Sales Manager

| Chicago

Why Paro?

Mission: Our mission is empowering finance and accounting professionals to embrace and succeed in the future of work. We do this by providing freelancers with a platform to grow and manage their book of business, along with tools to predict their future earnings. Our machine-learning algorithms create custom matches between freelancers and businesses who need their support, and the quality of work delivered is unparalleled.

Vision: We are creating a boundaryless workforce where labor is the analog. Our future of work is optimized at the skill and task level, and makes finding perfect-fit talent as simple as buying a product on Amazon. A mass migration to the freelance economy is already underway, and many leading analysts predict that 50% of the workforce will be freelancing by 2025. By capitalizing on this generational shift, we are disrupting the $150bn antiquated finance and accounting industry. We are backed by Revolution Ventures, Global Founders Capital, FJ Labs, and other leading investors and angels.

Culture: Collaboration is key to the Paro Home Team. Together, we curate an open environment and encourage constant feedback to create great experiences for our freelancers and guarantee success for our clients. We live and breathe our values and have a whole lot of fun along the way.

What We Do

We help growing companies gain confidence in their finances. Paro matches businesses with the highest vetted bookkeepers, accountants, financial analysts, and CFOs who provide remote, on-demand, hourly support when clients need it. We only accept 2% of applicants into our highly curated network of experts, so clients know they’re working with the best of the best.

Position Overview

Paro is seeking a driven sales manager who brings an extensive track record of building, scaling, and leading high-performing sales teams. Our sales team continues to grow aggressively, and we’re now looking for a rock star to shape our future success by forming and leading our second Account Executive team. Their scope of responsibilities will include hiring, coaching, and managing these individuals. The sales manager will also have an impact on Paro’s holistic sales strategy. The Sales Manager will report directly to Paro’s VP, Sales and regularly collaborate with stakeholders across all departments including sales, product, marketing, and operations. If you’re passionate about helping businesses accelerate their financial success and have a desire to support sales reps exceed their potential, then we want you to join our team.

Who You Are

  • 5-7 years of B2B sales experience, ideally with sales experience in the financial services sector, along with 3-5 years sales management/people leadership experience (Background in financial services, consulting, accounting, and/or bookkeeping is a plus!)

  • Authentic cheerleader who can naturally inspire, motivate and respectfully challenge the team. Think fast, hustle, and celebrate successes.

  • Think highly quantitatively with a focus on KPIs and reporting

  • Enjoy the recruiting and onboarding process, particularly as it relates to understanding candidates’ unique personalities, learning styles, goals and setting them up for success

  • Quickly understand new industries, business models, and market challenges and distill them into coaching opportunities with new reps resulting in creatively negotiated, win-win contracts

  • Comfort with outbound selling & coaching reps on outbound selling best practices

  • Self-motivated with an entrepreneurial ambition to get the job done and comfortable with ambiguity and change

  • Maintain a professional demeanor complemented by excellent, clear & succinct verbal and written communication skills

  • Willing and able to roll up your sleeves and learn the ropes by closing your own deals.

  • This is intended to only apply during your ramp-up period; we believe in learning by doing

  • Strong Salesforce competency; applied experience with is a plus

You work hard, but also enjoy a good mid-day laugh, group coffee outing, or attempting a cross-office basketball shot (no prior basketball skills required). You thrive in an open, collaborative environment where consistent feedback and flat hierarchy are valued. You are a team player and look forward to close collaboration with our entire Sales machine

If you’re: Passionate about helping businesses thrive, driven to grow something amazing, the kind of person who never settles and is always up to try something new, then we want you to join our team.

What You’ll Do

  • Serve on Paro’s Sales Leadership Team

  • Focus on hiring, onboarding and retaining Account Executive sales talent

  • Coach and manage Paro’s Account Executives (Note: These individuals will be a mix of new direct hires as well as Sales Development Representative (“SDR”) promoted to AE).

