Offsites by Pickyourtrail – Create Sooper Hit Retreats

Internal · Team plan

Offsites team org structure

Proposed unit for FY26–27. Who reports to whom, what problem each role solves, and how. Yearly cost in INR.

15Headcount incl. Santosh
1.98 CrSalaries per year
3.37 CrTotal cost per year
Org chart Roles Salaries and spends Annual operating plan

Org chart

Click any box to jump to that role's definition.

Reports directly to Santosh Confirmed role Open — role, reporting line or sourcing to be decided Decision pending

Roles

Each role: the problem it exists to solve, and how it solves it.

Santosh — Business lead / orchestrator

1 pax24 L / yr · 0.5 of cost

Problem

Scale a new vertical and run it profitable. Offsites runs today on a few large accounts and on me being in every deal, every product call and every escalation. Nobody owns the full loop from lead to delivery to review. Flights are 40% of every deal and we have no playbook for them.

How

Business and PnL. I own the PnL and the Revenue target (nett of GST). I split the AOP across sellers with the Sales Lead. I decide on hires, on the Ops Lead question, and on outsourcing calls like visa.

Sales. I sit in on CXO conversations for anchor and large accounts only. I chair a weekly pipeline review with the Sales Lead.

Product. I set the product priorities for the Product Head: which destinations, which price points, which venues get contracted first. I hold the tourism board and supplier relationships that give us rates and support no competitor gets. I run a weekly product and delivery review with the Product Head.

Flights. I own the airline relationships and the flights playbook. Flight Ops reports to me and executes against it.

  • Hold the SPOC relationship with every airline we work with
  • Learn how group business works with each airline: group desk process, series fares, deposit and name-list timelines, block release rules, incentives
  • Map which airlines fly each common region from each major Indian hub, so Flight Ops has a routing matrix instead of building it per deal
  • Learn how to make money on flights as a business line: group fare margins, commission and PLB structures, when to block seats early vs buy on demand
  • Own flight margin as a PnL line, since flights are ~40% of every deal

Delivery. I own the handover rules between sales, product and ops so deals do not fall between teams. I own client reviews after every trip and the fix list that comes out of them.

Responsibilities: Business lead · Overall PnL · Revenue · Delivery and 10/10 reviews · Flights

Sales Lead

1 pax20 L / yrReports to Santosh

Problem

We have no senior seller who can sit with a CXO, close a 2 Cr deal and manage a team at the same time. Targets exist but nobody owns the quarterly number or the forecast.

How

  • Carries a personal target of 2 Cr NBV / 12 L Revenue (nett of GST) per quarter and owns the team's combined number
  • Hires and manages the three sellers
  • Owns the pipeline: coverage, forecast accuracy, new logo vs expansion mix
  • Runs the sales-to-product-to-ops handover so a closed deal reaches ops complete
  • Owns payment closure after travel
Profile: 6 to 8 years B2B or B2C sales from Zoho, Tally, Plum type companies. Able to build rapport and sit with a decision maker or a CXO.

Sales

3 pax20 L each · 60 LReports to Sales Lead

Problem

Corporate buyers get a generic pitch and a slow quote. Deals stall because the seller cannot answer product or price questions on the call.

How

  • Each seller owns a set of accounts and a 2 Cr NBV / 12 L Revenue quarterly target, nett of GST
  • Sells from the ready itinerary pool the Product Head builds, so a quote goes out the same day
  • Builds rapport with the decision maker and stays on the account after the trip for the repeat
Profile: 6 to 8 years B2B or B2C sales from Zoho, Tally, Plum type companies. Sales is 4 pax / 80 L in total including the lead.

Pre-Sales

1 pax5 L / yrReports to Sales Lead or Product Head — to decide

Problem

Sales today waits for inbound or referrals. There is no steady top of funnel and sellers spend selling hours on cold outreach.

How

  • Runs outbound on LinkedIn, email and events
  • Builds and maintains the target list of companies with a major Indian workforce
  • Cold reach out to at least 100 corporates a month
  • Organises 20 meetings with the sales team a month
  • Onboards 5 logos a quarter
  • Tracks every reach out in the CRM so we know cost per meeting

Incentive

  • Every sales-qualified meeting organised earns the pre-sales resource an incentive
  • 500 INR per qualified meeting
  • 5,000 INR for every onboarding

Product Head

1 pax20 L / yrReports to SantoshMust-have hire

Problem

Every offsite is built from scratch after the enquiry comes in. That means slow quotes, inconsistent margins and no control over what we sell. Short haul at Pickyourtrail works because contracting comes first and itineraries are built on contracted rates. Offsites has none of that.

