Chicago SALES recruiting

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Sales Recruiting

Chicago sales recruiting that delivers. We connect top sales talent with leading businesses across tech, manufacturing, and consulting — right here in Chicago.

Why Talentfoot

is the choice for Chicago SMB’s, Mid-Market and Enterprise businesses

98%

fill rate

week time-to-hire

2,500+

happy clients

SALES RECRUITING THAT DELIVERS

Industry-Leading Performance Guarantee

Partner with Chicago’s top sales recruiters. We back every placement with ironclad performance guarantees and flexible terms — because your sales team’s success is our success.

We don't settle for average sales talent, and neither should you.

From Loop startups to Fortune 500s, we fill Chicago’s most crucial sales roles with 98% success, thanks to our deep local expertise. No more endless interviews. Just proven, top-performing sales talent, ready to drive revenue — all backed by Chicago’s highest client success rate.

Targeted Headhunting

Unlock access to Chicago’s elite sales talent — the high-achievers quietly leading their teams to unprecedented success. They aren’t browsing job boards, but our targeted headhunting approach connects you with these top performers, ready to elevate your business.

Rigorous Assessment Process

While others guess, we assess. Our combination of HOGAN® leadership science and rigorous multi-stage vetting doesn’t just find sales talent — it predicts sales success. It’s how we consistently connect Chicago companies with sales performers who deliver.

Sales Recruiters with a

talent foot in Chicago

Leslie

Executive Senior Partner
20+ years exp.
CRM, ERP, BI, Cyber Security

Brian

Executive Senior Partner – Sales
25+ years exp.
Professional Services, Management Consulting, Advertising Agencies

Skylar

Executive Sales Recruiter
10+ years exp.
Manufacturing, Industrial, Construction, Infrastructure

Amanda

Executive Senior Partner
15+ years exp.
Marketing Services, AdTech, eCommerce

Ryan

Vice President, Search Delivery
20+ years exp.
SaaS, FinTech, InsurTech,
HealthTech, MedTech

Tim

Vice President, Client Engagement
20+ years exp.
Cyber, AI, IoT, AR/VR

A team that has its

talent foot in Chicago

Skylar

Executive Sales Recruiter
10+ years exp.
Manufacturing, Industrial, Construction, Infrastructure

Amanda

Executive Senior Partner
15+ years exp.
Marketing Services, AdTech, eCommerce

Tim

Vice President, Client Engagement
20+ years exp.
Cyber, AI, IoT, AR/VR

Brian

Executive Senior Partner – Sales
25+ years exp.
Professional Services, Management Consulting, Advertising Agencies

Leslie

Executive Senior Partner
20+ years exp.
CRM, ERP, BI, Cyber Security

Ryan

Vice President, Search Delivery
20+ years exp.
SaaS, FinTech, InsurTech,
HealthTech, MedTech

Your team listened very carefully to our brief, and provided us only with candidates who are highly qualified and highly motivated. You didn’t just throw a bunch of names in our face and make us do the work. We were very satisfied with the candidates we interviewed and ultimately thrilled with the one we have hired.

Your team really listened to our needs and probed when things weren’t clear or consistent. You also suggested changes to our process which ended up working better for us.

Talentfoot has a deep understanding of the marketing needs of today's business environment, identify great candidates, assess their capabilities and follow-up to finalize the search.

Your team was awesome. You thoroughly understood the role and the company he presented me to. You were always available and quick to find answers for me. It’s not easy to come by great executive recruiters and you are definitely one of the best!

Talentfoot and Patrick spent the time to learn about our organization, our wants, our needs, and our weaknesses, helped shape the search criteria, and gave real feedback on the candidates you produced. Other firms should be embarrassed. They are poseurs compared to our experience with Talentfoot.

We were very pleased with Talentfoot’s work on the search, with many extremely high-caliber candidates to evaluate and work through throughout the process. The team did a great job of telling our story to build and maintain candidate interest and moved the process forward efficiently. We are thrilled to have our first choice candidate come on board.

