L2L Sales Kickoff Itinerary

    Courtyard by Marriott Natick

    342 Speen Street | Natick, MA 01760

    Courtyard Marriott Meeting Room Floorplan

    Stay tuned for more information on the agenda

    Tuesday, January 20, 2026

    Travel day to Boston. 

    For those flying into the area, please grab an Uber or Lyft upon arrival to take you to the Courtyard Marriott Natick. For those driving, the address of the hotel is 342 Speen Street Natick, MA 01760 and complimentary parking is available on site right at the hotel.. The hotel is located 30 minutes from Logan, however please note pending traffic, the drive from the airport could take up to an hour depending on what time your flight arrives.

    We also recommend taking the Logan Express from the airport to the Natick Mall by taking their route to Framingham. The current drop off on this route is Natick Mall Garage F, right next to the hotel. The pick up for the Logan Express is located right outside of the terminal and is a seamless experience. Exit the terminal and go to the Logan Express pickup/LEX area and look for the Framingham/Natick Mall destination.

    *** Check-in time is 3:00pm. Early check-in was requested for early arrivals but this is not guaranteed. Be prepared for cold weather in Boston in January, with a daily high of 37 degrees but gets much colder with no sun during the day and at night. Our meetings will be hosted within the hotel but our dinners will be hosted offsite, so we recommend bringing a coat and hat to stay warm on your commute.  

     

    1:00 PM - 5:00 PM: L2L Leadership Meetings - Today's leadership meetings will be hosted in the Commons Meeting Room.

     

    For all other attendees arriving this afternoon, take the afternoon to get settled in and ready for a great week ahead at SKO!

    A few highlights at the hotel include:

    • 24-hour Fitness Center
    • Bistro Lounge Lobby Bar
    • Complimentary Wi-Fi throughout the hotel
    • 24-hour Market for snacks, sandwiches, beverages and sundries 
    • Prime location within walking distance to the Natick Mall, an area filled with shopping, dining, and entertainment

     

    Upon arrival tonight, enjoy dinner on your own in the local area in Natick. Click here for dining recommendations around the hotel.

     

    Wednesday, January 21, 2026

    7:30 AM - 8:30 AM - L2L Breakfast - Please head down to the Elliot Room as breakfast will be served before our meetings from 7:30 - 8:30 AM. 

    For those local attendees, the breakfast will be available for you upon arrival as well!

    8:30 AM - L2L SKO General Sessions - Today's meetings will be hosted in the Commons Meeting Room. Please see the agenda below:

    8:30 - 9:00am Welcome and Goals - Faster, Higher, Stronger - Together!
    9:00 - 9:30am Winning the Gold in 2026!
    9:30 - 10:00am Sales Operating Model for 2026
    10:00 - 10:15am Break
    10:15 - 10:45am Selling the L2L Method
    10:45 - 11:15am How do I position and sell the L2L Method?
    11:15 - 11:45am Selling the L2L Method Breakouts
    11:45 - 12:15pm Selling the L2L Method Feedback/Observations
    12:15 - 12:30pm L2L AI - Reaching New Heights

     

    12:30 PM - 1:30 PM - Lunch will be provided today in the Elliot Room.

    1:30 - 2:00pm Marketing Playbook for Pipeline Generation
    2:00 - 2:30pm Brainstorm: Generating a New Level of Pipeline, Together
    2:30 - 2:45pm Readout: Generating a New Level of Pipeline, Together
    2:45 - 3:00pm Break
    3:00 - 3:15pm Addressing Gaps and Driving Solutions with Technical Services
    3:15 - 3:30pm First Meeting Best Practices
    3:30 - 4:15pm Role Play - First Meeting Scenarios
    4:15 - 4:35pm L2L Implementation Success Stories
    4:35 - 4:45pm Day 1 Wrap-up and Thursday Prep

     

    6:30pm-9:00pm - L2L Offsite Dinner at Puttshack!

    We look forward to hosting you for dinner tonight at Puttshack! Puttshack is only a quick 15 minute walk or 5 minute drive away from the hotel. Prepare to play some mini golf and enjoy a fun night out with the team!

    Puttshack is located at 1245 Worcester St, Natick, MA 01760

    Dress Code: Casual

    *Dinner and drinks will be served.

    Thursday, January 22, 2026

    7:30 AM - 8:30 AM - L2L Breakfast - Please head down to the Elliot Room as breakfast will be served before our meetings from 7:30 - 8:30 AM. 

    For those local attendees, the breakfast will be available for you upon arrival as well!

    8:30 AM - L2L SKO General Sessions - Today's meetings will be hosted in the Commons Meeting Room. Please see the agenda below:

    8:30 - 8:45am Daily Kickoff: Morning fun and awards ceremony
    8:45 - 9:15am L2L: Packaging for Success
    9:15 - 9:45am MEDDPIC Training Refresher
    9:45 - 10:00am Break
    10:00 - 10:30am 5 Winning Stories that You Need to Know
    10:30 - 11:00am 3 Steps to Get to the Economic Buyer
    11:00 - 11:15am Break
    11:15 - 12:00pm Economic Buyer Role Play
    12:00 - 12:30pm Economic Buyer Readout

     

    12:30 PM - 2:00 PM - Lunch on Own in the local area! Check the Trip Plans app for restaurant recommendations in the Natick Mall and surrounding area.

    2:00 PM - 5:00 PM - After lunch, please make your way over to Bosse, a 7 minute walk down the street from the hotel at 310 Speen Street for our afternoon session of meetings.

    2:00 - 2:15pm Strategies for Mitigating Pricing Pressure
    2:15 - 2:30pm Leaning in to L2L Security as a Differentiator
    2:30 - 3:00pm Delivering a Product Tour that Works
    3:00 - 3:15pm Break
    3:15 - 3:45pm Selling Value, Not Features
    3:45 - 4:15pm Tools to Help You Win
    4:15 - 4:30pm Day 2 Wrap-up and Friday Prep

    5:00 PM - 8:00 PM - Immediately following this afternoon's meetings, be sure to bring the energy for some friendly competition, team building, and fun at our L2L Pickleball Outing right at Bosse. Be sure to wear comfortable shoes!

    Dinner and drinks will be provided at Bosse.

     

    Friday, January 23, 2026

    7:30 AM - 8:30 AM - L2L Breakfast - Please head down to the Elliot Room as breakfast will be served before our meetings from 7:30 - 8:30 AM. 

    8:30 AM: L2L SKO General Sessions:

    8:30 - 8:45am Daily Kickoff: Morning fun and awards ceremony
    8:45 - 9:15am Working Together to Accelerate: Deals, SOWs, Implementations
    9:15 - 10:00am MEDDPIC 3 Step Exercise: Step 1 Deal Health Scoring
    10:00 - 10:15am Break
    10:15 - 11:00am MEDDPIC 3 Step Exercise: Step 2 Pressure Testing the Deal
    11:00 - 11:45am MEDDPIC 3 Step Exercise: Step 3 Creating a Close Plan
    11:45 -12:00pm Wrap-up - Faster, Higher, Stronger - Together!

     

    Check out is 12pm. Please make sure you check-out and pay any outstanding balance on your account. L2L will be covering all room charges and meals. All additional charges should be covered by the individual and should not be expensed. 

    All flights home will be booked out of Logan Airport beginning after 2:00 PM. Please arrange an Uber/Lyft to get to Logan. If you have similar flight times as you co-workers we ask you to rideshare to the airport. Please be aware that the trip to the airport could take up to an hour from the hotel depending on Boston traffic.