Commercial Maintenance Sales Manager (Commercial Landscaping)Location: Field-based in Northwest Arkansas — in person, not remoteSchedule: Full-time, W-2. Most of your week is spent on commercial properties across Northwest Arkansas, not behind a desk.Compensation: $60,000–$72,000 base depending on experience, plus uncapped new-contract commission and renewal commission — target earnings $125,000–$175,000+, full breakdown below.Commercial Landscaping | Field Sales | Northwest Arkansas | Full-Time W-2About Grey Barn and This RoleYes, we mow grass. We edge sidewalks, blow parking lots, prune shrubs, and haul leaves.But the real business we are in is trust. A property manager who signs with us is putting their own reputation on the line with their owner, their tenants, and every person who pulls into that parking lot on a Monday morning. They are betting that the crew shows up, that the property looks right, and that nobody calls them to complain.When that bet goes bad, it goes bad quietly and expensively. A retail center starts looking tired and the leasing agent quietly stops showing it. An HOA board collects three complaints in a month and puts the contract out to bid. A deal gets sold at a price operations cannot actually execute, the crew starts cutting corners to make the hours work, and a five-year relationship dies over two hundred dollars a month.Grey Barn is building the leading commercial landscape maintenance company in Northwest Arkansas and the surrounding region — on route density, professional sales, real accountability, and long-term customer relationships. None of that happens by itself. It happens because somebody is out in the market every single week finding the right properties, scoping them honestly, pricing them profitably, and staying in the relationship long after the ink dries.That somebody is this seat. This is not a book you inherit and coast on. It is a book you build.If you need a lead list handed to you every Monday morning, this is not the role. If you can drive past a retail center and immediately want to know who owns it, who manages it, who cuts it now, and when that contract comes up for renewal — you may be exactly who we need.The Big PictureNo commercial property in Northwest Arkansas should change landscape vendors without Grey Barn getting a shot at it.We do not need someone who says: "I reached out to a few property managers this week, waiting to hear back."We need someone who says: "I worked the Rogers corridor Tuesday and got face time with four property managers. Two site walks booked Thursday. One of them manages a nine-property portfolio, their current vendor missed two cleanups this spring, and their agreement renews in March. Proposal goes out Friday at 41% projected gross profit, and I already checked with operations on whether we can route it."That is the difference.Role MissionYou are not selling mowing. You are building a book of recurring revenue that pays Grey Barn every month for years, and you are protecting the margin inside it.Every contract you sign is a promise that operations has to keep. Your job is to make that promise winnable — the right property, the right scope, the right price, the right expectations — and then stay close enough to the customer that renewal is a formality instead of a fight.What You Will Own1. The Northwest Arkansas Commercial TerritoryYou own the market, not a lead list.Prospect property managers, facility managers, HOAs, multifamily operators, retail centers, office properties, industrial sites, schools, churches, and commercial property ownersKnow who the decision maker actually is, and who is only the gatekeeperTrack which properties are under contract, with whom, and when those contracts turn overBuild referral relationships and strategic market partnershipsA territory is not a place you drive through. It is a map you build in your head and then write down.2. A Pipeline You Build YourselfNobody is going to fill your calendar for you.Generate your own qualified commercial opportunities every single weekRun discovery meetings that uncover the real problem, not just the current priceKeep enough top-of-funnel activity going that one lost deal does not wreck your monthNever let the pipeline dry up because you were busy servicing what you already soldProspecting is not the thing you do when you have time. It is the thing that makes the time worth anything.3. Site Walks, Scope, and EstimatesThe walk is where the deal is won or lost.Walk properties personally and measure what the work actually isIdentify scope the current vendor is skipping and the property manager has stopped asking aboutPrepare accurate estimates and clear, professional proposalsSet expectations in writing so nobody is surprised in month twoA scope you did not walk is a guess. Guesses get sold, then they get lost by operations.4. Selling Profitable WorkRevenue is easy. Profitable revenue is the job.Protect gross margin through proper scope and pricingTarget 