# Consulting Careers & Internships | Chesterton Hills [Public page](https://www.chestertonhills.com/careers) ## Who We Are Looking For The work at Chesterton Hills happens inside businesses, close to their numbers, their plans, and their teams, and we staff it deliberately. If a career here is of interest to you, we would love to hear from you. How We Hire ### We Hire Intentionally The nature of our work requires it. This work happens inside businesses, close to their numbers and their plans, and we only hire people we would trust with that access. #### Read by humans, not AI We do not use AI software tools to filter out applications. Every application is read by a real person at the firm. Your application will be judged on its merits, not by an algorithm. #### Background checks Due to the nature of our work, we are often inside a client's numbers, plans, and confidential material. Every applicant must be capable of passing a background check, and any offer is made on that basis. #### Referrals are welcome We are always open to strong candidates who want to join the team, and we accept referrals from anyone, including agencies and placement services. We do not pay any fees for candidates brought to the firm this way. #### Work authorization Please note that Chesterton Hills does not provide visa sponsorship. Application received. It goes straight to the hiring team, and a real person reads every one. If there is a fit, you will hear from us. Open Roles ### Come Join Our Team #### Solutions Consultant (1099) You run the firm's sales process from end to end: finding prospective clients, opening the conversation, understanding what a business needs, presenting the services that fit, and carrying the opportunity through to a signed engagement. You work through email, LinkedIn, phone, referrals, and professional networks, maintaining the pipeline and following up with qualified prospects. Firm leadership approves final proposals, pricing, scope, and contract terms and joins conversations where it helps. This is a fully remote role with flexible hours. - Prospecting & outreach - Discovery & qualification - Proposals through close Chesterton Hills is expanding its sales function. The Solutions Consultant runs the firm's sales process end to end, from first contact through a signed engagement. You will identify prospective clients, work the leads and relationships already in the firm's pipeline, open conversations, understand what a business is trying to accomplish, present the services that fit, manage follow-up, and carry qualified opportunities through to a decision. The work runs through email, LinkedIn, phone, referrals, and professional networks, and it is built on considered outreach and credible conversations. Firm leadership approves final proposals, pricing, scope, and contract terms, and will join the conversation wherever it helps. Keeping momentum, answering questions, and asking for the business are yours. The hours are flexible. The role can sit alongside another position or be treated as full-time work, as long as you stay responsive and manage the pipeline well. ##### What you will do - Manage the sales process from prospecting through client commitment - Research new prospects while working existing leads, referrals, and warm contacts in the firm's pipeline - Run outreach through email, LinkedIn, phone, networking, and referrals - Lead discovery conversations, qualify opportunities, and present the services that fit the need - Manage follow-up, work through questions and objections, and ask directly for the business - Work with firm leadership to finalize proposals, pricing, scope, contracts, and negotiation - Keep accurate pipeline records and meet agreed expectations for meetings, proposals, and closed business ##### What we look for - Strong written and verbal communication, and comfort speaking with founders, executives, and owners - The ability to run a sales process independently and move opportunities toward a decision - A consultative mindset and the judgment to match a need to the right service - Comfort with warm and cold outreach, discovery, follow-up, and closing - Organization, research, and time management across a live pipeline - Self-direction, resilience, and reliable follow-through - Comfort using or learning LinkedIn Sales Navigator, CRM systems, and outreach tools - Experience in sales, consulting, professional services, recruiting, partnerships, or another complex B2B environment helps, but is not required ##### Compensation - 100% commission, uncapped, based on the business you close. No base salary. 1099 contract position - Commission is a percentage of contract value, with a transparent structure and clear payment terms - Progressive commission bands available based on performance ##### Location - US applicants only, with permanent work authorization #### Social Media Marketing Intern You help shape how the firm shows up in public: writing and scheduling posts, running the content calendar, turning conversations and appearances into readable content, and tracking what earns attention. You research relevant communities and publications, prepare outreach and announcement materials, and monitor engagement to identify what needs a response. You work remotely with regular feedback from firm leadership and marketing advisors, who set the strategy and approve anything published externally. - Writing & publishing - Content calendar - Performance tracking