What You Get with

Talentfoot

HOGAN Assessments

Scientifically-backed evaluations to ensure candidates have the right sales DNA and traits.

Passive Talent Access

Tap into our exclusive network of top-performing professionals who aren’t actively searching for jobs.

Performance-Based Fee

Designed to fit your company’s size, stage, and specific recruitment requirements.

Competitive Insights

Unlock competitor compensation models, hiring trends, growth goals, sales culture, and more.

Multi-Step Vetting

Rigorous vetting process to secure only the most qualified candidates.

Comprehensive Onboarding Support

Structured guidance to integrate talent and increase speed-to-revenue.

Chicago Sales Recruiting FAQs

What makes Talentfoot Chicago's Top Sales Recruiters?

From Michigan Avenue to the bustling West Loop tech corridor, Talentfoot has secured its status as Chicago’s top sales recruiting powerhouse. Our unrivaled 98% success rate is more than a statistic — it’s proof of our structured, consultative approach that’s transforming sales recruitment across Chicagoland.

What makes us the go-to sales recruiters in Chicago? We focus precisely on a handpicked portfolio of companies, from River North disruptors to established Loop giants. Our specialized vetting process digs deep into each candidate’s track record: from quota attainment and average deal size to pipeline management strategies and sales cycle efficiency. Through HOGAN® leadership assessments and behavioral interviewing, we uncover the true indicators of sales success — win rates, account penetration abilities, and proven revenue generation methodologies.

Our extensive talent network spans every business district from O’Hare to Oak Brook, connecting you with Chicago’s top closers, strategic account managers, and sales leaders who consistently exceed targets. As a boutique firm, we offer the agility Chicago businesses need — customized pricing, adaptable search solutions, and proactive talent planning that aligns with your revenue goals. While others keep you waiting, our rapid candidate delivery ensures your territories are covered and deals are closing.

Each Talentfoot Certified Candidate undergoes rigorous assessment of their complete sales toolkit: from prospecting techniques and solution selling capabilities to enterprise relationship management and forecasting accuracy. We evaluate their experience with different sales methodologies, CRM proficiency, and ability to navigate complex buying committees. Our innovative expertise means we understand the nuances of your sales cycle, whether you’re in industrial automation on Goose Island or fintech in the Financial District.

Partner with Talentfoot and access Chicago’s most exclusive network of sales talent. In a city where results speak louder than promises, we deliver the proven performers who drive revenue from day one.

How many years have you helped companies find sales talent in Chicago?

Since 2010, Talentfoot has been helping small, mid-market, enterprise, and investor-backed companies hire sales talent in Chicago. More than 2500 companies have leveraged our sales recruiters to identify, attract, and hire sales talent including key account managers, senior sales representatives, sales managers, directors, VPs of Sales, Chief Sales Officers, or entire sales teams.

What industries does Talentfoot's sales recruiters specialize in?

Talentfoot delivers exceptional sales talent across Chicago’s diverse business landscape. While we’ve built deep expertise in high-growth sectors like SaaS, Manufacturing, and Professional Services, our proven recruitment methodology succeeds across every industry.

From Industrial Automation firms in the Innovation District to Creative Agencies in River North, FinTech companies in the Loop to Manufacturing powerhouses along the I-88 corridor — we understand the unique sales demands of each sector. Our track record includes successful placements in:

• Technology & SaaS
• Manufacturing & Industrial
• Professional Services & Consulting
• Financial Services & FinTech
• Creative & Marketing Agencies
• Healthcare & Life Sciences
• Distribution & Logistics
• Industrial Automation
• Consumer Goods & Retail

Most importantly, our scientific approach to sales talent assessment transcends industry boundaries. Whether you’re selling complex manufacturing solutions or professional services, our 98% success rate proves our ability to identify and secure sales leaders who drive revenue in any market.