40%+ projected gross profit on sold workWalk away from, or reprice, work that cannot be executed at marginPresent price with confidence instead of discounting to end the discomfortAnybody can be the cheapest. That is not a skill, it is a surrender.5. Clean Handoffs to OperationsYou sell it. They live with it.Coordinate professional handoffs with the operations teamCommunicate scope, access, expectations, and any promises you madeStay engaged through onboarding and the first service visitsDo not hand over a mess and call it their problemThe fastest way to lose a good contract is to sell it well and hand it off badly.6. Renewals, Retention, and Account GrowthThe first year is the down payment. The book is the asset.Stay engaged through payment milestones, renewals, and account growthIdentify enhancement and install opportunities from your maintenance customersBe the person the customer calls before they call anyone elseKeep relationships warm when there is nothing to sellThe fortune is in the follow-up. Most people say that. Almost nobody actually does it.7. CRM DisciplineIf it is not in the CRM, it did not happen.Maintain accurate activity, notes, proposals, and deal stagesKeep next steps and dates current on every open opportunityMake your pipeline readable by someone who is not you100% CRM accuracy is the expectation, not the stretch goal.Monthly Activity ExpectationsMinimum expectations, every month:30+ qualified commercial sales meetings25+ site walks20+ proposals7+ profitable new maintenance contracts40%+ projected gross profit on sold work100% CRM accuracyTop performer expectations:50+ qualified commercial sales meetings40+ site walks35+ proposals12+ profitable new maintenance contractsStrong renewal performanceConsistent enhancement and install referralsWhat Success Looks LikeYou are winning in this role when:Your pipeline is full enough that a lost deal is an inconvenience, not a crisisYou are signing profitable recurring contracts every month, not spiking and stallingSold work is coming in at 40%+ projected gross profit without exceptions you have to explainOperations trusts the scopes you hand them, because the property looks like the proposal said it wouldCustomers renew without shopping the contractYour maintenance customers are generating enhancement and install opportunities for the other side of the businessProperty managers in Northwest Arkansas call you when a vendor lets them downLeadership can open the CRM and see exactly where the market stands without asking you a single questionAnd the payoff: Grey Barn stops chasing revenue and starts choosing customers.Core Values and MindsetMargin is not a detail. It is the whole point.Have FunThis is a people business. You are going to spend your week talking to property managers, facility guys, HOA boards, and business owners — and the ones who like you will take your call. Bring energy into the room. Nobody buys recurring services from someone who sounds tired of their own pitch.Try New Things FastIf cold walk-ins are not working in one submarket, change the approach this week, not next quarter. Try the new outreach angle, the different referral partner, the property-tour offer, the direct conversation with the owner instead of the manager. Test it, measure it, keep what works. Moving slow costs more than being wrong.Best in the WorldWe are not trying to be the cheapest vendor in Northwest Arkansas. We are trying to be the one they will not replace. Study the market. Study your losses. Get sharper at discovery, at scoping, at pricing, and at the follow-up nobody else bothers with. Good month is not the finish line. Better next month is.Put in the WorkThe unsexy part is the job: the fourth follow-up, the site walk in the rain, the proposal you build on a Friday afternoon, the CRM notes at the end of a long day. Pipeline does not build itself and it does not care how you feel. Show up, do the volume, do it accurately.Hold AccountabilityOwn the number. Own the miss. If the pipeline is thin, say it early and say why. If you promised a customer something operations did not know about, put your hand up. If a deal died because you did not follow up, say that out loud instead of blaming the lead. High trust only works when people tell the truth quickly.RequirementsPlease do not apply unless you meet these requirements.5+ years of B2B sales, commercial services sales, field sales, or related business development experienceA proven track record selling at least $750,000+ annually in services, recurring contracts, projects, or commercial accountsExperience building and managing your own pipeline without leads being handed to youComfortable prospecting, networking, and closingStrong estimating, proposal, and follow-up disciplineAbility to sell profitably, not just generate revenueCRM experienceValid driver's license and reliable transportationAbility to travel throughout Northwest ArkansasLocated in Northwest Arkansas, or willing to relocate