We are looking for a Social Media and Marketing Communications Intern to support communications across the firm's digital platforms and, on a limited basis, selected client engagements. Strategy and final approval of anything published externally sit with the firm's leadership and marketing advisors. Your part is developing and organizing the content and the outreach behind it. You will draft content, prepare materials, and help carry out communications plans, with regular feedback and direction as you go. It suits someone who likes writing and storytelling, wants exposure to professional services marketing, and is interested in where strategy and communications meet. ##### What you will do - Write and schedule posts across LinkedIn, and selectively on Instagram, Facebook, and X - Turn consulting ideas, conversations, and rough notes into clear public-facing content - Maintain a forward-looking content calendar tied to firm and client initiatives - Draft outreach messages and correspondence consistent with the firm's tone - Research the communities, publications, and conversations where the firm should be visible - Monitor comments, messages, and engagement, and surface what needs a response - Propose posts based on business trends, market news, and client-relevant topics - Track performance and summarize what is working, what is not, and why - Repurpose longer ideas into concise posts and short-form takeaways - Help prepare and promote content around firm and client announcements - Keep drafts, ideas, and published work in a simple internal archive ##### How you will work - Produce work you would be comfortable seeing attributed to a respected business publication - Deliver on agreed timelines and keep projects moving - Propose topics and next steps without waiting for assignments - Distill complex ideas into publishable material - Use judgment about what is appropriate for a professional audience - Ask questions when you need to, and make reasonable calls without step-by-step instruction - Help shape the process and standards for a role that has no existing playbook ##### What you will bring - Pursuing or recently completed a bachelor's degree in Marketing, Communications, Advertising, Public Relations, or a related field. We will also consider candidates without a degree in progress who can show a strong body of content work - Excellent writing and editing - Organized, proactive, and detail-oriented - Curious, and interested in learning quickly - Interest in brand strategy, executive communications, or B2B marketing - Helpful: experience creating and editing short-form video - Helpful: demonstrated social media or digital content experience ##### What you will gain - Portfolio-worthy work reflecting real brand positioning for a professional firm - Exposure to how firms build credibility in competitive markets - A professional reference for future applications or graduate school - A working understanding of how content contributes to reputation and client acquisition - Our support in working with your university toward course credit ##### Location - US and EU applicants only ##### How to apply - Submit your resume, and a portfolio link if you have one - Portfolio work from internships, clubs, coursework, or personal projects all count - A document linking to relevant work is perfectly acceptable #### Investor Relations Intern You support investor relationship development and capital readiness for client companies: researching aligned investors and their mandates, preparing briefing materials, and helping coordinate Demo Day invitations across the firm's capital network. You maintain relationship records, prepare company and investor summaries, and support presentation preparation and event coordination. This fully remote role requires organized research and professional follow-through. Demo Day provides connections only; the role does not involve raising capital or negotiating deals. - Investor & mandate research - Briefing materials - Demo Day coordination You will work with firm leadership on investor relationship development and Capital Readiness preparation for client companies. The role sits where consulting, venture, and partnerships meet. You will help identify aligned investors, prepare briefing materials, coordinate Demo Day invitations, and maintain relationships across the firm's network. The work is relationship driven, and success is measured by the quality of the relationships built. A smaller group of investors who trust the firm, take the meeting, and engage seriously is worth far more than a long list of names who never reply. The boundary of the role matters. You are not raising capital and you are not negotiating deals. You help invite investors whose industry interests match the companies presenting at Demo Day, after their full Capital Readiness preparation. Attendance provides connections only. The firm does not raise capital on behalf of clients, act as an intermediary, or take part in negotiations; our role is advisory and connective. Many of the most relevant investors are not immediately visible and do not advertise what they are doing. Finding them takes persistence, curiosity, and a willingness to follow threads other people ignore. Initiative shows quickly in this role. You will be speaking with investors, founders, and partners on behalf of the firm, which asks for judgment, responsiveness, and a steady level of professionalism. Credibility is