Sales Day of Service · 2026 Season

3 events.
1 mission.
Find yours.

Free sales coaching for women, immigrant, and minority business owners — in person in Boston and virtually across New York and Pennsylvania. Pick the event that matches where your business is based.

In Person · Boston, MA

June 22–25

Sales Day of Service Boston

1:1 Sales Coaching Session

30 Days Free Sales Coaching

Professional Headshot

6 Guest Coaches

See full details

Virtual · Upstate NY + PA

July 15

Sales Day of Service Virtual

1:1 Sales Coaching Session

30 Days Free Sales Coaching

$10K in Business Grants

9 CEO Coaches

See full details

Virtual · New York City Metro

July 29

Sales Day of Service Virtual

1:1 Sales Coaching Session

30 Days Free Sales Coaching

$10K in Business Grants

6 Guest Coaches

See full details

In Person · Boston, MA · 50 Spots

Sales Day of Service Boston

June 22–25, 2026

100% Free · 50 spots only

What You Get

🎯

1:1 Sales Coaching Session

Sales strategy + live sales call practice with a dedicated coach

💰

30 Days Free Sales Coaching

The 30 Day Challenge starts immediately after the event

📸

Professional Headshot

On-site photo session — Boston attendees only

⭐

$10,000 in Business Grants

10 × $500 and 5 × $1,000 — available to all participants

📅

Earn a CEO 1:1 Session

Top performers earn private time with a guest coach

Event Schedule · June 22–24

Morning
9AM–12PM

Morning Session

1:1 coaching · professional headshot · sales strategy session

Afternoon
2PM–5PM

Afternoon Session

1:1 coaching · professional headshot · sales strategy session

Plan for 3 hours

Your session includes your 1:1 coaching, professional headshot, and sales strategy work. Please commit to the full 3-hour block — everything is designed to work together.

Guest Coaches

6 guest coaches — curated CEOs and sales leaders from our sponsor network — work directly with Boston's 50 founders.

Guest Coach

David Bernstein

Senior Sales Manager, HubSpot

Guest Coach

Anya Taschner

Sr. Director, Sales Operations · Stacker

Guest Coach

Derrick Duplessy

Founder, Duplessy Foundation

+ 3 more guest coaches · Full lineup announced soon

In person · Boston, MA · 50 spots total

Two sessions per day across all 4 days — morning (9AM–12PM) and afternoon (2PM–5PM) with a 2-hour break between for the crew. The 3-hour commitment note is critical for setting expectations — the headshot, coaching session, and strategy work all require the full block.

Virtual · Upstate New York + Pennsylvania

Sales Day of Service Virtual

July 15, 2026

100% Free · Open to Upstate NY + PA businesses

What You Get

🎯

1:1 Sales Coaching Session

Sales strategy + live sales call practice via Zoom breakout room

📅

30 Days Free Sales Coaching

The 30 Day Challenge starts immediately after the event

💰

$10,000 in Business Grants

10 × $500 and 5 × $1,000 — available to all participants

⭐

Earn a CEO 1:1 Session

Top performers earn private time with a CEO coach

Grant Breakdown

10 × $500

Growth Grants

Awarded to 10 founders showing strong progress through the program

5 × $1,000

Impact Grants

Awarded to 5 top-performing founders demonstrating exceptional growth

Virtual · Open to Upstate NY + PA businesses

CEO Coaches

9 CEO coaches work with top-performing founders after the 30 Day Challenge. Each session is watched live by the SDOS community as a monthly workshop.

Guest Coach

Guest Coach

Guest Coach

Founder & CEO · UNICORN

Guest Coach

Guest Coach

Guest Coach

Guest Coach

Guest Coach

Guest Coach

CEO · Score More Sales

+ 3 more guest coaches · Full lineup announced soon

How to earn a CEO session

Attend Sales Day of Service July 15

Complete the 30 Day Challenge

Top performers selected for CEO 1:1 session

Virtual · New York City Metro

Sales Day of Service Virtual

July 29, 2026

100% Free · Open to NYC metro businesses

What You Get

🎯

1:1 Sales Coaching Session

Sales strategy + live sales call practice via Zoom breakout room

📅

30 Days Free Sales Coaching

The 30 Day Challenge starts immediately after the event

💰

$10,000 in Business Grants

10 × $500 and 5 × $1,000 — available to all participants

⭐

Earn a CEO 1:1 Session

Top performers earn private time with a CEO coach

Grant Breakdown

10 × $500

Growth Grants

Awarded to 10 founders showing strong progress through the program

10 × $500

Growth Grants

Awarded to 10 founders showing strong progress through the program

Virtual · Open to NYC metro businesses

CEO Coaches

The same 9 CEO coaches serve both virtual events — working with top-performing founders from each cohort after the 30 Day Challenge.

Guest Coach

Guest Coach

Guest Coach

Founder & CEO · UNICORN

Guest Coach

Guest Coach

Guest Coach

Guest Coach

Guest Coach

Guest Coach

CEO · Score More Sales

+ 3 more guest coaches · Full lineup announced soon

How to earn a CEO session

Attend Sales Day of Service July 15

Complete the 30 Day Challenge

Top performers selected for CEO 1:1 session

Find you event

Not sure which
event is yours?

Pick based on where your business is based — not where you live. Each event is designed for founders in that region. If you're in multiple areas, pick the event that best matches your primary customer base.

Based in Boston?

Still not sure? Reach out and we'll point you in the right direction.

3 events.1 mission.Find yours.

Sales Day of Service Boston

Morning9AM–12PM

Afternoon2PM–5PM

Sales Day of Service Virtual

10 × $500

5 × $1,000

How to earn a CEO session

Sales Day of Service Virtual

10 × $500

10 × $500

How to earn a CEO session

Not sure whichevent is yours?

Join us in person

Join via Zoom

Join via Zoom

Your event is waiting. Registration is free.

3 events.
1 mission.
Find yours.

Morning
9AM–12PM

Afternoon
2PM–5PM

Not sure which
event is yours?