General Manager

General Manager — Massachusetts

Location: Worcester, MA area

Employment Type: Full-time onsite; must live in or relocate to the Worcester area

Compensation: Competitive base plus performance bonus

About Hickory

Hickory partners with the industry's leading home service operators and transforms them with Hickory OS, our proprietary AI operating system. That combination has grown revenue more than 11x since 2017, making Hickory one of the largest regional home service operators in the country. And we're just getting started.

Hickory is not private equity. We don't buy to flip, and we don't manage for the exit. We are owner-operators creating an enduring company designed to last for generations, one that invests deeply in people, operational excellence, and technology to strengthen the businesses and communities we serve.

We named the company deliberately. The hickory is among the strongest trees in nature: resistant to decay, built to outlast. And a hickory is both one tree and a grove, the same way Hickory is many brands with a single purpose: to build an enduring company where employees set a new standard of excellence in the trades.

AI is the leverage; people are the moat. Roughly 350 strong, the Hickory family brings together top performers from every discipline: AI engineers, entrepreneurs, transformation leaders, operators, and masters of their trades. We invest in our people the way we invest in the business: deliberately. Management training and AI education run at every level of the organization, because everything here compounds, including your career.

Five values are the standard we hold each other to. They aren't words on a wall; they shape every decision we make, from who we hire to who we promote:

• Put Employees First: By appreciating and recognizing our colleagues, we create a platform for people to do the most satisfying work of their careers. We judge ourselves on the health, development, and quality of our teams. We work hard, but we believe the best work happens when we are staying safe and having fun.
• Treat Everyone with Respect: We respect each other by building strong, constructive, and honest relationships. We lead by example, provide context, share experience, and operate with integrity. We own our mistakes and focus on collaborative solutions, not blame.
• Delight Customers: Our clients support us to build up our company, our careers, and our families. We honor that by radiating empathy and premium service in every interaction to create lifelong relationships.
• Raise the Bar: We pursue long-term excellence, knowing it must always be earned by taking calculated risks, finding our gaps, elevating our peers, staying frugal and scrappy, learning continuously, and rejecting complacency. We are building a team of top performers who constantly raise the bar.
• Get Sh*t Done (GSD): We set high standards for ourselves and get things done by being motivated, focused, present, and detail-oriented. We don't like "mostly done" or "I told someone." We "read the flipping manual" (RTFM) over easy answers. We take on ambitious goals and deliver extraordinary results.

About the Role

Massachusetts is Hickory's next market, and this is the seat that opens it. As General Manager you'll run the day-to-day operations of our anchor acquisition — the business that gives Hickory its first foothold in the state — from day one. You'll work alongside the outgoing owner during a transition period before taking full ownership, so you'll have real runway to learn the business, the crew, and the market before it's fully yours to run.

This isn't a caretaker role. You'll bring the business onto Hickory OS and install the operating rhythm — Vision Blueprint, Living Playbook, Performance, Leadership, Drive — that's driven ~70% organic gross-profit growth across our portfolio, adapting it to a market and a team that's new to Hickory. You'll need to be sharp enough to earn credibility fast, and open enough to change your mind when the market tells you something your playbook didn't.

Massachusetts won't stay a one-business market for long. As we close more acquisitions in the state, this seat grows with them: from running the anchor business to leading a pod of General Managers as Regional Manager, and from there, further into Hickory's leadership. Get this first business right, and you're building the case for your own next move.

Who We're Looking For

Notice what's missing: no "10 years of X," no required degrees, no keyword bingo. We think that's nonsense. We hire for who you are and what you can do. Failed founders and people who've tried something hard and come up short are welcome here; so are leaders who never had the title. If you recognize yourself below, we want to hear from you.

