI-powered revenue effectiveness, we provide revenue teams with the platform they need to prepare sellers, engage buyers, and drive predictable revenue. Since our 2025 merger with Bigtincan, we have created the industry’s first unified platform specifically designed for complex, field-selling organizations, serving more than 2,000 customers across 50 countries. As an employer, we provide our employees with opportunities to grow, make a meaningful impact, and bring their authentic selves to work. Our culture stems from our values, which center on achieving maximum impact for our customers and fostering global collaboration, diversity, and a genuine passion for innovation. We’re a team of authentic, good-natured ass-kickers, and we’ve been recognized as a top workplace by Built In Chicago and Inc. Magazine. Why Join Us Now? Showpad is powering the next generation of field selling success through accelerated innovation, expanded global reach, and a more holistic engine to drive growth and lasting value. You’ll join a team shaping what’s next, working with smart, driven people who care deeply about making an impact (and aren’t afraid to challenge the status quo). Our Global Footprint Founded in 2011, Showpad is a global company with 500+ people (post-merger) working from offices and regional hubs around the world including Chicago, Boston, Ghent, London, Munich, Brussels, San Francisco, and Sydney. We are consistently recognized as a Leader in the Forrester Wave™ and a “Customers’ Choice” by Gartner® Peer Insights. What you can expect from Showpad We welcome every voice and are committed to building a truly inclusive environment where your differences are not just welcomed, they are celebrated. We’re building a best-in-class experience for our employees and are always identifying opportunities to encourage our team to be their authentic selves. Whether that’s paid parental leave, paid holidays (including Juneteenth and paid time off to vote), paid time off to volunteer at non-profit organizations, personal development opportunities or professional stretch assignments, you can expect Showpad to support you. We are committed to creating a diverse and inclusive organization and are proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, pregnancy, disability, age, veteran status, or other dimensions of identity. This organization participates in e-verify For more information on e-verify, click here
ABOUT US Risk Ledger is developing a network of connected organisations, all working together to defend against cybersecurity attacks in the supply chain. Organisations rely on us to establish trust, through sharing their security maturity and visualising the risks posed by their supply chain ecosystem. And we’re already trusted by customers like ASOS, British Airways, BAE Systems and the NHS. We are putting together an amazing and talented team from a diverse set of backgrounds and skillsets to drive us towards our vision. Risk Ledger is built on the respect we have for one another and our users, united by our shared values and mission. Every one of us is still learning: it’s how we grow as individuals. We’re curious. We’re ambitious. And we’re humble and honest. At Risk Ledger, we aim high to find the best solutions we can and always put our users first. THIS ROLE: Risk Ledger is expanding into the US, and we’re looking for our first dedicated in-market marketing hire. Working directly with Matt Fox, US Regional Sales Director, you will own the top of the funnel. While you will collaborate closely with our UK-based Head of Marketing and marketing team to leverage their core systems, your day-to-day mission is to build awareness and capture demand to fuel our US go-to-market motion. This role is perfect for a hands-on, commercially minded marketer who thrives on autonomy and is excited by the challenge of building a new market from scratch. This is a broad regional role covering campaigns, events, content localization, HubSpot execution, and local market learning. Your goal is simple: enhance steps 1 and 2 of our machine, create momentum in the US, and establish a predictable pipeline engine. WHAT YOU’LL BE DOING: You will own the Top of the US Funnel to establish our footprint, focusing heavily on generating and capturing demand while the rest of the GTM team focuses on conversion and closing. * Step 1: Demand Generation (Cold ICP → Awareness): Turn our cold US Ideal Customer Profile (ICP) into highly aware prospects. You’ll design and execute regional campaigns, leverage digital channels, and create buzz to get Risk Ledger on the radar of US security leaders. * Step 2: Demand Capture (Awareness → Leads): Turn that awareness into high-intent inbound leads. You’ll manage hands-on campaign execution in HubSpot (including lists, emails, landing pages, forms, workflows, and tracking) to capture interest. * Field & Event Activity: Plan and deliver targeted US event activity; including intimate dinners, roundtables, webinars, and partner sessions, designed to spark meaningful conversations/pipeline with target accounts. * Content & Message Localization: Collaborate with the UK marketing team and local freelancers to adapt core messaging. You'll ensure our campaign assets, event copy, email sequences, and blogs speak fluently to the nuances of the US cybersecurity