How

  • Contracts first. Locks rates with hotels, event venues, DMCs and transport in the top destinations
  • Then builds a pool of ready itineraries at fixed price points: 60K, 80K, 1 L, 1.2 L, 1.5 L per pax, with flights taken as roughly 40% of the total
  • Bells and whistles like gala dinners, branding, awards and production sit as add-ons on top of the base product, priced separately
  • Scouts new venues and hotels every quarter and refreshes the pool
  • Shares the pool with sales as sellable products, not raw rates
  • Owns land margin
  • Manages Product Ops, Operations + Tour Managers, Ops Lead and the visa partner

Product Ops

1 pax5 L / yrReports to Product Head

Problem

Once a deal closes, the itinerary changes, suppliers need confirming and margin leaks in the gaps. The Product Head cannot do this for every booking.

How

  • Takes over from the Product Head once the contract is signed
  • Builds the final itinerary for that group
  • Confirms hotels, transport, restaurants and activities
  • Pushes for margin after sale through upsells and supplier renegotiation
  • Owns closure of the booking and the file that goes to ops

Flight Ops

1 pax15 L / yrReports to Santosh

Problem

Flights are about 40% of every offsite cost and we treat them as a pass-through. Routing decisions are ad hoc and margin on air is close to zero.

How

  • Maps routes and airlines for the top 5 destinations, including group fare options and series bookings
  • Recommends the best routing per group for cost and timing
  • Negotiates group fares with airlines and owns air margin
  • Executes the flights playbook Santosh owns; reports to Santosh because air cuts across sales, product and ops

Operations + Tour Managers

4 pax6 L each · 24 LReports to Product Head

Problem

Post-sales is where reviews are won or lost. Vouchering, changes and on-ground handling need to be consistent across every group.

How

  • Same as today. Owns the group from booking closure to travel completion
  • Vouchering, client communication, pax changes, itinerary changes, activity additions and room upgrades
  • Runs the show on ground as offsite managers
  • Target: 10/10 reviews on every trip

Ops Lead

1 pax15 L / yrReports to Product HeadRole to be decided later

Problem

Four Operations + Tour Managers and a visa partner need day-to-day coordination. Today that falls on Santosh or the Product Head.

How

  • Runs the ops desk. Allocates groups to tour managers
  • Tracks vouchering and on-ground readiness
  • Handles escalations during travel
  • Open question: if the Product Head can absorb this, the role is not needed. Decide after the Product Head is hired

Visa

1 pax10 L / yrManaged by Product HeadOutsourced for now

Problem

Long-haul offsites need visa handling at volume. One rejection can cost a pax or a group.

How

  • Outsourced partner managed by the Product Head
  • Handles documentation, appointments and follow-up for long-haul groups
  • Budget of 10 L covers the year
  • Move in-house only if long-haul volume justifies a full-time role

Salaries and spends

Full-year steady state, INR. The AOP tab shows what actually lands in H2 FY26–27 based on hiring dates.

Team and salaries yearly cost

TeamPaxCost per paxTotal / yrRemarks
Santosh124,00,00024,00,0000.5 of cost
Pre-Sales15,00,0005,00,000If we hire from Oct, only half of this cost will be part of AOP
Sales420,00,00080,00,000- based on the time we hire
- AOP will not reflect same cost
Product Head120,00,00020,00,000- Based on hiring time
- Cost will not impact entire year
Product Ops15,00,0005,00,000- Yet to hire
- Cost will be only for the period of the year once we hire
Flight Ops115,00,00015,00,000Year cost - currently Madhan
Operations + Tour Managers46,00,00024,00,000- Currently 2 resources for first 6 months
- Oct to Mar to have additional 2 more resources
Ops lead115,00,00015,00,000Current cost of Syed
Visa110,00,00010,00,000Outsourcing fee for now
Total salaries151,98,00,000

Spends and total cost yearly

LineTotal / yrBasisNotes
Salaries1,98,00,000From the table above
Marketing Spend1,00,00,000- We didn't spend on the first 6 months
- So we will spend only 50% of this in the next 6 months
I shall explain about the thought process behind this marketing spend - we should not use this for ads
rather, it needs to used for closures and relationship management in this business
Incentives (Sales + Prod)22,40,0004% slab on revenue as incentive for sales and productThis will be on slabs
- I have taken the maximum
- I will share the incentive working seperately
Per diem for Offsite Managers16,70,400- 2% of revenue as travel allowance
- I will add the calculation below in the same sheet on how it is calculated
Total cost3,37,10,400Total Cost
- It will be lesser for year 1 because of
- Highlevel booking with higher revenue
- First 6 months we didn't have marketing cost
- We haven't hired as per what is shared here for the first 6 months

Per diem for Offsite Managers how the 16,70,400 is built

Trips in the year8726 done + 61 planned in H2
Share of trips needing offsite managers80%
Trips with offsite managers69.6
Avg days per trip4
Manager-days278.4
Avg offsite managers per trip2
Total manager-days556.8
Per diem per day3,000
Cost incurred16,70,400
1.98 CrSalaries per year
3.37 CrTotal cost per year
59%Salaries share of cost
15Headcount incl. Santosh

Annual operating plan

H2 FY26–27, October 2026 to March 2027. All money in INR lakhs. Revenue means nett of GST. Salaries here follow hiring dates, so they differ from the full-year figures on the Salaries tab.

