Acquisition.com

Lead and develop a large customer success team, architect the client journey, drive retention and growth, and ensure operational excellence through systems and reporting. | 5+ years in Director-level Customer Success leadership managing 40+ staff, proven retention and upsell success, executive presence, and ability to work CST hours. | At Acquisition.com, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: competitive greatness, sincere candor, and unimpeachable character, we want to know you. The Role Our portfolio company Well-Oiled Operations builds systems that scale for teams, clients, and leaders who want to grow. We're hiring a VP of Customer Success who can take our client journey from great to effortless. This is not just a leadership role, it’s a chance to design a high-performing client engine that delivers retention, referrals, and revenue on repeat. You’ll lead a talented team, refine the systems behind every client touchpoint, and ensure our brand feels premium, proactive, and personal. If you love people, live in systems, and know how to turn outcomes into processes, please read on! Who You Are • A systems driven leader who believes client experience is the growth engine of the business. • You’ve scaled teams, built processes, and turned busy departments into predictable machines. • You bring strong executive presence, clear judgment, and the ability to lead calmly under pressure. • You thrive leading a younger, collaborative team, coaching through energy, adaptability, and direct communication. • You don’t wait for direction, you create clarity, drive accountability, and build structures that last. What You’ll Do Architect the Client Journey • Own the full post sale lifecycle: onboarding, engagement, renewal, expansion. • Create a world class experience that feels intentional, seamless, and results focused. • Implement systems that keep every client seen, supported, and progressing toward measurable outcomes. • Partner cross functionally to ensure client feedback drives program improvements and product decisions. Lead and Develop the Team • Manage and mentor a 40+ person department, including middle management, CSMs, and support staff. • Build SOPs, SLAs, and team rhythms that create consistency and confidence. • Lead weekly 1:1s, coach for ownership, and maintain a culture of excellence. • Handle escalations with professionalism, empathy, and sound judgment. Drive Retention and Growth • Hit and exceed quarterly retention, upsell, and satisfaction targets. • Identify churn risks early, implement solutions fast, and turn client wins into referrals. • Analyze engagement data to guide strategic decisions that increase lifetime value. Operational Excellence and Reporting • Establish and track KPIs that make performance visible and actionable. • Build dashboards, reports, and feedback loops for executive insight. • Continuously refine systems to scale client management without sacrificing quality. What You Bring Core Experience • 5+ years in Customer Experience, Client Success, or Fulfillment at the Director level. • Direct experience leading teams of 40+, including middle management, CSMs, and support staff. • Proven track record of driving retention, upsells, and client satisfaction targets. Leadership and Cultural Fit • Executive presence and steady judgment, especially in high stakes client situations. • Leadership style that meshes with a vibrant, collaborative, high energy team. • Thrives in a fast paced, dynamic environment bringing clarity, adaptability, and confident communication to every challenge. Location and Time Zone • Must be able to work CST hours. • Bonus: Based in the Milwaukee or Chicago area, our HQ is in Chicago and we host two live events per month. Technical and Operational Skills • Advanced proficiency with CRM systems, project management tools, and engagement tracking software. • Excellent written and verbal communication. • Proven ability to design SOPs, track KPIs, and optimize client lifecycle processes for scale. What Success Looks Like • Retention and upsell targets are consistently met or exceeded. • Clients are progressing, implementing, and achieving measurable results. • Engagement rates stay above 85% weekly. • The team runs with clarity, communication, and accountability. • Clients describe the experience as premium, proactive, and world class. Compensation and Culture • $190K-$235K base salary + variable compensation • A culture that values systems, excellence, and ownership. • Join a mission driven team where Well-Oiled isn’t a slogan, it’s how we run. We’re looking for a builder, someone who sees the friction before anyone else does and removes it. If that’s you, we can’t wait to meet you! Acquisition.com Core Values Our core values are the heart and soul of this incredible company. The right person for this role will appreciate each of these values, personally subscribe to them, and understand why each is critical to having a great business. Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, the superior intellect and long term commitment to see incremental improvements become compounding returns. Sincere Candor Have the self awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback: internally or externally. Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing. Compensation Range: $160K - $180K