• Raw talent and grit: You're the one who figures it out, and you don't stop when it gets hard.
• 0-to-1 ability: You've built something from nothing: a company, a team, a system. Success optional; scar tissue valued.
• Quiet confidence, no ego: Secure enough to be wrong, humble enough to do the unglamorous work.
• Leadership, formal or informal: You've gotten people to want to do what must be done through trust and influence, not org-chart authority.
• Emotional intelligence and empathy: You read people well and they trust you fast.
• Excellent communication: Clear when you write, clear when you speak, and you listen more than you talk.
• Fast learner who changes their mind: You seek facts, listen hard, and update your position when the evidence says so.
• Fast with attention to detail and follow-through: Conscientious to the core; "mostly done" isn't done. Fast does not mean you missed the key detail.
• Willing to disagree: You push back when it matters, even when it's uncomfortable.
• Steady under pressure: Even-keeled when things break; you calm rooms rather than heat them up.
• See what we see in the trades: An essential, AI-resilient industry full of skilled people and untapped potential. You get why we're here.

For the General Manager role:

• You've run a trades or field-service business, not just a piece of one. You've owned full day-to-day operations — P&L, crews, dispatch, customer experience — for a residential services business, and you know what good looks like on a truck and on a spreadsheet.
• You're independent enough to run point in a new market, and adaptable enough to earn it. You can operate without a playbook already written for you, but you're not so set in your own way of running things that you can't bend to a system, a market, and a culture that's new to you.
• You want the regional job, not just this one. You see this seat as the first of several: prove it out here, and you're the one we look to as we add the next Massachusetts acquisition — and the one after that.

Why Join Hickory

Hickory runs on a simple model: Partner, Integrate, Transform, Endure. It's working, and when you join us you'll help run it, sharpen it, and grow with it.

• Master the best transformation practice in the trades. We bring new businesses onto the platform in under 30 days, then lift them with a proven system (Vision Blueprint, Living Playbook, Performance, Leadership, Drive) that has driven ~70% organic gross-profit growth across our portfolio.
• Use AI leverage most operators only talk about. Our AI does work that once took consulting teams: integrating acquisitions in days, coaching calls as they happen, turning company data into each day's priorities.
• Level up, and level others up. Coaching, training, and promote-from-within aren't perks here; they're how we run. People stay and grow because of it: field tenure runs twice the industry average, with near-zero regretted attrition.
• Culture you feel the moment you walk in. Our Employee NPS is 44 against an industry average of 14, roughly 3x. We care about our people.
• Grow with the business. We push decisions down, not up. You'll own real calls from day one, backed by management training and AI education at every level. As the company compounds, so does your career.

Come help us define what an enduring business looks like, and take on challenges worthy of your ambition.

Benefits

We invest in our people, starting with benefits that make sense.

• Health & Wellness: Industry leading, cost effective medical, dental, and vision coverage with a choice of plans to fit your life, with zero-deductible and HSA-eligible options available. Coverage includes medical concierge services.
• Vacation: 15 days from day one, with up to 5 unused days carried over each year.
• Holidays & Sick Days: 11 paid holidays each year, including all the major ones plus a floating day to use however you'd like. You also earn 5 sick days annually; unused days roll over, and you can use up to 10 in any year.
• 401(k): Automatic enrollment after 90 days, and we match 50% of your contributions up to 7%.
• Paid Family Leave: Up to 12 weeks of paid leave to bond with a new child or care for a family member.
• Growth & Development: Management training, AI education, and company-paid classes and seminars that sharpen your skills.

How We Hire

We hire the way we run the business: structured, fast, and honest in both directions.

1. Intro call. Thirty minutes with our People team. You'll get straight answers about the role, the comp, and the company.
2. Deep dive with management. Your story, our plans, and whether the ambitions match. Come with hard questions; we like them.
3. Interview day. An intensive session at our office: real cases from the business, tests of both hard and soft skills, and time with some of the people you'd work with. It's a dynamic process that can take the better part of a day.
4. References, then an offer. We call references late and make offers fast.

Start to finish, we move in weeks, not months, and you'll always know where you stand.

Hickory is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.