The key isn’t just industry expertise — it’s understanding what makes a great salesperson in your specific context. That’s why Chicago’s most demanding companies, regardless of sector, trust Talentfoot to build their sales teams.

What makes Talentfoot different from other sales recruiting firms?

In Chicago’s crowded sales recruiting landscape, Talentfoot stands apart with an industry-leading 98% client success rate — a testament to our methodical approach that consistently delivers results while others fall short.

Unlike traditional recruiters who play the numbers game, we take a consulting-first approach. Each engagement begins with a deep dive into your sales organization’s unique dynamics. Our structured process includes complimentary HOGAN® psychometric assessments and coaching sessions — tools typically reserved for executive searches but offered standard with every Talentfoot placement.

Our boutique firm commitment means you’re never just another client. While larger firms might assign junior recruiters, you’ll work directly with our senior Chicago sales recruitment experts who understand the nuances of building high-performing sales teams. We’ve cultivated Chicago’s most exclusive sales talent network, connecting you with proven performers who aren’t actively job hunting and won’t appear on typical recruiter shortlists.

Every candidate undergoes our rigorous Talentfoot Certification process, evaluating everything from quota achievement and deal velocity to enterprise relationship management skills. We don’t just verify past performance — we predict future success in your specific sales environment.

We also offer something rare in Chicago’s recruiting scene: flexibility. Our customized pricing and adaptable search solutions align with your business reality, whether you’re a West Loop startup or an established Loop enterprise. And while other firms keep you waiting, our rapid candidate delivery ensures you maintain sales momentum.

The difference is clear: while other firms simply fill positions, Talentfoot builds lasting sales teams that drive revenue from day one. It’s why Chicago’s most demanding companies trust us with their most crucial sales hires.

How do you help companies hire sales talent in Chicago?

Leveraging our deep candidate networks, targeted headhunting approach, and structured and methodical approach, we’re able to uncover the top 10% of sales talent excelling in your industry in Chicago. That means you get to meet Chicago’s top performers in less time, and without the headache of working with traditional or big executive search firms.

What is Talentfoot's success rate in recruitment?

Talentfoot boasts a 98% fill rate, significantly outperforming traditional recruitment approaches.

Does Talentfoot offer solutions for executive search?

Yes, we provide executive search services, including c-suite search, to meet the strategic hiring needs of businesses.

How does Talentfoot ensure the quality of candidates?

We use a structured 13-step search process, industry insights, and HOGAN® assessments to thoroughly vet candidates.

How long does the recruitment process typically take with Talentfoot?

We aim to complete the recruitment process efficiently, typically within a 7-week timeframe.

Does Talentfoot offer flexible recruitment solutions?

Yes, we provide a range of solutions from direct hires to fractional and advisory roles, tailored to your business needs.

How can businesses start working with Talentfoot?

Reach out to us through our website or contact form to begin a consultation tailored to your recruitment needs.

Our Sales
Recruiting Process

Our Sales Recruiting
Process

Search Consultation and Strategy

We take a deep dive into your go-to-market, sales models, motions, and culture to understand what’s required to achieve success in the role, then we build a comprehensive position profile and targeted search strategy around that.

Customized Recruitment Plan

Talentfoot develops a tailored strategy based on your company size, growth goals, industry, and ideal candidate profile.

Plan Execution

Through targeted headhunting, we curate elite candidate pools, vetted by science-based assessments and behavioral interviews, ensuring we deliver only top-tier talent for you.

Placement

We make hiring the talent you want easier with complimentary compensation planning, offer negotiation, and onboarding support.

Post-Hire Engagement And Support

Industry leading guarantee period, onboarding consultation and support, and sales team growth and performance strategy development.

Your next game-changing hire is closer and faster than you think – guaranteed.

Whether you’re a growth-focused start-up, scale-up, mid-market, or investor backed company, you’ll benefit from Talentfoot’s unmatched sales recruiting success. With a 98% fill rate, we radically outperform traditional recruiters and staffing firms – and do it all in under 7 weeks.