As a Client Experience Associate, you will provide personalized support to clients, ensuring their experience is exceptional. You will collaborate with various internal teams to resolve inquiries and enhance the overall client experience. | Candidates should have over 3 years of experience in customer service or client-facing roles and possess excellent communication skills. A strong client-first mindset and proficiency in CRM systems are essential for this role. | At Acquisition.com, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: competitive greatness, sincere candor, and unimpeachable character, we want to know you. Role: As a Client Experience Associate, you’ll be the dedicated, friendly point of contact for all Acquisition.com Scaling Workshop attendees and book customers. Your focus will be creating exceptional experiences, ensuring every client feels supported, valued, and excited about their journey. You’ll work closely with client success, sales, and event teams to deliver seamless support before, during, and after workshops. If you’re passionate about people, detail-oriented, and love finding solutions, this role is for you. Responsibilities: Deliver warm, personalized support via phone, email, and SMS, providing clear and timely responses. Collaborate with internal teams to ensure every client’s workshop experience runs smoothly. Research and resolve client inquiries or issues promptly, following escalation procedures as needed. Maintain accurate and up-to-date records of all client interactions and outcomes. Identify trends and opportunities to enhance the overall client experience. Share insights and recommendations with leadership to continuously improve processes. Requirements: 3+ years of experience in Customer Service, Client Experience, or luxury guest-facing roles. A strong client-first mindset and genuine enthusiasm for helping others succeed. Excellent communication skills, both written and verbal, with a polished, friendly tone. Strong ability to multitask, prioritize, and stay composed under pressure. Experience using CRM or ticketing systems such as Zendesk, HubSpot, or HelpScout. Proficiency with Microsoft Office or Google Workspace tools. Self-directed, reliable, and motivated to deliver high-quality results. Results: Client inquiries are resolved quickly, thoroughly, and with empathy. All interactions are documented accurately and closed within daily deadlines. Satisfaction and effort scores consistently exceed 4.5 out of 5. You demonstrate strong product knowledge when assisting clients. Clients leave interactions feeling heard, supported, and excited to engage again. Communication and Collaboration: Connect daily with your supervisor on high-priority updates via Slack. Submit end-of-week reports and participate in weekly one-on-ones and company meetings. Collaborate across teams to ensure event and client information is accurate and complete. Schedule: Hours: Monday through Friday, 8 AM to 5 PM MST, with flexibility for workshops and special events. Location: Remote, USA Must reside in AZ, CA, FL, GA, IN, MD, MI, MN, NV, OH, OR, PA, TN, TX, UT, or WI Compensation: $53,340 - $80,010 base salary The salary range may be inclusive of several levels that would be applicable to the position. Final salary will be based on a number of factors including, level, relevant prior experience, skills, and expertise. This range is only inclusive of base salary, not benefits (more details below). Acquisition.com Core Values Our core values are the heart and soul of this incredible company. The right person for this role will appreciate each of these values, personally subscribe to them, and understand why each is critical to having a great business. Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, the superior intellect and long term commitment to see incremental improvements become compounding returns. Sincere Candor Have the self awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback: internally or externally. Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing.

