HeadSalesProOUTSIDE SALES TRAINING
A practical next step for people who learn by doing

The field is
the classroom.

Build practical outside-sales skills through 90 days of one-to-one coaching, guided field practice, and a real-world Business in a Box project.

Request Program Information Explore the 90-Day Program
FULL 14-DAY MONEY-BACK GUARANTEERequest a full tuition refund within 14 calendar days of enrollment. See details
Practical skill-building. Guided field practice. Real-world application.
Learn by doing
01
Find your prospectsResearch and choose local businesses
02
Present with confidencePractice the pitch and ask for business
03
Build your pipelineOrganize names and follow-ups
04
Deliver with careKeep commitments and support client relationships
Skills built through practiceHS.
90day Business in a Box program
$5,000integrated program tuition
1guided, real-world sales project
Experience behind the program

Learn sales from a business builder.

HeadSalesPro was founded by Rod Tobiason, an entrepreneur whose work spans outside sales, business development, marketing, and company building.

As Co-Founder and Chief Strategy Officer of SMART Payment Plan, a payment solutions company serving automotive dealerships, Rod helped build and scale a business that grew to support more than 4,000 dealerships, serve over 2 million customers, and process more than $4 billion in payments.

That experience shapes the training: clear fundamentals, coached practice, real prospect conversations, and an applied sales project.

Built around real practice

A different way to take your next step.

For people who would rather learn by trying, getting feedback, and improving than only hearing about sales in a classroom.

A young adult learner taking notes during an online one-to-one coaching session
Focused learning

One-to-one learning online

Build your foundation in a focused computer-based session with a coach.

A young adult learner introducing herself to a local shop owner outside his business
Real-world practice

Take the conversation into the field

Introduce yourself to local businesses and practice opening a conversation professionally.

01

Start with the conversation

Practice how to introduce yourself, ask better questions, and understand what a customer actually needs.

02

Build confidence through reps

Work on prospecting, presenting, and follow-up with structure and guided practice along the way.

03

Put it into a real project

Bring your communication and client-service skills together in a guided applied sales project.

No degree or prior sales experience is required to explore the program. HeadSalesPro is an independent training program, not a college or accredited credential.

A practical path into sales

Practice the skills that move a conversation forward.

Learn a repeatable process for finding people to talk to, preparing well, following up, and building trust with customers.

Prospecting and outreach

Research a local market, identify potential accounts, and practice calls, email, and in-person introductions.

Pipeline and account habits

Track new prospects, next steps, follow-ups, and opportunities to strengthen existing relationships.

Pitching and presentations

Shape an elevator pitch, ask useful questions, explain a clear offer, and practice asking for the business.

Client service and delivery

Listen carefully, set clear expectations, and follow through on customer needs.

Leadership and mindset

Build communication, preparation, resilience, personal accountability, and follow-through.

Learn from the field

Review conversations and feedback, identify lessons, and use them to improve the next attempt.

The learning path

A clear plan. Real practice. Steady coaching.

Meet in one-to-one Zoom sessions, with guided assignments and field practice between sessions.

Days 1–30 · Learn and prepare

Build your sales foundation.

Weeks 1–3 focus on finding prospects: map local businesses, review their social presence, and prioritize outreach. Weeks 4–6 build confidence: write and practice the pitch, present it to your coach, then to friends and family. Weeks 7–9 build the pipeline through owner visits, business cards, cold calls, and follow-ups. Weeks 10–12 focus on delivery: sign agreements, create client-approved static ads, and publish them to agreed social channels. Coaching meets twice weekly for 60 minutes by Zoom, with field assignments between sessions.

  • Practice consultative sales conversations
  • Learn to ask questions and identify customer needs
  • Build confidence through coached role-play
  • Study the local market and prepare for field practice
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A private conversation

Explore the Business in a Box program

The Business in a Box is the applied business model at the center of the 90-day program. Tuition includes training, individual coaching, guided field practice, and support as students learn to build and operate the model.

Confidentiality comes first.
We keep the full business model private on this page. Before we share nonpublic operating details, we’ll send a separate confidentiality agreement for your review and signature.

Request the NDA and a private overview

Share your contact information. We’ll send the confidentiality agreement before discussing nonpublic Business in a Box details.

This checkbox confirms the request process; it is not itself an NDA. Submitting opens an email draft to info@headsalespro.com. Review it and press Send. This website does not store your information.