before startingThese numbers are not decorative. If you cannot point to where in your work history each one happened, please do not apply.Preferred QualificationsThese are not all required, but they are a big plus.Commercial landscapingFacility services, janitorial, pest control, HVAC, or roofing salesConstruction salesCommercial real estate or property managementMultifamily or HOA vendor salesRecurring service contract salesExisting commercial relationships in Northwest ArkansasTools You May UseYou do not need to know all of these, but you need to be tech-comfortable and able to learn quickly.A commercial CRM for pipeline, activity, notes, and deal stagesEstimating and proposal toolsEmail, calendar, and mobile tools for a day spent in the fieldBasic property measurement and mapping toolsIf learning a new tool stresses you out, this is probably not your seat.Who This Role Is Perfect ForYou are a proven commercial salesperson who has built a book beforeYou would rather build your own pipeline than wait for marketing to send you somethingYou have sold recurring service contracts or commercial servicesYou can walk a property and see the work, the scope, and the priceYou follow up relentlessly, past the point where most people quitYou understand that margin matters and you sell like it doesYou want uncapped income and are willing to be measuredYou take ownership without excusesWho This Role Is NOT ForPrefers to be managed daily and told what to work onAvoids prospecting and waits for inbound leadsPoints at marketing when the pipeline is thinPrefers office work to field workStruggles to keep a CRM currentSells work without checking whether operations can execute itWants a predictable, low-accountability corporate sales jobThis is a hunter seat.BenefitsCompensationBase Salary$60,000–$72,000 per year, depending on experience, existing relationships, and proven sales performance.New Maintenance Contract CommissionCommission is based on projected first-year annual gross profit.40%+ projected GP — 10% of first-year GP35%–39.9% GP — 7.5%30%–34.9% GP — 5%20%–29.9% GP — 2.5%Below 20% GP — no commissionPayment Timing50% after the customer makes payment #250% after the customer makes payment #6Renewal CommissionRenewal 1 — 5% of renewal-year gross profitRenewal 2 — 2% of renewal-year gross profitExample: an average maintenance contract$1,800/month, $21,600/year revenue40% gross profit, $8,640 projected annual GPYour commission: $8,640 x 10% = $864Paid $432 after payment #2, $432 after payment #6Renewal 1: $432. Renewal 2: $173Total three-year commission opportunity from one average account: approximately $1,469Bigger contracts pay faster:$1,800/month at 40% GP — $8,640 annual GP — $864 commission$2,400/month at 40% GP — $11,520 annual GP — $1,152 commission$3,000/month at 40% GP — $14,400 annual GP — $1,440 commission$5,000/month at 40% GP — $24,000 annual GP — $2,400 commission$10,000/month at 40% GP — $48,000 annual GP — $4,800 commissionIncome examples at average contract size and 40%+ gross profit:Solid performer — 84 new contracts per year, 7 per month — approximately $133,000–$145,000 total annual compStrong performer — 114 new contracts per year, 9.5 per month — approximately $158,000–$170,000Top performer — 142 new contracts per year, 12 per month — approximately $183,000–$195,000Elite performer — 172 new contracts per year, 14 per month — approximately $209,000–$221,000Larger profitable accounts get you there faster. Low-margin accounts do not get rewarded.Team Inter-Referral PoolWhen the maintenance team creates enhancement or install opportunities, 5% of collected enhancement and install gross profit goes into a shared sales team pool. That pool funds an annual sales team trip that is both fun and useful — a conference, training, a sales retreat, a business or networking event, or a team growth trip.Simple rule: if your team opens the door for the other team, the whole sales team benefits.How to ApplyHit the apply button. You will be asked a few screening questions before you finish.Answer them with specifics. Numbers, accounts, years, results. Vague answers do not move forward — "I have a lot of experience in commercial sales" tells us nothing and will end the process there.A short video submission may be requested at the right stage of the process. It is not required to apply.Everyone gets a response within 24 business hours.Equal Opportunity StatementGrey Barn is an equal opportunity employer. We hire based on ability, effort, culture fit, and performance potential.
Commercial Maintenance Sales Manager (Commercial Landscaping)
- Location: Field-based in Northwest Arkansas — in person, not remote
- Schedule: Full-time, W-2. Most of your week is spent on commercial properties across Northwest Arkansas, not behind a desk.
- Compensation: $60,000–$72,000 base depending on experience, plus uncapped new-contract commission and renewal commission — target earnings $125,000–$175,000+, full breakdown below.
