Commercial Maintenance Sales Associate (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: $52,000 base ($1,000/week), plus uncapped new-contract commission and renewal commission — target earnings $85,000–$125,000+, 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 the crew shows up, the property looks right, and nobody calls them to complain.When that bet goes bad, it goes bad quietly. A retail center starts looking tired and the leasing agent stops showing it. An HOA board collects a few complaints and puts the contract out to bid. A contract gets sold at a price operations cannot actually deliver on, corners get cut to make the hours work, and a good relationship dies over two hundred dollars a month.Grey Barn is building the leading commercial landscape maintenance company in Northwest Arkansas. We are looking for people who want to grow with the company, learn commercial sales properly, build real relationships, and create real income through performance.This is the seat where that career starts. You do not need to have sold commercial landscaping before. You need to have sold something, to real people, and be willing to go find the next opportunity yourself.If you want a list of leads handed to you every Monday morning, this is not the role. If you can drive past a retail center and want to know who manages it, who cuts it now, and how to get thirty minutes with the decision maker — you may be exactly who we need.The Big PictureEvery commercial property in your patch should either be a Grey Barn customer or a name in your CRM with a next step and a date on it.We do not need someone who says: "I've been reaching out to some property managers, hoping to hear back this week."We need someone who says: "I hit fourteen properties in Springdale on Tuesday, got past the front desk at six of them, and got three real conversations. Two site walks booked for Thursday. One of them is unhappy with their current vendor's spring cleanup, and their agreement is month-to-month. Proposal goes out Friday."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 learning a commercial sales craft that will pay you for the rest of your career.Every contract you sign is a promise operations has to keep. Your job is to make that promise winnable: the right property, an honest scope, a profitable price, and expectations the customer actually understands.What You Will Own1. Prospecting Your TerritoryNobody fills your calendar but you.Prospect commercial properties throughout Northwest ArkansasBuild relationships with property managers, facility managers, HOAs, multifamily communities, retail centers, churches, schools, industrial sites, and commercial property ownersFind out who actually decides, not just who answers the phoneKeep working the market whether or not you closed something last weekProspecting is not what you do when you have spare time. It is the job that creates all the other work.2. Discovery and Site WalksThe walk is where the deal is won or lost.Run discovery calls and meetings that surface the real problem, not just the current priceWalk properties and identify maintenance needsNotice the scope the current vendor is skippingAsk better questions than the last salesperson who showed upA property you did not walk is a property you are guessing about.3. Estimates and ProposalsProfessional beats clever.Prepare accurate basic estimates and proposalsPresent them professionally, in person where possibleSell properly scoped work that protects marginPut expectations in writing so nobody is surprised in month twoAnyone can be the cheapest bid. That is not selling, that is quitting with extra steps.4. Follow-UpThis is where most people lose and you can win.Follow up consistently, past the point where most salespeople give upKeep next steps and dates on every open opportunityStay in touch with the properties that said "not right now" — because "not right now" has an expiration dateBe the person who is still there when the current vendor finally messes upThe fortune is in the follow-up. Almost nobody actually does it.5. Clean Handoffs and Account CareYou sell it. Operations lives with it.Coordinate handoffs with operations and communicate everything you promisedStay engaged through onboarding and the first service visitsIdentify enhancement and install opportunities from your maintenance customersSupport renewals and keep relationships warm when there is nothing to sellThe fastest way to lose a good contract is to sell it well and hand it off badly.6. CRM DisciplineIf it is not in the CRM, it did not happen.Keep activity, notes, proposals, and deal stages accurateKeep a next step and a date on every open opportunityMake your pipeline readable by someone who is not you100% CRM accuracy is the expectation, not the stretch goal.Monthly Activity ExpectationsMonthly targets:20+ qualified commercial sales meetings15+ site walks10+ proposals3–5 profitable new maintenance contracts40%+ projected gross profit on sold work100% CRM accuracyHigh performer targets:30+ qualified commercial sales meetings25+ site walks20+ proposals7+ profitable new maintenance contractsStrong follow-up and renewal supportWhat Success Looks LikeYou are winning in this role when:You are booking your own meetings every week without anyone asking you toYour pipeline is full enough that one lost deal does not ruin the monthYou are signing profitable recurring contracts consistently, not in spikesSold work is coming in at 40%+ projected gross profitOperations trusts the scopes you hand themCustomers renew without shopping the contractYour maintenance customers are creating enhancement and install opportunities for the other teamYour CRM tells the truth about where every deal actually standsAnd the payoff: you stop being someone with sales experience and become a commercial salesperson with a book.Core Values and MindsetMargin is not a detail. It is the whole point.Have FunThis is a people business. You will spend your week talking to property managers, facility guys, HOA boards, and business owners — and the ones who enjoy talking to you will take your call again. Bring energy. Nobody buys from someone who sounds tired of their own pitch.Try New Things FastIf walk-ins are not working in one submarket, change the approach this week, not next quarter. Try the different opening line, the early-morning visit, the referral ask, the property tour, the direct conversation