Sales Day of Service · 2026 Season

2 events.
1 mission.
Find yours.

Free sales coaching for women, immigrant, and minority business owners — in person in Boston or online. Real CEOs. Real results.

In Person · Boston, MA

June 22–24

Sales Day of Service Boston

1:1 Sales Coaching Session

30 Days Free Sales Coaching

Professional Headshot

Registration closed · See 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 Event

July 29

Sales Day of Service Virtual

1:1 Sales Coaching Session

30 Days Free Sales Coaching

6 Guest Coaches

See full details

In Person · Boston, MA · 50 Spots

Sales Day of Service Boston

June 22–24, 2026

Registration Closed

This event has reached capacity

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 · Registration closed

Registration Closed
Two sessions per day across all 3 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

Register for July 15

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

Register for July 15
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

Kris Holloway
CEO · CIS Abroad

Guest Coach

Michal Alter
CEO · Visit.org

Guest Coach

Denielle Finkelstein
Founder & CEO · UNICORN

Guest Coach

Kison Patel
CEO · M&A Science

Guest Coach

Noah Greenberg
CEO · Stacker

Guest Coach

Mike Salguero
CEO · ButcherBox

Guest Coach

Diane Hessan
Chairwoman · C-Space

Guest Coach

Marcia Kilgore
CEO · Beauty Pie

Guest Coach

Lori Richardson
CEO · Score More Sales
+ 3 more guest coaches · Full lineup announced soon

How to earn a CEO session

1
Attend Sales Day of Service July 15
2
Complete the 30 Day Challenge
Top performers selected for CEO 1:1 session

Virtual Event

Sales Day of Service Virtual

July 29, 2026

Register for July 29

100% Free · Open to all

What You Get
🎯
1:1 Sales Coaching Session
Sales strategy review + live sales call practice — virtual via Zoom breakout room
📅
30 Days Free Sales Coaching
The 30 Day Challenge — structured accountability program starting right after the event
💰
$10,000 in Business Grants
10 × $500 and 5 × $1,000 — available to all participants
⭐
Earn a CEO 1:1 Session
Complete both SDOS + the 30 Day Challenge — top performers earn 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 all

Register for JULY 29
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

Kris Holloway
CEO · CIS Abroad

Guest Coach

Michal Alter
CEO · Visit.org

Guest Coach

Denielle Finkelstein
Founder & CEO · UNICORN

Guest Coach

Kison Patel
CEO · M&A Science

Guest Coach

Noah Greenberg
CEO · Stacker

Guest Coach

Mike Salguero
CEO · ButcherBox

Guest Coach

Diane Hessan
Chairwoman · C-Space

Guest Coach

Marcia Kilgore
CEO · Beauty Pie

Guest Coach

Lori Richardson
CEO · Score More Sales
+ 3 more guest coaches · Full lineup announced soon

How to earn a CEO session

1
Attend Sales Day of Service July 15
2
Complete the 30 Day Challenge
Top performers selected for CEO 1:1 session
Find Your Event

Two ways to
get coached.

Join us in person in Boston or online — whichever works for you. Both events deliver the same free, hands-on sales coaching from real CEOs.

In person, Boston

June 22–24

Registration closed
Upstate NY or PA?

Join via Zoom

July 15 →
Online, anywhere

July 29

Register →
Questions about the July 29 event? Reach out and we'll help you get set up.
Contact Us

Coaching is free.
Your seat is waiting.

Boston · Registration Closed
Register · July 29 →