Program investment

Know what the class costs.

The $5,000 tuition covers the integrated 90-day Business in a Box training program, including coaching, field practice, and the applied project.

90-Day Outside Sales Training

Includes guided learning, field practice, leadership development, and an applied sales project.

$5,000

Full 14-Day Money-Back Guarantee

If you decide HeadSalesPro isn’t the right fit, contact us within 14 calendar days of enrollment to request a full refund of your program tuition.

Make an informed decision before you enroll.

Independent training programNo degree or accredited credentialNo job or income guaranteeTuition and terms shared clearly

Project format, schedule, and enrollment details are shared directly with prospective students. The applied project is included in the program tuition.

Before you decide

Questions worth asking.

Clear expectations help students and families decide whether this training path is right for them.

Who is the class designed for?

Beginners and emerging sales professionals who want structured practice in outside sales, customer conversations, pipeline habits, and leadership.

How does the 14-day money-back guarantee work?

If you decide HeadSalesPro isn’t the right fit, contact us within 14 calendar days of enrollment to request a full refund of your program tuition. Email info@headsalespro.com.

Is HeadSalesPro a college or accredited trade school?

No. HeadSalesPro is an independent training program and hands-on alternative for people considering traditional college or trade-school routes. It does not provide a college degree or accredited credential.

How does the applied sales project work?

Students put their sales, communication, and client-service skills into practice through a guided real-world project. We share the specific project format during a program information conversation.

Does the program promise a job, clients, or income?

No. Students practice sales and client-service skills, but the program does not guarantee a job, client acquisition, revenue, advertising reach, leads, or sales results.

How do you protect Business in a Box details?

The website shares only a high-level introduction. Before HeadSalesPro shares nonpublic operating details, it will provide a separate confidentiality agreement for review and signature. The website checkbox confirms this process; it does not replace the signed agreement.

When does the next class start?

Enrollment dates and class schedule are being finalized. Use the inquiry form to request updates about timing and expectations.

CLIENT COMMUNITY

Businesses We’ve Served

Local businesses and professionals served through the HeadSalesPro Business in a Box program.

60 businesses listed

Restaurants & Dining

  • Arturo’s
  • Cav’s
  • Coco’s
  • Da Davinci’s
  • Doreen’s Cup of Joe
  • Italian Deli
  • Joey’s Pasta and Pizza
  • La Mesa
  • Marazul Mediterranean
  • Marco Prime
  • Nacho Mama’s
  • Oyster Society
  • Paddy Murphy’s
  • Pinchers
  • Quinn’s on the Beach
  • Salty Dog’s
  • SandBar
  • Snook Inn
  • Sunset Grill
  • Sunset Tide
  • Tesoro
  • The Crusted Crab

Tours, Charters & Transportation

  • Banyan Charters
  • Classic Luxury Transportation
  • Dolphin Explorer
  • Florida Adventures Rentals
  • Hemingway Water Shuttle
  • Island Girl Tour
  • Marco Island Boat Tour
  • Marco Island Day Pass
  • Marco Travel Tour Transportation
  • Preferred Transportation
  • Red Snapper Charters
  • Reel Kind Fishing Charters
  • Sand Dollar Boat Tour
  • Tropical Tiki Tours
  • Trophy Time Charters

Shops, Services & Local Businesses

  • 10K Alley
  • 844
  • Airo
  • Bella Florist
  • Betty Newman Art Studio
  • Bro’s Who R Pro’s
  • Burrow
  • Duncan Detail
  • Faith and Freedom
  • Get Cat Fit
  • Home Sweet Home
  • Island Hideout
  • Island Time Slushy
  • Kretches
  • Korals
  • Life Hearing
  • OMG It’s Chic
  • Ori Bakery
  • Shore Goods
  • Skin Hair Renewal & Skin
  • Swallow
  • Treasure Seekers
  • The Bike Shop
Take the next step

Get the details before you decide.

Ask about the curriculum, class schedule, tuition, or applied sales project. We’ll follow up using the contact information you provide.

One 90-day class
$5,000 tuition
Hands-on sales practice

Request program information

Share a little about what you’d like to know.

Your email app will open with a message addressed to info@headsalespro.com. Review it and press Send to complete your inquiry. This website does not store your information.

Request program details