- Commercial Landscaping | Field Sales | Northwest Arkansas | Full-Time W-2
About Grey Barn and This Role
Yes, we mow grass. We edge sidewalks, blow parking lots, prune shrubs, and haul leaves.
But the real business we are in is trust. A property manager who signs with us is putting their own reputation on the line with their owner, their tenants, and every person who pulls into that parking lot on a Monday morning. They are betting that the crew shows up, that the property looks right, and that nobody calls them to complain.
When that bet goes bad, it goes bad quietly and expensively. A retail center starts looking tired and the leasing agent quietly stops showing it. An HOA board collects three complaints in a month and puts the contract out to bid. A deal gets sold at a price operations cannot actually execute, the crew starts cutting corners to make the hours work, and a five-year relationship dies over two hundred dollars a month.
Grey Barn is building the leading commercial landscape maintenance company in Northwest Arkansas and the surrounding region — on route density, professional sales, real accountability, and long-term customer relationships. None of that happens by itself. It happens because somebody is out in the market every single week finding the right properties, scoping them honestly, pricing them profitably, and staying in the relationship long after the ink dries.
That somebody is this seat. This is not a book you inherit and coast on. It is a book you build.
If you need a lead list handed to you every Monday morning, this is not the role. If you can drive past a retail center and immediately want to know who owns it, who manages it, who cuts it now, and when that contract comes up for renewal — you may be exactly who we need.
The Big Picture
No commercial property in Northwest Arkansas should change landscape vendors without Grey Barn getting a shot at it.
We do not need someone who says: "I reached out to a few property managers this week, waiting to hear back."
We need someone who says: "I worked the Rogers corridor Tuesday and got face time with four property managers. Two site walks booked Thursday. One of them manages a nine-property portfolio, their current vendor missed two cleanups this spring, and their agreement renews in March. Proposal goes out Friday at 41% projected gross profit, and I already checked with operations on whether we can route it."
That is the difference.
Role Mission
You are not selling mowing. You are building a book of recurring revenue that pays Grey Barn every month for years, and you are protecting the margin inside it.
Every contract you sign is a promise that operations has to keep. Your job is to make that promise winnable — the right property, the right scope, the right price, the right expectations — and then stay close enough to the customer that renewal is a formality instead of a fight.
What You Will Own
1. The Northwest Arkansas Commercial Territory
You own the market, not a lead list.
- Prospect property managers, facility managers, HOAs, multifamily operators, retail centers, office properties, industrial sites, schools, churches, and commercial property owners
- Know who the decision maker actually is, and who is only the gatekeeper
- Track which properties are under contract, with whom, and when those contracts turn over
- Build referral relationships and strategic market partnerships
A territory is not a place you drive through. It is a map you build in your head and then write down.
2. A Pipeline You Build Yourself
Nobody is going to fill your calendar for you.
- Generate your own qualified commercial opportunities every single week
- Run discovery meetings that uncover the real problem, not just the current price
- Keep enough top-of-funnel activity going that one lost deal does not wreck your month
- Never let the pipeline dry up because you were busy servicing what you already sold
Prospecting is not the thing you do when you have time. It is the thing that makes the time worth anything.
3. Site Walks, Scope, and Estimates
The walk is where the deal is won or lost.
- Walk properties personally and measure what the work actually is
- Identify scope the current vendor is skipping and the property manager has stopped asking about
- Prepare accurate estimates and clear, professional proposals
- Set expectations in writing so nobody is surprised in month two
A scope you did not walk is a guess. Guesses get sold, then they get lost by operations.
4. Selling Profitable Work
Revenue is easy. Profitable revenue is the job.
- Protect gross margin through proper scope and pricing
- Target 40%+ projected gross profit on sold work
- Walk away from, or reprice, work that cannot be executed at margin
- Present price with confidence instead of discounting to end the discomfort
Anybody can be the cheapest. That is not a skill, it is a surrender.
5. Clean Handoffs to Operations
You sell it. They live with it.
- Coordinate professional handoffs with the operations team
- Communicate scope, access, expectations, and any promises you made
- Stay engaged through onboarding and the first service visits
- Do not hand over a mess and call it their problem
The fastest way to lose a good contract is to sell it well and hand it off badly.
6. Renewals, Retention, and Account Growth
The first year is the down payment. The book is the asset.