built through consistent follow-through, and it compounds. ##### What you will do - Maintain the firm's investor relationship records, including outreach tracking, meeting notes, and history - Research venture funds, private equity groups, angels, and family offices for alignment with client companies - Prepare briefing documents and summaries ahead of investor conversations - Help prepare the materials clients use to communicate with investors - Draft professional correspondence, including outreach and follow-ups - Coordinate Demo Day invitations, attendance, and company presentation preparation - Support Capital Readiness preparation through research, briefing materials, and event coordination - Attend selected networking events and investor meetings representing the firm - Monitor your local investment ecosystem and flag relevant opportunities ##### What we look for - Enrolled in an undergraduate or graduate program, preferably Business, Finance, Economics, Entrepreneurship, or a related field - Exceptional written and verbal communication, and clear professional correspondence - Professional presence and comfort dealing with executives, founders, and investors - Highly organized and detail oriented - Strong research ability and comfort synthesizing information - Interest in startups, venture capital, private markets, or business strategy - Familiarity with the startup and investment ecosystem - Familiarity with Google Workspace or Microsoft Office - Helpful: experience with CRM platforms such as HubSpot, Notion, or Airtable - A significant bonus: involvement in investing, venture, finance, or entrepreneurship clubs and competitions ##### What you will gain - Direct exposure to company preparation, Demo Day, and investor relationship development - A clearer understanding of how investors evaluate companies, opportunities, and markets - Practical experience with founders, executives, and investors - Insight into how a firm supports growth, strategy, and capital readiness - An expanded network across your local startup and investment ecosystem - Familiarity with how opportunities are sourced, evaluated, and pursued in private markets ##### Location - US and EU applicants only ##### How to apply - Submit a resume - Optional: writing samples, research, or project work showing communication or analytical ability #### Equal opportunity We consider all qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, or any other characteristic protected by law. If you need an accommodation at any point in the process, tell us in your application and we will make it work. ## Advisory role and securities limitations Chesterton Hills is not a broker-dealer, investment adviser, or placement agent. We do not offer, sell, or solicit investments or securities. Our role is purely advisory and connective; we are not involved in any deals or negotiations. Chesterton Hills is also not a venture capital firm, angel group, or other funding organization, we do not invest or provide any funding for our clients. Nothing on this site constitutes an offer to sell, a solicitation of an offer to buy, or a recommendation to purchase any investment or security. #### 2. No securities activity, and no offer Chesterton Hills is **not** a broker-dealer, investment adviser, or placement agent. We do **not** offer, sell, or solicit investments or securities. Our role is purely advisory and connective; we are **not** involved in any deals or negotiations. Chesterton Hills is also **not** a venture capital firm, angel group, or other funding organization, we do **not** invest or provide any funding for our clients. Nothing on this site constitutes an offer to sell, a solicitation of an offer to buy, or a recommendation to purchase any investment or security. The firm is **not** a finder or a registered representative of any of them, and is **not** registered as such with the United States Securities and Exchange Commission, the Financial Industry Regulatory Authority, any state securities regulator, or any comparable authority in any other jurisdiction. The firm is **not** a law firm and does **not** provide legal or investment advice. The firm does **not** offer, sell, solicit, or negotiate the purchase or sale of securities; does **not** raise capital on behalf of any person; does **not** act as an intermediary in, or a party to, any financing or transaction; and does **not** receive any commission, success fee, finder's fee, or compensation tied to a transaction. The firm's capital readiness and investor services consist of company assessment, commercial and operational support, education, training, mentorship, company development, preparation, coaching, materials, and connections, and the decision to invest, to accept an investment, to transact, or to proceed on any terms rests solely with the parties concerned. Demo Day participation is offered only through the full retainer-based Capital Readiness program, after the company's preparation is complete. The firm invites members of its capital network whose investment interests match the company's industry to hear the business presentation and make connections. Demo Day is connections only and is **not** a fundraising service. Hourly and project preparation engagements do **not** include Demo Day participation. The firm does **not** solicit investment commitments, negotiate terms, handle investor funds or securities, or receive success-based or transaction-contingent fees.