Hire Offshore Sales Development Reps for Chicago Businesses

Prospect research & list building

• • Build targeted ICP lists from Apollo.io, ZoomInfo, and LinkedIn Sales Navigator filtered by fit signals
• • Research accounts for triggers like funding rounds, hiring spikes, new leadership, and tech stack changes
• • Maintain list hygiene by verifying emails through tools like NeverBounce before sequences launch

Cold email sequences

• • Write multi-step cold email sequences personalized by segment and account trigger
• • Run sequences through Lemlist, Instantly.ai, Outreach, or Salesloft with deliverability guardrails
• • A/B test subject lines, opening lines, and CTAs with clear winners promoted into the main sequence

LinkedIn outbound

• • Run LinkedIn Sales Navigator searches to identify buyers not reachable on email alone
• • Send personalized connection requests and follow-up messages tied to real account research
• • Mix LinkedIn touches with email and calls for a coordinated multi-channel cadence

Cold calling & qualification

• • Make 40–80 cold calls per day through Aircall, JustCall, or whichever dialer your team uses
• • Qualify leads against BANT, MEDDIC, or whichever framework your sales org runs
• • Handle objections with scripted responses refined weekly based on what actually works on calls

CRM hygiene & meeting booking

• • Log every touch, call, and meeting in HubSpot or Salesforce so the pipeline stays clean
• • Book meetings directly into AE calendars through Calendly, HubSpot Meetings, or Chili Piper
• • Send confirmation emails, reschedule no-shows, and keep meeting show-up rate above baseline

How do you handle CAN-SPAM, GDPR, and other compliance rules on outbound?

CAN-SPAM is the baseline for US outbound: every cold email includes a physical mailing address, a working opt-out link, accurate headers and subject lines, and never uses deceptive routing. For European prospects we respect GDPR, which means legitimate interest must be documented, B2C prospects are generally avoided, and opt-out requests are honored across every channel and tool. Your SDR maintains a suppression list that syncs across sequences so once someone opts out they never get hit again. For regulated industries or jurisdictions with stricter rules like Canada CASL we scope compliance requirements with you upfront.

Do you pay SDRs on activity or on meetings booked?

Remoteria charges you a flat monthly seat rate, not a per-meeting commission, and your SDR is paid a fixed salary by us. That said, most clients layer their own bonus on top tied to meetings booked, meetings held, or sourced pipeline — you set the incentive structure that matches your internal sales comp plan. We recommend paying on meetings held rather than meetings booked so SDRs optimize for show rate instead of spamming calendars, and activity minimums make sense as a floor but not as the main driver. Your SDR will work whichever structure you set.

Will our prospects understand the SDR on a cold call — accent and English proficiency?

Every SDR we place for outbound calling passes a live cold call roleplay in the final interview, and we only shortlist candidates with neutral English suitable for US buyer conversations. Most of our SDRs come from the Philippines, South Africa, or Latin America where English fluency is strong and accents are familiar to American ears. If your ICP is particularly accent-sensitive — C-suite executives at enterprise accounts, for example — flag it during intake and we will shortlist candidates with the closest-to-neutral delivery. You get to do the final interview yourself before hiring, so accent fit is something you can verify directly.

Does the SDR work with our existing CRM or do we need to switch?

They work in whatever CRM you already have. Our SDRs are trained on HubSpot and Salesforce as the two most common, and have worked with Pipedrive, Close, Copper, and Zoho on various engagements. During week one your SDR gets named user access to your CRM, learns your existing stages and pipeline structure, and starts logging activity directly in your system. We never ask clients to switch CRMs or run a parallel system — the goal is a cleaner version of what you already have, not another migration project.

What working hours does the SDR keep for US business calls?

Cold calling hours are set to match your target market, not the SDR home timezone. An SDR targeting the US East Coast will typically work a shifted schedule covering 8am–5pm ET, and an SDR targeting West Coast buyers will shift later. This is standard across our outbound placements and every candidate confirms willingness to work shifted hours before you interview them. For multi-region coverage you can hire multiple SDRs on different shifts. Non-call work like list building, research, and email sequence setup happens outside of call hours so peak call windows stay focused on dials.

How does timezone work between Chicago and an offshore virtual assistant?

Your offshore hire typically overlaps your morning, from roughly 9am CT to 3pm CT. That covers the bulk of your inbox, vendor calls, and team stand-ups. Anything async — reports, research, data cleanup — runs overnight and is waiting when you get in.

Do you work with Chicago trading firms, logistics companies, and manufacturers?

Yes. Most Chicago clients are in trading and fintech in the Loop, logistics operators around O'Hare, industrial distributors in the suburbs, and SaaS startups in Fulton Market. We match roles to specific workflows like trade ops, dispatch support, and AP/AR for mid-market businesses.

How fast can a Chicago business get an offshore hire started?

Chicago owners tend to want tight timelines and clear deliverables, and we run on that pace. Book a 15-minute call, send us the role, and we shortlist 3 vetted candidates in 5 business days. Most Chicago clients interview on day 6 and onboard by day 10.

How does offshore hiring compare to Chicago's local talent market?

Chicago talent is cheaper than NYC or SF but the prop trading and consulting ecosystem keeps the operational floor higher than people expect. A mid-level analyst in the Loop closes at $75,000–$95,000 base, and trading support roles near LaSalle now routinely cross $110,000. Offshore hiring delivers a comparable analyst or operations skill profile in 5 business days at roughly 35 percent of loaded Chicago cost. The bigger value for Midwestern owners is retention — offshore hires do not get poached into Citadel or Jump Trading every 18 months the way local Loop talent does.

Do Chicago businesses have any special requirements for offshore hires?

Offshore contractors are not US tax residents, so Chicago businesses do not withhold federal or Illinois state income tax, do not pay Illinois unemployment insurance, and do not file W-2s for these workers. The standard form is a W-8BEN collected at engagement (not a W-9, which applies only to US persons) governed by an independent contractor agreement. Illinois workers' compensation requirements do not apply to non-US workers performing services entirely outside the state. Most Chicago clients route payments through us, so they never deal with international wires or Cook County payroll filings directly.