with the owner instead of the manager. Test it, keep what works, drop what does not.Best in the WorldWe are not trying to be the cheapest vendor in Northwest Arkansas. We are trying to be the one nobody replaces. Study your losses. Get sharper at discovery, at walking a property, at presenting a price without flinching. Good week is not the goal. Better next week is.Put in the WorkThe unsexy part is the job: the fourth follow-up, the site walk in the rain, the proposal 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 about Mondays.Hold AccountabilityOwn the number and 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 immediately. If a deal died because you did not follow up, say that out loud instead of blaming the lead.RequirementsRequired QualificationsPlease do not apply unless you meet these requirements.2+ years of sales experience, field sales experience, commercial services experience, or related customer-facing business development experienceComfortable prospecting every week to build your own pipelineComfortable using a CRMStrong communication and follow-up skillsAbility to walk properties and understand basic scope requirementsAbility to work independently without constant supervisionComfortable with commission-based upsideValid 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 roofingConstructionCommercial real estate or property managementMultifamily or HOA vendor salesRecurring service contract salesTools 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 enjoy sales and building relationships with people face to faceYou are comfortable prospecting and do not need permission to go knockYou like being outside and in the field more than at a deskYou want to learn commercial service sales properly and build a career in itYou follow up consistently, not just when you feel like itYou are organized enough to manage your own pipelineYou want performance-based upside instead of a flat salaryYou take accountability without excusesWho This Role Is NOT ForExpects leads to be handed over every dayAvoids prospecting and prefers inboundFinds follow-up tedious and lets it slidePrefers to stay out of the fieldStruggles when nobody is checking in hourlyWants a safe, predictable corporate sales jobThis is a hunter seat.BenefitsCompensationBase Salary$1,000 per week — $52,000 per year.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 more:$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 commissionLower-margin accounts pay less. Bad-margin accounts do not get rewarded.Income examples at average contract size and 40%+ gross profit:Strong start — 36 new contracts per year, 3 per month — approximately $83,000 total annual compSolid performer — 60 new contracts per year, 5 per month — approximately $104,000High performer — 84 new contracts per year, 7 per month — approximately $125,000Top performer — 114 new contracts per year, 9.5 per month — approximately $150,000+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 sales experience" 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 Associate (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: $52,000 base ($1,000/week), plus uncapped new-contract commission and renewal commission — target earnings $85,000–$125,000+, 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 the crew shows up, the property looks right, and nobody calls them to complain.
When that bet goes bad, it goes bad quietly. A retail center starts looking tired and the leasing agent stops showing it. An HOA board collects a few complaints and puts the contract out to bid. A contract gets sold at a price operations cannot actually deliver on, corners get cut to make the hours work, and a good relationship dies over two hundred dollars a month.
Grey Barn is building the leading commercial landscape maintenance company in Northwest Arkansas. We are looking for people who want to grow with the company, learn commercial sales properly, build real relationships, and create real income through performance.
This is the seat where that career starts. You do not need to have sold commercial landscaping before. You need to have sold something, to real people, and be willing to go find the next opportunity yourself.
If you want a list of leads handed to you every Monday morning, this is not the role. If you can drive past a retail center and want to know who manages it, who cuts it now, and how to get thirty minutes with the decision maker — you may be exactly who we need.
The Big Picture
Every commercial property in your patch should either be a Grey Barn customer or a name in your CRM with a next step and a date on it.
We do not need someone who says: "I've been reaching out to some property managers, hoping to hear back this week."
We need someone who says: "I hit fourteen properties in Springdale on Tuesday, got past the front desk at six of them, and got three real conversations. Two site walks booked for Thursday. One of them is unhappy with their current vendor's spring cleanup, and their agreement is month-to-month. Proposal goes out Friday."
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 learning a commercial sales craft that will pay you for the rest of your career.
Every contract you sign is a promise operations has to keep. Your job is to make that promise winnable: the right property, an honest scope, a profitable price, and expectations the customer actually understands.
What You Will Own
1. Prospecting Your Territory
Nobody fills your calendar but you.
- Prospect commercial properties throughout Northwest Arkansas
- Build relationships with property managers, facility managers, HOAs, multifamily communities, retail centers, churches, schools, industrial sites, and commercial property owners
- Find out who actually decides, not just who answers the phone
- Keep working the market whether or not you closed something last week
Prospecting is not what you do when you have spare time. It is the job that creates all the other work.
2. Discovery and Site Walks
The walk is where the deal is won or lost.
- Run discovery calls and meetings that surface the real problem, not just the current price
- Walk properties and identify maintenance needs
- Notice the scope the current vendor is skipping
- Ask better questions than the last salesperson who showed up
A property you did not walk is a property you are guessing about.
3. Estimates and Proposals
Professional beats clever.