30.7 CrNBV, 6 months
2.10 CrRevenue, nett of GST
72.4 LContribution margin
2.4%CM % of NBV

P&L INR lakhs, Oct 2026 – Mar 2027

LineOct 26Nov 26Dec 26Jan 27Feb 27Mar 27Total
NBV350.0420.0462.0554.4582.1698.53,067.1
GM34.341.248.257.860.772.8314.9
GM %9.8%9.8%10.4%10.4%10.4%10.4%10.3%
GST-10.3-12.4-16.5-19.8-20.8-24.9-104.6
Revenue (nett of GST)24.028.831.738.039.947.9210.3
Revenue %6.9%6.9%6.9%6.9%6.9%6.9%6.9%
Sales commissions (4% of Revenue)-1.0-1.2-1.3-1.5-1.6-1.9-8.4
Marketing cost-4.0-6.0-8.0-9.0-10.0-11.0-48.0
Travel allowance (2% of Revenue)-0.5-0.6-0.6-0.8-0.8-1.0-4.2
Salaries-8.2-10.3-12.9-14.5-14.9-16.5-77.3
CM10.310.78.912.312.617.572.4
CM %2.9%2.6%1.9%2.2%2.2%2.5%2.4%

Head count people per month; last column = 6-month average

LineOct 26Nov 26Dec 26Jan 27Feb 27Mar 27Avg
Santosh (× 0.5)0.50.50.50.50.50.50.5
Sellers2334453.5
Ops2344443.5
Ops Head (Akshay × 0.5)0.50.50.50.50.50.50.5
Ops Lead1111111
Product Head0011110.7
Product Ops0011221
Flights Ops1111111
Visa0000000
Pre Sales0001110.5
Total791214151612.2

Salaries INR lakhs per month

LineOct 26Nov 26Dec 26Jan 27Feb 27Mar 27Total
Santosh2.02.02.02.02.02.012.0
Sellers1.02.62.64.24.25.820.4
Ops0.91.41.91.91.91.910.0
Ops Head1.21.21.21.21.21.27.5
Ops Lead1.21.21.21.21.21.27.5
Product Head0.00.01.61.61.61.66.4
Product Ops0.00.00.40.40.80.82.5
Flights Ops1.01.01.01.01.01.06.0
Pre Sales0.80.80.80.80.80.85.0
Total8.210.312.914.514.916.577.3

Metrics INR lakhs unless a count

LineOct 26Nov 26Dec 26Jan 27Feb 27Mar 27Total
ARPS — Revenue per seller12.09.610.69.510.09.610.2
Avg trips / month, overall team (NBV ÷ 50 L)7.08.49.211.111.614.010.2
Avg trips / seller3.52.83.12.82.92.83.0
Avg trips / ops2.01.91.72.02.12.52.0
Avg Revenue / trip3.43.43.43.43.43.43.4

GM breakdown INR lakhs

LineOct 26Nov 26Dec 26Jan 27Feb 27Mar 27Total
Flight mix40.0%40.0%40.0%40.0%40.0%40.0%40.0%
Flight GM %1.0%1.0%1.4%1.4%1.4%1.4%1.3%
Flights GM1.41.72.63.13.33.915.9
Land mix60.0%60.0%60.0%60.0%60.0%60.0%60.0%
Land GM %15.0%15.0%15.0%15.0%15.0%15.0%15.0%
Land GM31.537.841.649.952.462.9276.0
Total GM32.939.544.253.055.766.8292.0
Total GM %9.4%9.4%9.6%9.6%9.6%9.6%9.5%
GM with product impact34.341.248.257.860.772.8314.9
Final GM %9.8%9.8%10.4%10.4%10.4%10.4%10.2%
Global mix20.0%20.0%20.0%20.0%20.0%20.0%20.0%
GST10.312.416.519.820.824.9104.6
Revenue (nett of GST)24.028.831.738.039.947.9210.3
Revenue %6.9%6.9%6.9%6.9%6.9%6.9%6.9%