  • Remove roadblocks wherever possible for your team, including optimized sales processes and technical automation

  • Ensure Account Executives understand their goals, where their performance stands, and how they can improve

  • Proficiency managing a team of reps that work on-site and remotely, from time to time

  • Besides the new Key Performance Indicators (KPIs) you conceptualize and operationalize, you’ll also be responsible for:

    • New business revenue growth

    • Account Executive ramp-up time

    • Proportion of new business driven by Account Executive prospecting (i.e. beyond inbound leads and meetings set by SDRs)

    • New clients added

  • Comfort managing through all types of conversations including, celebrations of wins, holding team members accountable and giving difficult feedback to those who are not meeting expectations


  • Competitive salary + stock options + team-based performance incentives

  • Fun and challenging environment that propels career growth

  • Medical, dental, and vision insurance

  • Flexible work from home policy

  • Unlimited PTO – we trust you

  • Monthly happy hours and team outings

  • Catered breakfast on Mondays and Fridays

  • Great office location in Gold Coast, steps away from public transportation

Our Values

At Paro, we pride ourselves on our strong value-oriented culture—which we created together as a team—and look to bring on new team members who also embody these values. 

Enjoy the journey

We bring energy to an antiquated and stale industry

We embrace fun

We don’t take ourselves too seriously


Have each other’s backs

We are a team; we win together and lose together

We can handle anything

We feel confident to take risks because we serve as each other’s safety net

We are a community, not just a workplace


Do the right thing

We don’t cut corners; we take a long-term view of success

We deposit in the Karma bank

We are loyal to clients and freelancers

We are transparent and don’t hold ulterior motives


Take Smart Risks

We believe that trying and failing is better than not trying at all

We think creatively about obstacles

We challenge assumptions

We are nimble


Never settle

We invent new ways to do what we do

We want to be comfortably uncomfortable and encourage each other to take on new

and more challenging projects

We are each accountable for every team member being their best and push each other

and give others permission to push us


Be yourself

We bring our whole selves to work; we're cool with who you are, professional and


We recognize that everyone brings something important to the table and that conflict

helps us grow

We are sensitive to our differences; we value being yourself while making space for

others to be themselves

We are committed to creating a culture of inclusion as we grow

Read Full Job Description

Technology we use

  • Engineering
    • PHPLanguages
    • AngularJSFrameworks
    • CodeIgniterFrameworks
    • Node.jsFrameworks
    • Boostrap 4Frameworks
    • WebpackFrameworks
    • TypekitFrameworks


We are located right above the Clark & Division Red Line stop in the Gold Coast, steps away from many Division street and Old Town hangouts.

An Insider's view of Paro

What’s the vibe like in the office?

Energetic! There are sales team members on the phone coaching business owners all over the office, small impromptu meetings are happening at standing desks and Poang chairs, someone is taking a break to attempt a cross-office nerf hoop shot or stretch out on a foam roller. There are snacks and breakfast is brought in on Monday and Friday!

Kristina McMenamin

Director of Content Marketing & Brand

How do you collaborate with other teams in the company?

As we continue to build our platform we rely a lot on our sales and account management teams for feedback. Since the product works both internally and externally it is important that these teams take feedback from our clients and freelancers as well. This allows for us to continuously iterate on the product before each release.


VP of Engineering

What makes someone successful on your team?

They never settle, take smart risks, and do the right thing (always). We look for people who align with our values, who work hard and love being part of a team, who aren't afraid to take on a lot and learn as they go, who are scrappy and resilient. Oh, and big perks if you can grow an avocado pit into a plant.

Jon Rekpa

Director of Growth

How do your team's ideas influence the company's direction?

We recently introduced Paro Town Hall Meetings. The goal is to provide full transparency to the team on the direction we're headed and why we're headed there. I'm a firm believer that transparency and communication foster new ideas and enable everyone to solve complex problems more efficiently.



What does career growth look like on your team?

On my team, career growth can be summarized by one simple phrase: work hard for me, and I will work hard for you. If you come in every single day and work to better yourself, the team, and the company as a whole, I will do everything in my power to help accelerate your career.


Manager of Business Development

What are Paro Perks + Benefits

Health Insurance & Wellness Benefits
Dental Benefits
Vision Benefits
Health Insurance Benefits
Retirement & Stock Options Benefits
Company Equity
Child Care & Parental Leave Benefits
Flexible Work Schedule
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Perks & Discounts
Casual Dress
Commuter Benefits
Company Outings
Stocked Kitchen
Some Meals Provided
Happy Hours
Pet Friendly
Fitness Subsidies
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