- Prepare accurate basic estimates and proposals
- Present them professionally, in person where possible
- Sell properly scoped work that protects margin
- Put expectations in writing so nobody is surprised in month two
Anyone can be the cheapest bid. That is not selling, that is quitting with extra steps.
4. Follow-Up
This is where most people lose and you can win.
- Follow up consistently, past the point where most salespeople give up
- Keep next steps and dates on every open opportunity
- Stay in touch with the properties that said "not right now" — because "not right now" has an expiration date
- Be the person who is still there when the current vendor finally messes up
The fortune is in the follow-up. Almost nobody actually does it.
5. Clean Handoffs and Account Care
You sell it. Operations lives with it.
- Coordinate handoffs with operations and communicate everything you promised
- Stay engaged through onboarding and the first service visits
- Identify enhancement and install opportunities from your maintenance customers
- Support renewals and keep relationships warm when there is nothing to sell
The fastest way to lose a good contract is to sell it well and hand it off badly.
6. CRM Discipline
If it is not in the CRM, it did not happen.
- Keep activity, notes, proposals, and deal stages accurate
- Keep a next step and a date 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
Monthly targets:
- 20+ qualified commercial sales meetings
- 15+ site walks
- 10+ proposals
- 3–5 profitable new maintenance contracts
- 40%+ projected gross profit on sold work
- 100% CRM accuracy
High performer targets:
- 30+ qualified commercial sales meetings
- 25+ site walks
- 20+ proposals
- 7+ profitable new maintenance contracts
- Strong follow-up and renewal support
What Success Looks Like
You are winning in this role when:
- You are booking your own meetings every week without anyone asking you to
- Your pipeline is full enough that one lost deal does not ruin the month
- You are signing profitable recurring contracts consistently, not in spikes
- Sold work is coming in at 40%+ projected gross profit
- Operations trusts the scopes you hand them
- Customers renew without shopping the contract
- Your maintenance customers are creating enhancement and install opportunities for the other team
- Your CRM tells the truth about where every deal actually stands
And the payoff: you stop being someone with sales experience and become a commercial salesperson with a book.
Core Values and Mindset
Margin is not a detail. It is the whole point.
Have Fun
This is a people business. You will spend your week talking to property managers, facility guys, HOA boards, and business owners — and the ones who enjoy talking to you will take your call again. Bring energy. Nobody buys from someone who sounds tired of their own pitch.
Try New Things Fast
If walk-ins are not working in one submarket, change the approach this week, not next quarter. Try the different opening line, the early-morning visit, the referral ask, the property tour, the direct conversation with the owner instead of the manager. Test it, keep what works, drop what does not.
Best in the World
We are not trying to be the cheapest vendor in Northwest Arkansas. We are trying to be the one nobody replaces. Study your losses. Get sharper at discovery, at walking a property, at presenting a price without flinching. Good week is not the goal. Better next week is.
Put in the Work
The unsexy part is the job: the fourth follow-up, the site walk in the rain, the proposal 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 about Mondays.
Hold Accountability
Own the number and 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 immediately. If a deal died because you did not follow up, say that out loud instead of blaming the lead.
Requirements
Required Qualifications
Please do not apply unless you meet these requirements.
- 2+ years of sales experience, field sales experience, commercial services experience, or related customer-facing business development experience
- Comfortable prospecting every week to build your own pipeline
- Comfortable using a CRM
- Strong communication and follow-up skills
- Ability to walk properties and understand basic scope requirements
- Ability to work independently without constant supervision
- Comfortable with commission-based upside
- 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
- Construction
- Commercial real estate or property management
- Multifamily or HOA vendor sales
- Recurring service contract sales
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 enjoy sales and building relationships with people face to face
- You are comfortable prospecting and do not need permission to go knock
- You like being outside and in the field more than at a desk
- You want to learn commercial service sales properly and build a career in it
- You follow up consistently, not just when you feel like it
- You are organized enough to manage your own pipeline
- You want performance-based upside instead of a flat salary
- You take accountability without excuses
Who This Role Is NOT For
- Expects leads to be handed over every day
- Avoids prospecting and prefers inbound
- Finds follow-up tedious and lets it slide
- Prefers to stay out of the field
- Struggles when nobody is checking in hourly
- Wants a safe, predictable corporate sales job
This is a hunter seat.
Benefits
Compensation
Base Salary
$1,000 per week — $52,000 per year.
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 more:
- $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
Lower-margin accounts pay less. Bad-margin accounts do not get rewarded.
Income examples at average contract size and 40%+ gross profit:
- Strong start — 36 new contracts per year, 3 per month — approximately $83,000 total annual comp
- Solid performer — 60 new contracts per year, 5 per month — approximately $104,000
- High performer — 84 new contracts per year, 7 per month — approximately $125,000
- Top performer — 114 new contracts per year, 9.5 per month — approximately $150,000+
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 sales experience" 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.
