PEAK6

Compensation

Full Description

WHO WE ARE We are PEAK6, a leading investment firm, using technology to find a better way of doing things. The company’s first tech-based solution was developed in 1997 to optimize options trading, and over the past two decades, the same formula has been used across a range of industries, asset classes, and business stages to consistently deliver superior results. Today, PEAK6 seeks transformational opportunities to provide capital and strategic support to entrepreneurs and forward-thinking businesses. PEAK6’s core brands include PEAK6 Capital Management, PEAK6 Strategic Capital, Apex Fintech Solutions, FOCUS, We Insure, Evil Geniuses, Poker Power, Zogo, and Bruce Markets. ABOUT THIS ROLE Position Overview We are looking for a driven and entrepreneurial Account Representative Lead to join our growing team. As an early sales hire in a fast-scaling startup, you will play a pivotal role in shaping our go-to-market approach and driving new revenue growth. We are looking for someone with direct experience generating leads and converting those leads to partners within the Property & Casualty (P&C) insurance market. Key Responsibilities Sales & Revenue Growth Own the end-to-end sales cycle: prospecting, discovery, solution positioning, negotiations, and closing. Drive new business acquisition with enterprise and mid-market accounts. Expand existing customer relationships through up-sell and cross-sell opportunities. Direct sales prospecting and lead generation experience within the Property & Casualty (P&C) insurance industry. Full-cycle technology sales experience, including outbound lead generation and deal ownership from initial outreach through close, selling to P&C carriers. Strategic Account Management Develop account plans for target accounts and build multi-stakeholder engagement strategies. Build trusted advisor relationships with executives, decision-makers, and champions. Ensure customer success teams are set up to deliver long-term value post-sale. Market & GTM Contribution Collaborate with marketing to optimize lead generation, messaging, and campaigns. Provide market feedback to product teams to shape roadmap and solution enhancements. Help refine sales playbooks, pricing, and positioning to scale GTM execution. Execution & Metrics Consistently meet or exceed revenue, pipeline, and activity targets. Maintain accurate forecasting, pipeline hygiene, and CRM discipline. Leverage data-driven insights to continuously improve sales effectiveness. Qualifications 5–8+ years of enterprise / strategic sales experience, ideally in SaaS, technology, or data/analytics. Proven track record of exceeding quota in high-growth or startup environments. Strong hunter mentality with expertise in prospecting and building new logos. Comfortable navigating complex buying cycles with multiple stakeholders. Exceptional communication, presentation, and negotiation skills. Entrepreneurial mindset: scrappy, adaptable, and motivated by building from the ground up. Key Attributes Self-starter who thrives in an unstructured, fast-paced environment. Team player who collaborates across sales, marketing, product, and customer success. Customer-centric mindset focused on solving business problems, not just selling products. Competitive, driven, and motivated to contribute to the growth of a startup. Reporting Structure Reports directly to the VP of Sales / Chief Revenue Officer. Collaborates with marketing, product, and customer success to ensure a unified customer journey. OUR REWARDS We offer a robust package of employee perks and benefits, including healthcare benefits (medical, dental and vision, EAP), competitive PTO, 401k match, parental leave, and HSA contribution match. We also provide our employees with a paid subscription to the Calm app and offer generous external learning and tuition reimbursement benefits. As a hybrid workforce, we offer our employees the ability to work remotely up to two days a week. PEAK6 is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, sexual orientation, and gender identity), national origin, age, disability, veteran status, marital status, or any other protected characteristic. Our hiring practices ensure that all qualified applicants receive fair consideration without regard to these characteristics. PEAK6 is committed to creating an inclusive and accessible workplace for all candidates, including those with disabilities. We are dedicated to ensuring equal employment opportunities and providing reasonable accommodations to qualified individuals with disabilities. If you require reasonable accommodations to participate in the application or interview process, please contact our HR department at hrpeak6@peak6.com. We will work with you to provide the necessary accommodations to ensure your full participation in our hiring process. #PEAK6 We're In The Business Of What Ought To Be The business of doing, creating, and building the world the way we see fit. We seek out the transformational opportunity, making it better, more useful, more valuable. At PEAK6, we activate what is into what ought to be through world-class technology, operational excellence and purposeful design. Headquartered in the Chicago Board of Trade Building, PEAK6 is not your typical investment firm. While trading got us our start and still powers our center, we quickly realized that our vision was to embrace and empower today’s consumer through technology, simplifying processes, improving performance and creating new wealth.