and risk market. * Feedback Loop: Act as our eyes and ears on the ground. Bring local market insights back to the wider team to help us understand what is resonating, which channels are working, and where we should double down. WHAT WE’RE LOOKING FOR: * The Cyber Startup Blueprint: You have "zero-to-one" marketing experience in a B2B cybersecurity, risk, compliance, or GRC startup. Ideally, you’ve been part of an early-stage team (Pre-Seed or Seed) and helped scale that marketing motion through to Series A or B. * Top-of-Funnel Masters: You have 3–5 years of B2B marketing experience with a proven track record in heavy demand generation and demand capture. You know how to get a technical audience to lean in. * HubSpot Operators: You possess strong, hands-on HubSpot skills and understand how to build, track, and optimize clean marketing operational workflows. * Autonomous Builders: You don't need a playbook handed to you. You are comfortable working closely with sales, managing multiple campaign deadlines, and executing independently across events, content, and digital channels. * Commercial Mindset: You treat marketing as a revenue driver, not a coloring department. You understand how your top-of-funnel efforts directly feed into the broader sales machine. YOU MIGHT ALSO HAVE: * Deep familiarity with supply chain risk, third-party risk management (TPRM), or highly regulated industries. * Experience supporting a UK/European company entering the US market. * Exposure to modern GTM tools and tech stacks (e.g., ABM platforms, intent data, LinkedIn Ads, Salesforce, Clay, Lemlist, Factors.ai). WHY THIS ROLE MATTERS: The US is the massive next frontier for Risk Ledger. While our GTM Director optimizes conversion and closing (Steps 3 & 4), you will be the engine that drives the top of the funnel (Steps 1 & 2). You will create the initial momentum, build the awareness, and lay the foundations for a highly repeatable US growth engine. *Compensation Note: We have advertised a salary for the fixed-term contract, but we are open to compensating via an hourly/monthly rate as an alternative. Chicago pay range $125,000—$175,000 USD
TL;DR - We’re looking for a Founding GTM (Account Executive) to drive Lovable’s next chapter of growth by bringing our AI-powered software creation platform to startups and enterprises across the world. You’ll own the full sales cycle - from outreach to close - turning curiosity into conviction and conviction into contracts. If you thrive on momentum, storytelling, and multi-threaded deals, this is your arena. Why Lovable? Lovable lets anyone and everyone build software with any language. From solopreneurs to Fortune 100 teams, millions of people use Lovable to transform raw ideas into real products - fast. We are at the forefront of a foundational shift in software creation, which means you have an unprecedented opportunity to change the way the digital world works. Over 2 million people in 200+ countries already use Lovable to launch businesses, automate work, and bring their ideas to life. And we’re just getting started. We’re a small, talent-dense team building a generation-defining company from Stockholm. We value extreme ownership, high velocity and low-ego collaboration. We seek out people who care deeply, ship fast, and are eager to make a dent in the world. What we’re looking for Proven success closing mid-market or enterprise SaaS deals Track record of full-cycle selling - prospecting, discovery, demos, negotiation, and close Strong communicator who can translate technical and product concepts into clear business value Experience navigating multi-stakeholder deals across product, engineering, and leadership Builder mindset - you’re excited to shape GTM motion and systems in a fast-scaling org Curiosity and hunger to master Lovable’s product deeply; you lead with insight Comfort with ambiguous, high-growth environments where speed and precision matter Bonus: Experience selling AI or developer tools, or working in product-led growth motions What you’ll do Own and run end-to-end sales cycles with precision - from first touch to signed contract Craft strategic account plans that identify whitespace, map stakeholders, and unlock expansion Lead compelling demos and discovery sessions, tailoring value to technical and business buyers Collaborate cross-functionally with Product, Marketing, and Customer Success to deliver seamless onboarding and retention Build ROI-driven business cases that connect Lovable’s capabilities to real outcomes Maintain pipeline accuracy and forecasting discipline across all active deals Use insights from customer conversations to influence product roadmap and GTM strategy Champion a repeatable, data-driven GTM motion as we scale from startups to enterprise How we hire Fill in a short form then jump on an initial exploratory call. Discuss your experience in more depth during a round of interviews with us. Join us for a workshop lasting 1-2 days remote or onsite. We'll see how you tick and you get to meet the team and explore whether joining Lovable feels right for you. About your application Please submit your application in English. It’s our company language so you’ll be speaking lots of it if you join. We treat all candidates equally - if you’re interested please apply through our careers portal.