Build and lead a relationship management team to drive client renewals, expansions, and retention while optimizing client journey and collaborating cross-functionally. | 7+ years in relationship/account management including 3+ years in director-level leadership, proven revenue growth, CRM expertise, and strong leadership and communication skills. | Acquisition.com is on a mission to make real world business education available to everyone. At Acquisition.com, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: competitive greatness, sincere candor, and unimpeachable character, we want to know you. Role: As the Head of Relationship Management, you will design the strategy, identify the systems, hire the team, and build the Relationship Management function that defines how our Advisory Practice clients experience lasting success with Acquisition.com. You will guide the client journey end-to-end, from onboarding through renewals and expansions, ensuring every touchpoint builds trust, delivers measurable value, and supports Acquisition.com’s growth. We are looking for a builder-leader: someone who can roll up their sleeves to engage directly with clients, then scale a high-performing team, design systems, and create playbooks that make Relationship Management a core growth engine. This director-level role is highly cross-functional, partnering with Sales, Support, Advisory Practice Operations, Events, Media, and Marketing to ensure seamless handoffs, shared insights, and a client experience that becomes a competitive advantage. Responsibilities: Reporting to the Senior Director of Fulfillment Operations, you will define and execute a relationship management strategy that maximizes renewals and expansions. In this role, you will: • Build a scalable team: Hire, train, and coach a team that scales to match or exceed Sales in impact. • Drive revenue outcomes: Own renewals, expansions, and account growth by designing proactive engagement processes, cadences, and touchpoints that turn the client journey into a growth engine. • Optimize the client journey: Create intentional pre- and post-event communications, segmentation strategies, and engagement playbooks (calls, intakes, dinners, decks) to reinforce value and reduce churn. • Engage directly with clients: Roll up your sleeves early to drive bookings, build relationships, and model excellence before scaling execution across the team. • Build systems and playbooks: Architect CRM workflows, dashboards, SOPs, and reporting that provide visibility into client health, pipeline, and renewal risk. • Collaborate across teams: Work with Sales, Events, Marketing, and Advisory teams to ensure seamless onboarding, handoffs, and communication while channeling client insights back into strategy and delivery. • Measure and improve performance: Own KPIs for renewals, expansions, bookings, churn, NPS, and CSAT, and continuously refine systems, processes, and coaching to raise performance. Requirements: • 7+ years in relationship management, account management, or sales, including 3+ years in a Director or VP-level leadership role within a high-growth environment • Proven track record of driving renewals, expansions, and retention while maintaining and growing a book of business • Strong commercial acumen with the ability to sell, retain, and expand accounts, not just service them • Experience building and scaling client-facing teams and implementing CRM systems such as HubSpot, Salesforce, or Gainsight • Demonstrated ability to design and operationalize playbooks and processes that deliver predictable revenue outcomes • High EQ and executive presence with the ability to lead, coach, and influence across teams and at the client executive level • Alignment with Acquisition.com values: unimpeachable character, sincere candor, and competitive greatness Results: You will be measured on your ability to: • Achieve >80+% renewal rate across Advisory Practice client cohorts • Deliver >90% CSAT and >70% NPS consistently across events and client touchpoints • Establish a <10% cancellation rate of total client base through proactive management • Build and scale a high-performing team that consistently exceeds KPIs • Implement systems and processes that improve speed, accuracy, and client outcomes at scale Schedule: • Able to work M-F onsite at the Acquisition.com Las Vegas headquarters with the goal of being available during all events PST (hours may vary) • Must be flexible and able to work additional hours/weekends before workshop events/holidays if the situation warrants it Location: • Las Vegas, NV (Onsite) Compensation: • $166,250 - $199,500 base salary + up to 15% bonus • The salary range may be inclusive of several levels that would be applicable to the position. Final salary will be based on a number of factors including, level, relevant prior experience, skills, and expertise. This range is only inclusive of base salary, not benefits (more details below). Relocation Assistance: • We know that great talent comes from all over, so we're here to help you make the move. For this role, we offer up to $10,000 + 3 months of temporary living expenses, in support of your relocation. Acquisition.com Core Values Our core values are the heart and soul of this incredible company. The right person for this role will appreciate each of these values, personally subscribe to them, and understand why each is critical to having a great business. Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, the superior intellect and long term commitment to see incremental improvements become compounding returns. Sincere Candor Have the self awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback: internally or externally. Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing.

