Roundkeep vs. SideWRK Comparison


Roundkeep RS Vending Services	SideWRK	+	+
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About Roundkeep is the back-office app independent vending operators actually wanted - built by one. Count cash the way you actually count it (by denomination, on your phone), import your card-reader CSVs and reconcile them against the cash, and stop guessing where the money went. It covers the whole route grind: locations and machines, expense tracking with receipt-photo scanning, route planning with driver check-ins and GPS proof-of-presence, repair tickets and machine moves, and clear per-machine P&L you can export for your bookkeeper. Optional DEX/telemetry ingestion for connected machines. Works on your phone through the browser - no app store needed. No contracts, leave anytime, your data is yours. 30 days free, no credit card.	About SideWRK is a phone-first app for the money side of a trade business. Build an estimate on your phone, send it for approval, and get paid — by card, Venmo, Cash App, Zelle, or Apple Pay, with no merchant account and no per-invoice fee. It covers 42 trades, from mechanics and appliance repair to cleaning, landscaping, and concrete, with real per-trade pricing built in. Free 14-day trial.
Platforms Supported Windows Not Supported Mac Not Supported Linux Not Supported Cloud Supported On-Premises Not Supported iPhone Not Supported iPad Not Supported Android Not Supported Chromebook Not Supported	Platforms Supported Windows Not Supported Mac Not Supported Linux Not Supported Cloud Supported On-Premises Not Supported iPhone Supported iPad Supported Android Supported Chromebook Not Supported
Audience Independent vending machine operators running roughly 5-50 machines who manage their own cash counting, expenses, routes, and card-reader reconciliation. Also fits small office-coffee and micro-market route operators.	Audience Solo and small blue-collar operators running side work or a one-truck business — mobile mechanics, pressure washers, auto detailers, lawn care, handymen, HVAC, plumbers, electricians, cleaners, tree services, and 40+ other trades. Built for the tradesperson working out of a truck, not an office crew: estimate, get it approved, send a branded invoice, get paid, and see real profit on every job.
Support Phone Support Not Supported 24/7 Live Support Not Supported Online Supported	Support Phone Support Not Supported 24/7 Live Support Not Supported Online Supported
API Offers API Not Supported	API Offers API Not Supported
Screenshots and Videos No images available	Screenshots and Videos View more images or videos
Pricing $19/month Free Version Not Supported Free Trial Supported	Pricing $19/month SideWRK is $19 a month. Everything's included, and there are no other tiers. We try to offer things that other companies are charging $200 to $300 for. Free Version Not Supported Free Trial Supported
Reviews/Ratings Overall 0.0 / 5 ease 0.0 / 5 features 0.0 / 5 design 0.0 / 5 support 0.0 / 5 This software hasn't been reviewed yet. Be the first to provide a review: Review this Software	Reviews/Ratings Overall 0.0 / 5 ease 0.0 / 5 features 0.0 / 5 design 0.0 / 5 support 0.0 / 5 This software hasn't been reviewed yet. Be the first to provide a review: Review this Software

Training Documentation Supported Webinars Not Supported Live Online Not Supported In Person Not Supported	Training Documentation Supported Webinars Not Supported Live Online Not Supported In Person Not Supported
Company Information RS Vending Services Founded: 2026 Canada roundkeep.io	Company Information SideWRK Founded: 2026 United States sidewrk.app
Alternatives VendSoft	Alternatives SendWork
OTI VMS OTI	ProTechCam
beafk CyberFruit Lab - FZCO	FieldVibe
Ardelino SynthiaX	TradePA
Parlevel VMS Parlevel View All	SmartTrade View All
Categories Field Service Management Supported	Categories Tradesman Job Management Supported
	Show More Features Tradesman Job Management Features Contract Management Not Supported Customer Database Supported Dispatch Management Not Supported For Builders Supported For Electricians Supported For Field Service Businesses Supported For HVAC Supported For Plumbers Supported For Roofers Supported Invoicing Supported Job Tracking Supported Payments Supported Quoting Supported Reporting Supported Scheduling Supported Time Tracking Supported
Integrations No info available.	Integrations No info available.
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