Tito De Los Santos
Chicago
Summary
Results driven Business Development Executive with 7+ years of experience driving B2B growth through strategic prospecting, consultative selling, and relationship management. Experienced in building outbound pipelines through cold calling, email outreach, networking, and referral generation while managing the full sales cycle from prospecting to close. Career progression from Customer Service to National Account Management and Business Development demonstrates a consistent history of exceeding expectations, expanding key accounts, and generating new business.
Overview
9
9
years of professional experience
Work History
Business Development Executive
Maxout Financial
11.2025 - Current
- Drive full-cycle business development across multi-state territories, representing A-rated national carriers to deliver tailored financial protection solutions.
- Own end-to-end sales process from lead engagement through application submission and policy placement - $80,000 annual premium/revenue through Q1 and Q2.
- Built and scaled a personal book of 50 clients and counting through strategic prospecting, relationship development, and referral cultivation while exceeding weekly sales quota.
- Generate and manage high-volume outbound pipeline activity (400+ calls daily) to identify, qualify, and convert new clients.
- Leveraged CRM systems to streamline client interactions and improve tracking of sales activities.
Executive Account Manager
Paylocity
08.2025 - 11.2025
- Manage a portfolio of 20-25 executive-level clients, serving as the primary point of contact to drive retention, satisfaction, and overall account success.
- Handle inbound and outbound client communications via Salesforce and Five9, efficiently managing cases and emails to ensure timely resolutions.
- Collaborate cross-functionally with internal support teams to troubleshoot modules and deliver seamless client experiences.
- Field inbound calls from executive clients, proactively addressing issues and identifying opportunities to enhance platform utilization.
- Maintain high levels of client engagement through proactive support and strategic relationship management.
Account Manager - Business Development
Maxx Challenger
05.2024 - 08.2025
- Conduct cold calls, routine demos, B2B sales pitches, prospect and vet clients, provide onboarding to key stakeholders at roofing companies to familiarize them with our insurance supplementing framework - at least four meetings a month.
- Identify opportunities within our book of business to upsell and open the door for more services pertaining to insurance supplementing and working within the client's CRM. Average ACV increase of $5,000.
- Attend trade shows and industry outings to prospect and begin the sales cycle with potential new leads.
- Maintain all communication with engaged customers and track activity within Sugar and Google Suite to gauge client churn; at least 60 inbound and 60 outbound calls or emails weekly.
- Foster active engagement between operations, sales and clients that promotes sustainable long-term growth within our book of 80 clients.
- Establish standard operating procedures with clients to give them visibility on the data points that increase their profit; replacement cost value deltas and price per square breakdowns.
National Accounts Manager
Draiver
05.2022 - 03.2024
- The main point of contact in the relationship between contract driver and four enterprise SaaS clients; which included in-person client visits to evaluate fleet operations on the ground to consult real-time solutions, domestic and international.
- Organize and present onboarding demos for for our new logistics partners.
- Aligned Operations, Customer Success, and Marketplace to succeed in the first stages of new customer 'Pilots' by catering the Go To Market strategy by region.
- Reviewed and audited client invoices, delivery quotes, driver payments, expenses and assessed internal costs and profit margins on a monthly basis.
- Led a team of 5-7 account managers overseeing 40+ million in revenue year over year with OEM and Fleet based clients.
Account Manager
Draiver
05.2019 - 05.2022
- Onboard and train new employees in the department to ensure maximum efficiency through all levels of the day-to-day logistics platform - including tools such as Hubspot, Salesforce, Google Suite, Qlik, Aircall, Microsoft Excel.
- Balanced incoming phone calls from medium and large sized trucking clients and independent drivers while keeping ticket cases in a working flow so that all matters were handled urgently.
- Routed truck moves for clients across the United States and sourced the capable contractors to perform the deliveries in a timely manner.
- Track and maintain activity of all communication with contractors and clients within Salesforce.
Customer Service Representative
Draiver
05.2018 - 05.2019
- First line of technical support - outbound and inbound phone calls with dozens of contractors daily.
- Call numerous contractor leads to educate them on our platform and basic app functionality to eventually have them fully integrated into the DRAIVER platform.
- Establish contractor driver pools based on engagement and client demand.
- Prospect new contractor drivers, organize a lead tracker using Salesforce tasks, and convert prospects to active drivers through background checks using Checkr.
Law Office Clerk Intern
Tapia Ruano & Gunn P.C
05.2017 - 08.2017
- Formulate and audit various USCIS forms for citizenship and residency applicants.
- Appointments with USCIS, attorney and clients to begin the interview process of the legal pathway to citizenship.
- Handle inbound emails and phone call inquiries for both partners at the firm.
Education
B.S. - Political Sciences, Sociology
Illinois State University
Normal, IL2019
Skills
- Relationship management
- Business development
- CRM usage (Salesforce, HubSpot, GHL)
- Solution Selling
- Client retention
- B2B consultative selling
Languages
English
Native or Bilingual
Spanish
Native or Bilingual
Timeline
Business Development Executive
Maxout Financial
11.2025 - Current
Executive Account Manager
Paylocity
08.2025 - 11.2025
Account Manager - Business Development
Maxx Challenger
05.2024 - 08.2025
National Accounts Manager
Draiver
05.2022 - 03.2024
Account Manager
Draiver
05.2019 - 05.2022
Customer Service Representative
Draiver
05.2018 - 05.2019
Law Office Clerk Intern
Tapia Ruano & Gunn P.C
05.2017 - 08.2017
B.S. - Political Sciences, Sociology
Illinois State University