Lead and manage a remote customer support team, optimize support workflows, oversee accounts receivable processes, and ensure high client satisfaction through operational excellence. | 4+ years in customer support or client success, 2+ years managing support teams, proficiency with Gorgias, HubSpot, Slack, strong communication and training skills, AR process experience, and high emotional intelligence. | Acquisition.com is on a mission to make real world business education available to everyone. At Acquisition.com, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: competitive greatness, sincere candor, and unimpeachable character, we want to know you. Role As the Senior Customer Support Manager, you will lead the team responsible for delivering fast, accurate, and white-glove support across every stage of the client journey. You’ll manage our Client Experience Associate (CEA) team, the first line of defense and often the first impression - ensuring they operate with excellence, empathy, and precision. This role is built for someone who can do more than just respond to tickets, we’re looking for a builder. Someone who thrives in fast-moving environments, can diagnose broken systems, and design scalable solutions. You’ll own everything from accounts receivable (AR) follow-ups to post-event surveys, support escalations, guest list QA, and chatbot automation. You’ll define success metrics, coach your team to hit them, and raise the bar every quarter. You’ll collaborate cross-functionally with Sales, Events, Advisory, and Systems - ensuring handoffs are clean, insights are shared, and clients feel seen, heard, and supported. The bar is high, but so is the opportunity. In this role, you will shape the way thousands of business owners experience our brand - and lay the operational foundation for our next stage of scale. Responsibilities 1. Team Leadership & Execution • Manage, coach, and develop the Client Experience Associate team to deliver accurate, on-brand responses across all channels. • Conduct 1:1s, performance reviews, and skill-building sessions focused on objection handling, technical troubleshooting, and tone calibration. • Own workload distribution, ensure adequate support during peak volume, and serve as the point of escalation for high-priority tickets. • Hire, onboard, and train new team members to full productivity in 90% CSAT on ticket responses • Ensure 100% of support tickets meet internal SLA (e.g., first response in 95% QA compliance score across support tickets • Consistently improve resolution speed while reducing manual effort • Keep chatbot flows and LLM guides updated quarterly Requirements We’re looking for someone who has: • 4+ years in customer support, client success, or customer experience • 2+ years managing support or operations teams, ideally in high-growth environments • Hours are 8am-5pm CT with flexibility to work outside of these as needed • Strong knowledge of systems like Gorgias, HubSpot, Slack, and AI-driven support tools • Excellent written communication and training skills - you know how to teach someone to “write like the brand” • Proven success owning AR processes and driving payment collection with empathy • A track record of creating, documenting, and refining SOPs and playbooks • Strong operational rigor - you track KPIs, audit workflows, and execute fast • High EQ and leadership presence, you give feedback directly, without drama • Clear alignment with Acquisition.com values and culture: extreme ownership, high standards, and love for the work Location: • Remote Reporting To: • Senior Director, Fulfillment Operations Managing: • A remote team of 3 Client Experience Associates (Eastern time, working on central time zone) Compensation: • $124,000 - $152,000 base salary based on years of experience • The salary range may be inclusive of several levels that would be applicable to the position. Final salary will be based on a number of factors including, level, relevant prior experience, skills, and expertise. This range is only inclusive of base salary, not benefits (more details below). Benefits: • Flexible Time off Policy and Company-wide Holidays (including winter break) • Health Insurance options including Medical, Dental, Vision • 401k offering for Traditional and Roth accounts with an employer match • Monthly wellness allowance • State of the art gym for employee use at HQ Acquisition.com Core Values Our core values are the heart and soul of this incredible company. The right person for this role will appreciate each of these values, personally subscribe to them, and understand why each is critical to having a great business. Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, the superior intellect and long term commitment to see incremental improvements become compounding returns. Sincere Candor Have the self awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback: internally or externally. Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing.