- Stay engaged through payment milestones, renewals, and account growth
- Identify enhancement and install opportunities from your maintenance customers
- Be the person the customer calls before they call anyone else
- Keep relationships warm when there is nothing to sell
The fortune is in the follow-up. Most people say that. Almost nobody actually does it.
7. CRM Discipline
If it is not in the CRM, it did not happen.
- Maintain accurate activity, notes, proposals, and deal stages
- Keep next steps and dates current on every open opportunity
- Make your pipeline readable by someone who is not you
100% CRM accuracy is the expectation, not the stretch goal.
Monthly Activity Expectations
Minimum expectations, every month:
- 30+ qualified commercial sales meetings
- 25+ site walks
- 20+ proposals
- 7+ profitable new maintenance contracts
- 40%+ projected gross profit on sold work
- 100% CRM accuracy
Top performer expectations:
- 50+ qualified commercial sales meetings
- 40+ site walks
- 35+ proposals
- 12+ profitable new maintenance contracts
- Strong renewal performance
- Consistent enhancement and install referrals
What Success Looks Like
You are winning in this role when:
- Your pipeline is full enough that a lost deal is an inconvenience, not a crisis
- You are signing profitable recurring contracts every month, not spiking and stalling
- Sold work is coming in at 40%+ projected gross profit without exceptions you have to explain
- Operations trusts the scopes you hand them, because the property looks like the proposal said it would
- Customers renew without shopping the contract
- Your maintenance customers are generating enhancement and install opportunities for the other side of the business
- Property managers in Northwest Arkansas call you when a vendor lets them down
- Leadership can open the CRM and see exactly where the market stands without asking you a single question
And the payoff: Grey Barn stops chasing revenue and starts choosing customers.
Core Values and Mindset
Margin is not a detail. It is the whole point.
Have Fun
This is a people business. You are going to spend your week talking to property managers, facility guys, HOA boards, and business owners — and the ones who like you will take your call. Bring energy into the room. Nobody buys recurring services from someone who sounds tired of their own pitch.
Try New Things Fast
If cold walk-ins are not working in one submarket, change the approach this week, not next quarter. Try the new outreach angle, the different referral partner, the property-tour offer, the direct conversation with the owner instead of the manager. Test it, measure it, keep what works. Moving slow costs more than being wrong.
Best in the World
We are not trying to be the cheapest vendor in Northwest Arkansas. We are trying to be the one they will not replace. Study the market. Study your losses. Get sharper at discovery, at scoping, at pricing, and at the follow-up nobody else bothers with. Good month is not the finish line. Better next month is.
Put in the Work
The unsexy part is the job: the fourth follow-up, the site walk in the rain, the proposal you build on a Friday afternoon, the CRM notes at the end of a long day. Pipeline does not build itself and it does not care how you feel. Show up, do the volume, do it accurately.
Hold Accountability
Own the number. Own the miss. If the pipeline is thin, say it early and say why. If you promised a customer something operations did not know about, put your hand up. If a deal died because you did not follow up, say that out loud instead of blaming the lead. High trust only works when people tell the truth quickly.
Requirements
Please do not apply unless you meet these requirements.
- 5+ years of B2B sales, commercial services sales, field sales, or related business development experience
- A proven track record selling at least $750,000+ annually in services, recurring contracts, projects, or commercial accounts
- Experience building and managing your own pipeline without leads being handed to you
- Comfortable prospecting, networking, and closing
- Strong estimating, proposal, and follow-up discipline
- Ability to sell profitably, not just generate revenue
- CRM experience
- Valid driver's license and reliable transportation
- Ability to travel throughout Northwest Arkansas
- Located in Northwest Arkansas, or willing to relocate before starting
These numbers are not decorative. If you cannot point to where in your work history each one happened, please do not apply.
Preferred Qualifications
These are not all required, but they are a big plus.
- Commercial landscaping
- Facility services, janitorial, pest control, HVAC, or roofing sales
- Construction sales
- Commercial real estate or property management
- Multifamily or HOA vendor sales
- Recurring service contract sales
- Existing commercial relationships in Northwest Arkansas
Tools You May Use
You do not need to know all of these, but you need to be tech-comfortable and able to learn quickly.