Manage and maintain a sales pipeline, engage prospects, close deals on scaling workshop tickets, and uphold company values through effective communication and follow-up. | Must reside in specified US states, have 1+ years B2B sales experience with high-volume transactional sales, excellent phone/video communication, strong presentation skills, and be self-sufficient and routine-driven. | Acquisition.com is on a mission to make real world business education available to everyone. At Acquisition.com, we don’t just hire for open roles—we hire for impact. If you’re exceptional at what you do and align with our core values: competitive greatness, sincere candor, and unimpeachable character, we want to know you. Role: We’re looking for a Remote Sales Representative who’s available during EST hours and knows how to show up, follow through, and close deals daily. Must live in one of the states we’re registered to operate in: FL, GA, OH, PA, IN, MI, TN, TX, WI, MN. As a Sales Rep, you’ll be responsible for selling our scaling workshop tickets ($5,000) to our prospective clients. You will be our first point of contact maintaining and growing the Acquisition.com brand. At Acquisition.com, we hold ourselves to high standards of professionalism and integrity. Our core values—Sincere Candor, Competitive Greatness, and Unimpeachable Character—guide how we interact with clients and approach our work. As a Sales Rep, you’ll embody these values by being an effective communicator and building genuine rapport, ensuring every prospect feels valued and understood. In this role, you’ll take charge of your own pipeline, turning initial conversations into valuable business opportunities. Your day-to-day will involve reaching out to prospects, understanding their needs, and demonstrating how Acquisition.com can help them achieve their goals. This is more than just making sales calls; it’s about creating a positive and engaging experience from the first interaction. You’ll be empowered to leverage your skills and creativity to showcase our unique value and drive growth. If you’re driven to excel and make a significant impact, we’re eager to see what you can bring to our team. What we offer you: • Daily sales training from the best in the world • Exclusive Internal trainings from Acquisiton.com • Salary + uncapped commission Responsibilities: • Establish, develop, and maintain positive business and customer relationships • Move all prospects to the proper stage of the pipeline via CRM throughout the day • Maintain a clear, up to date and accurate pipeline in our CRM • Follow up diligently and consistently with potential clients over extended periods • Document all interactions with all prospects and clients in the “notes” section of CRM. • Educate prospects on our workshops from an expert perspective • Allow the Sales Manager to shadow calls and give feedback • Available most days from 9 am-5 pm local time to take calls • Use both internal and external resources to maintain up-to-date knowledge of our products and industry • Collaborate with the team to formulate ideas on how to best serve our clients • Be mindful of any emerging patterns of negative feedback from clients and report to the Sales Manager • Collaborate with team to ensure smooth transitions from program to program and beyond Results: • All prospects are properly moved in CRM and information is documented on client details so service staff has proper expectations by EOD • A close rate of 30-40% of Inbound applications received per month is maintained • All qualified prospects are consistently followed up with indefinitely • Sales stats sheet is updated M-F by 7 pm EST • There is an effective line of communication among the team in which all necessary information is communicated promptly • Sales Rep remains well-versed in the latest product offerings through continued education/training • All internal communication cycles are properly followed Requirements: • Must be located in one of the states we are registered to do business in - FL, GA, OH, PA, IN, MI, TN, TX, WI, MN. • High-volume transactional sales experience (gym memberships, event tickets, etc.) • Excellent communicator over the phone / video conference • 1+ years experience with business to business (B2B) • Must be great at presenting • Open to learning new processes in sales • Are routine driven • Open to growing rapidly • Self-sufficient and able to properly manage one’s own time • Well-organized and able to maintain a pipeline that can be observed and understood by the Sales Manager Location: • Remote, USA • Must be located in one of the states we are registered to do business in - FL, GA, OH, PA, IN, MI, TN, TX, WI, MN. Days/Hours: • 6 days a week / EST time zone Compensation: • $55-65k Guaranteed Base Salary + Uncapped Commission • OTE - $100 -150k Benefits • Flexible Time off Policy and Company-wide Holidays (including winter break) • Health Insurance options including Medical, Dental, Vision • 401k offering for Traditional and Roth accounts with an employer match • Monthly wellness allowance Acquisition.com Core Values Our core values are the heart and soul of this incredible company. The right person for this role will appreciate each of these values, personally subscribe to them, and understand why each is critical to having a great business. Competitive Greatness Be at your best when your best is needed. Enjoyment of a hard challenge. Those who have the drive to constantly improve, the superior intellect and long term commitment to see incremental improvements become compounding returns. Sincere Candor Have the self awareness to accurately perceive and communicate hard truths that improve others and self, the courage to do so, and the humility to accept them, even when it hurts. Nothing great can be built without feedback: internally or externally. Unimpeachable Character Be the type of person with whom people are always proud to associate, personally and professionally. We look for true alignment of thoughts, words, and actions towards a goal worth pursuing. Compensation Range: $55K - $150K