- A commercial CRM for pipeline, activity, notes, and deal stages
- Estimating and proposal tools
- Email, calendar, and mobile tools for a day spent in the field
- Basic property measurement and mapping tools
If learning a new tool stresses you out, this is probably not your seat.
Who This Role Is Perfect For
- You are a proven commercial salesperson who has built a book before
- You would rather build your own pipeline than wait for marketing to send you something
- You have sold recurring service contracts or commercial services
- You can walk a property and see the work, the scope, and the price
- You follow up relentlessly, past the point where most people quit
- You understand that margin matters and you sell like it does
- You want uncapped income and are willing to be measured
- You take ownership without excuses
Who This Role Is NOT For
- Prefers to be managed daily and told what to work on
- Avoids prospecting and waits for inbound leads
- Points at marketing when the pipeline is thin
- Prefers office work to field work
- Struggles to keep a CRM current
- Sells work without checking whether operations can execute it
- Wants a predictable, low-accountability corporate sales job
This is a hunter seat.
Benefits
Compensation
Base Salary
$60,000–$72,000 per year, depending on experience, existing relationships, and proven sales performance.
New Maintenance Contract Commission
Commission is based on projected first-year annual gross profit.
- 40%+ projected GP — 10% of first-year GP
- 35%–39.9% GP — 7.5%
- 30%–34.9% GP — 5%
- 20%–29.9% GP — 2.5%
- Below 20% GP — no commission
Payment Timing
- 50% after the customer makes payment #2
- 50% after the customer makes payment #6
Renewal Commission
- Renewal 1 — 5% of renewal-year gross profit
- Renewal 2 — 2% of renewal-year gross profit
Example: an average maintenance contract
- $1,800/month, $21,600/year revenue
- 40% gross profit, $8,640 projected annual GP
- Your commission: $8,640 x 10% = $864
- Paid $432 after payment #2, $432 after payment #6
- Renewal 1: $432. Renewal 2: $173
- Total three-year commission opportunity from one average account: approximately $1,469
Bigger contracts pay faster:
- $1,800/month at 40% GP — $8,640 annual GP — $864 commission
- $2,400/month at 40% GP — $11,520 annual GP — $1,152 commission
- $3,000/month at 40% GP — $14,400 annual GP — $1,440 commission
- $5,000/month at 40% GP — $24,000 annual GP — $2,400 commission
- $10,000/month at 40% GP — $48,000 annual GP — $4,800 commission
Income examples at average contract size and 40%+ gross profit:
- Solid performer — 84 new contracts per year, 7 per month — approximately $133,000–$145,000 total annual comp
- Strong performer — 114 new contracts per year, 9.5 per month — approximately $158,000–$170,000
- Top performer — 142 new contracts per year, 12 per month — approximately $183,000–$195,000
- Elite performer — 172 new contracts per year, 14 per month — approximately $209,000–$221,000
Larger profitable accounts get you there faster. Low-margin accounts do not get rewarded.
Team Inter-Referral Pool
When the maintenance team creates enhancement or install opportunities, 5% of collected enhancement and install gross profit goes into a shared sales team pool. That pool funds an annual sales team trip that is both fun and useful — a conference, training, a sales retreat, a business or networking event, or a team growth trip.
Simple rule: if your team opens the door for the other team, the whole sales team benefits.
How to Apply
Hit the apply button. You will be asked a few screening questions before you finish.
Answer them with specifics. Numbers, accounts, years, results. Vague answers do not move forward — "I have a lot of experience in commercial sales" tells us nothing and will end the process there.
A short video submission may be requested at the right stage of the process. It is not required to apply.
Everyone gets a response within 24 business hours.
Equal Opportunity Statement
Grey Barn is an equal opportunity employer. We hire based on ability, effort, culture fit, and performance potential.
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Grow your team with ScaleSource.
Looking to add a new person to your team that`s full-time? Want to spend 75% less for the exact same skill level of talent you’d get with a W2 employee? This is a NO-BRAINER!
Tired of Upwork? Tired of freelance engagements? Tired of overpaying for underperforming W-2 employees? We provide you with a full time remote team member that’s actually on your team, part of your culture and brand, absolutely no different than the workers physically in your office, but for 75% less cost.
